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Holiday Rentals in Osprey, FL

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    €156
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    1 / 17
    5 of 5 stars (1) Excellent
    Osprey
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    €730
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    1 / 14
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    €3,649
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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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    1 / 11
    5 of 5 stars (2) Excellent
    Nokomis
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • 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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    €613
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    1 / 10
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • 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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    €121
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    1 / 9
    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • 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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    €830
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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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    • 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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    €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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    • 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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    €798
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    1 / 11
    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    €1,459
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    1 / 40
    5 of 5 stars (5) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • 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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    • 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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    €456
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    1 / 51
    4.5 of 5 stars (2) