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Holiday Rentals in Osprey, FL

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    All 423 Rentals in the Osprey Area
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    From
    €156
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    1 / 17
    5 of 5 stars (1) Excellent
    Osprey
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    €731
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    1 / 14
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    €3,654
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    1 / 15
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    The following rentals are within 15 kilometers of Osprey, Florida.

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    €64
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    1 / 11
    5 of 5 stars (2) Excellent
    Nokomis
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Fully appointed 1000 sq ft seasonal rental in beautiful Nokomis Florida, minutes from the beach, biking trail, shopping and state park. View all property information
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    5 of 5 stars Reviewed 22 August 2014
    We really enjoyed our stay and Colleen was great. She met us when we arrived and showed us around. From there on I only had to send her a text if there was anything I needed and...
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    €114
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    1 / 8
    5 of 5 stars (3) Excellent
    Nokomis
    3 Bedrooms / 1 Bathroom / Sleeps 5
    traveller have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    We have a beautiful, Single Family Home on 1 acre in the heart of tropical nature with public access to the canal closeby. Florida la Palma, located in Nokomis, is a charming seaside resort, offering a warm space, fully renovated and completely equipped for up to five (5) people. Just 1 mile to... View all property information
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    5 of 5 stars Reviewed 17 August 2014
    We stayed here for 3 days on our west coast Florida trip. 3 bedrooms, big yard, Very clean. Very close to several beaches. They even supplied us with beach chairs, umbrella, and...
    5 of 5 stars Reviewed 30 December 2013
    We stayed here in November over the Thanksgiving holiday into December. The house is very pretty and immaculately clean and in a great spot for everything. The owners were lovely...
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    €100
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    1 / 19
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is... View all property information
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    €91
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    1 / 18
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Eagle's Nest is a delightful and romantic 650 square foot 1/1 cottage in the Nokomis Historic District, one mile from scenic downtown Venice, 1.2 miles to Nokomis Beach, steps from Pocono Trail Nature Preserve and Nokomis Center Park, The Legacy Bicycle Trail, and much more. This adorable... View all property information
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    5 of 5 stars Reviewed 13 March 2013
    We actually did not stay in this unit ( although we did go into it), we stayed at the 2 bedroom unit next door. The decor was old Florida with a touch of Hawaii, very chic yet...
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    €635
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    1 / 26
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    On the Sarasota County register of historic homes, and built in 1925, this charming 550 square foot one bedroom, one bath Mediterranean-revival cottage is the guest house behind the property owner's home, and is one of a block of three vintage vacation resort properties the owner calls... View all property information
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    5 of 5 stars Reviewed 8 October 2010
    This is really a charming cottage and I definitely felt like I was in "Old Florida" when I stayed there. The location is very quiet and unassuming and only minutes from Venice...
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    €767
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    1 / 16
    5 of 5 stars (8) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ping Pong Table
    • Pool Table
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,... View all property information
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    5 of 5 stars Reviewed 29 September 2014
    Perfect location you can walk to the beach or into the village. Very clean with all the amenities. Very friendly and helpful management staff. The condo was very spacious and...
    5 of 5 stars Reviewed 28 July 2014
    My husband and I stayed here last summer and found it to be a wonderful place for a couple. It is nicely furnished and really includes about anything you could need (beach...
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    €614
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    1 / 10
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    5 of 5 stars Reviewed 28 January 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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    €2,188
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    1 / 25
    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
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    5 of 5 stars Reviewed 24 March 2015
    My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a...
    5 of 5 stars Reviewed 3 August 2014
    We really enjoyed staying at this beach house; I couldn't imagine a better location. Right on the beach, and just a couple of minutes walk to the Siesta Key village. The...
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    €91
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    1 / 25
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This home has been newly renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal appliances, and 3 bedrooms. The 3rd bedroom has a trundle bed and doubles as an office space or reading... View all property information
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    5 of 5 stars Reviewed 31 October 2014
    Our family of 4, including an 11 and 7 year old, had a perfectly balanced vacation at this home! We were able to enjoy the gorgeous pool, which kept the kiddos entertained while...
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    €831
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    1 / 44
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    PLEASE NOTE ! This newly renovated pool home is located close to everything, . This is our private second home and not a rental only income . Located just off the island and near shopping, the YMCA, easy access to Downtown Venice ,Sarasota, and interstate 75. If you want the beach, only minutes... View all property information
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    €621
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    1 / 33
    4 of 5 stars (1) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Fully renovated Vacation Home is located in the heart of South Venice City, The property situated in a safe and quite neighborhood, which is fenced around for privacy. It has a spacious interior with an open concept living room, kitchen and dining area, including three large bedrooms and two... View all property information
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    From
    €105
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    1 / 17
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Location! Location! Location! Walk out the door and stroll down the street onto one of the most beautiful beaches in America! This luxurious villa sleeps up to 6 people and has been newly remodeled from top to bottom including granite counter tops, new bathrooms, bedrooms and flooring. The villa... View all property information
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    €1,461
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    1 / 40
    5 of 5 stars (5) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Currently available weekly or monthly starting on March 30, 2015. All earlier dates are reserved. This home has a open and Airy floor plan with each bedroom located on opposite sides of the home for privacy. The living room is in the front of the home. The family room is towards the back with many... View all property information
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    €639
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    1 / 17
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Relax on your vacation for a month or more in Venice, Florida in our newly furnished villa condo on the shore of Harrington Lake while sipping your afternoon cocktail. Venice is a beautiful coastal town with great beaches and lots to do on your Florida vacation. Enjoy all this and make friends... View all property information
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    5 of 5 stars Reviewed 24 November 2014
    The Condo responded to all our expectations. It is very well equipped, and we lacked nothing. The location is central, and all amenities are nearby. We chose this condo from...
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    €65
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    1 / 10
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Beautiful 3rd floor 2 bedroom/2 bath turnkey condo. Upgrades & beautifully furnished. Elevator just steps away. WiFi throughout with TV's in every room. Minutes from shopping, golf courses and beaches. View all property information
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    5 of 5 stars Reviewed 22 August 2014
    If you are looking for somewhere comfortable and clean - this is it! Great view overlooking golf course - swimming pool really close & covered parking space. Everything you need...
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    €457
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    1 / 51
    4.5 of 5 stars (2) Very good
    Venice
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Beach front community on Venice Island. This unit is fully furnished and is located next to the large swimming pool. Sorry, but pets are not allowed. You will be staying in a single story first floor end unit studio with entry directly to the pool. There is also a nice picnic area next the unit.... View all property information
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    5 of 5 stars Reviewed 26 December 2014
    This is a very nice, clean, cute little place, with tv and wi-fi. It is just a few steps from the beach, half way from Sharky's and Venice Beach. Very peaceful with the...
    4 of 5 stars Reviewed 10 August 2014
    A nice, small condo at a very affordable price. Very good for one or two people who come to relax at the beach and not stay indoors all day. Interior is a little busy but there is...
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    €91
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    1 / 12
    Nokomis
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome and enjoy “The Inlets” – a secure gated community in Nokomis Beach, Florida. The grounds are beautifully manicured and offer a clubhouse, library, huge heated pool, whirlpool, several lighted tennis courts, and shuffleboard. The community is built around a series of canals with direct... View all property information
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    €818
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    1 / 22
    5 of 5 stars (3) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    New (2014 built) four bedroom house in sunny Venice. House comes with a fully equipped kitchen and has a private (screened in) pool and spa (heating available). Our house backs onto a lovely lake where turtles, fish and birds can be frequently spotted. The house is located within a gated... View all property information
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    5 of 5 stars Reviewed 23 September 2014
    My family and I had a wonderful time while at this beautiful, brand new, and completely furnished home. This was our first vacation since our daughter was born, and this place...
    5 of 5 stars Reviewed 26 August 2014
    We travelled here from the UK with our five year old and one year old sons, his first holiday. This property certainly has the WOW factor, it's spacious, fully equipped with...
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    €913
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    1 / 25
    5 of 5 stars (1) Excellent
    Siesta Key
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
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    €111
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    1 / 34
    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    We've got everything you need to make this your best vacation ever! The Vista Hermosa complex is very well maintained, quiet and a friendly atmosphere. Beautifully updated well equipped kitchen with granite counter tops and all the comforts of home. 2 queens beds in guest room with new bedding,... View all property information
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    €545
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    1 / 25
    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newly remodeled 2 bedroom 1 bath house in Sarasota available for weekly and monthly rent. Located only a short distance from Siesta Key, with their #1 rated beaches in America, and fantastic downtown Sarasota. This unit allows pets, so bring the whole family for a vacation in Sarasota. Within close... View all property information
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    5 of 5 stars Reviewed 18 May 2014
    This was a perfect place for my sisters and myself. Total of six women. It was clean and in a quite neighborhood but close to some very good dinning and attractions. Siesta beach...
    4 of 5 stars Reviewed 30 June 2013
    Comfortable, convenient, affordable. Seems like a great value for the area. Enjoyed my week and would absolutely stay again. Didn’t realize how handy this location would be, it...
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    €69
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    1 / 9
    5 of 5 stars (6) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living... View all property information
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    5 of 5 stars Reviewed 3 March 2014
    We were delighted with the high standard of furniture and equipment in the house and the spacious feel. The beach was only about 2 minutes walk across the road. It is possible to...
    5 of 5 stars Reviewed 22 December 2013
    Location is perfect for quick and easy walks to Siesta beach, and easy to walk to the village for dinner or drinks. The condo has all new furnishings, comfortable bed and couches...
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    €59
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    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This smartly decorated Venice Fl vacation rental home features a master and guest bedroom w/ queen bed, daybed/pop-up trundle and living room (sofa bed) also available, home theater w/ stadium seating and surround sound, and 3-seasons room. Master bath has whirlpool tub/shower, and 2nd bath... View all property information
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    5 of 5 stars Reviewed 6 October 2013
    A really nice vacation home in Venice Florida. Ideally situated with easy access to all Local amenities, beaches, shops, eateries and road networks. The house is well fitted out...
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    €685
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    1 / 10
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • ?
    About this property
    Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
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    5 of 5 stars Reviewed 1 October 2014
    Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    This South Venice Vacation Pool Home welcomes you with 3 BR, 2 BA. The covered screened lanai is attached to the private pool and hot tub area. The Venice Florida vacation home is fully furnished and updated including on premise laundry facilities for your convenience. Enjoy free local and long... View all property information
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    5 of 5 stars Reviewed 4 November 2014
    The house is fully equipped, the pool is excellent the solar heating keeps pool at a good temperature and the hot tub is great. The owner lives nearby and when we had a small...
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    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
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    5 of 5 stars Reviewed 29 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 11 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • x
    About this property
    I AM ONLY TAKING BOOKINGS FOR SUMMER 2015 RIGHT NOW. I AM NOT TAKING BOOKINGS FOR WINTER OF 2016 AT THIS TIME. Two bedroom two bath home with beautiful garden yard. Large, airy rooms with terrazzo floors throughout. Ceiling fans in every main room. Master bedroom has king bed, walk in closet... View all property information
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    5 of 5 stars (2) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
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    5 of 5 stars Reviewed 26 March 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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    5 of 5 stars (6) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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    5 of 5 stars Reviewed 6 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 4 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
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    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    4 of 5 stars Reviewed 21 August 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
    5 of 5 stars Reviewed 23 July 2014
    We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is...
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    5 of 5 stars (13) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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    5 of 5 stars Reviewed 4 February 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
    5 of 5 stars Reviewed 27 December 2014
    We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
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    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    Newly Listed modern upscale home conveniently located with club house community near the beaches, shopping, downtown Venice. Large heated pool by-weekly maid service. Beds: 1 King Bed, 1 Queen Bed, 2 Double Beds View all property information
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    5 of 5 stars (6) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
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    • Private Fishing...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
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    5 of 5 stars Reviewed 10 March 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
    5 of 5 stars Reviewed 26 February 2015
    This was a last minute decision and we couldn't be happier! Has been a pleasure from the time we were greeted by the manager. Her mother who lives next door even baked cookies...
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    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
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    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
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    5 of 5 stars Reviewed 31 October 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
    4 of 5 stars Reviewed 11 August 2014
    The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
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    5 of 5 stars (4) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
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    5 of 5 stars Reviewed 4 June 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed 24 June 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
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    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
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    • Dryer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Contact us directly at siestakeysun@gmail.com Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or... View all property information
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    5 of 5 stars Reviewed 26 November 2014
    This property was everything and more we could have hoped for booking, sight unseen, through the internet. Loved the property, location to beach and all the things you would need...
    5 of 5 stars Reviewed 23 November 2014
    Our villa was just lovely. It was clean, well equipped (even had a kettle) the beds were really comfortable and everything was organised for us with instructions. There was...
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    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers a very large open layout with plenty of space for entertaining. In the back this vacation rental home... View all property information
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    4.5 of 5 stars (5) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
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    • Sauna
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the... View all property information
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    5 of 5 stars Reviewed 5 October 2014
    We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
    2 of 5 stars Reviewed 1 September 2014
    Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
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    4 of 5 stars (5) Very good
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our Venice Beach Duplex resort home is perfect for your Venice Florida holidays and Venice Florida family vacations. Rent either the 2 Bedroom on the first floor or the 1 Bedroom unit on the second floor or both units for your family reunion vacation in our quaint beach town. Call for rates for... View all property information
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    5 of 5 stars Reviewed 10 January 2015
    We rented the Venice duplex for a pre-Christmas mini family reunion the first week of December. The downstairs was exactly as described in the owners description, and more. It...
    5 of 5 stars Reviewed 21 July 2014
    This property was perfect for my friends and I. It was a short walk to the beautiful beach. It was also a reasonable distance to other attractions like Sarasota and the Siesta...
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    5 of 5 stars (17) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Dryer
    • Grill
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    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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    5 of 5 stars Reviewed 14 April 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
    5 of 5 stars Reviewed 13 January 2014
    My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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    5 of 5 stars (3) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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    5 of 5 stars Reviewed 15 August 2014
    My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
    5 of 5 stars Reviewed 25 June 2014
    My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • x
    • x
    About this property
    2 bedroom, 2 full bathroom, furnished condo apartment in Las Palmas of Venice Florida. A secure, three story builoding with elevator, large swimming pool, club house, and, lots of extra parking (a rare thing in SW Florida). Centrally located in the City of Venice, literally 5 minutes from... View all property information
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    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 5 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
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    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Beautiful 1926 Italian Villa in Downtown Venice Fl. Four blocks from Venice Ave full of shopping and eateries and 1/2 miles from the scenic 17 miles of Venice Beach. The home is beautifully restored with new kitchen and appliances and bathroom fixtures. Three bedrooms and 2.5 baths. Two Queens... View all property information
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    5 of 5 stars (3) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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    5 of 5 stars Reviewed 21 November 2014
    This was a perfect place for my husband & me and in-laws to stay. Very close to the beach and the house was completely furnished with everything we needed including beach chairs...
    5 of 5 stars Reviewed 16 July 2013
    The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
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    5 of 5 stars (31) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
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    5 of 5 stars Reviewed 28 February 2015
    Last years my wife and I went looked forward to our stay in Place, This was special and nice for us! The area lives up to its reputation, and our stay at the Ebb Tide unit 2...
    3 of 5 stars Reviewed 16 February 2015
    The manager was very cordial and helpful. The unit was decorated very nicely, but the stove oven did not work too well. The cabinets were well stocked with extras. The...
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    5 of 5 stars (5) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of... View all property information
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    5 of 5 stars Reviewed 3 February 2015
    The rental is completely renovated and beautifully decorated. Everything in the rental was in working order. The back yard/patio provided a delightful private space for BBQ’ing...
    5 of 5 stars Reviewed 22 January 2015
    This three bedroom is absolutely amazing and extremely close to all that Siesta key has to offer. A short walk or bike ride to shopping, beach, and restaurants.
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    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Looking for a get -away? We have a beautiful fully furnished 1 bedroom (queen bed), 1 bath unit, includes all utilities, flat screen TV, couch opens to a queen size bed, outdoor electric grill, and a lovely swimming pool. The master bedroom has a walkin closet with a built in chest of drawers.... View all property information
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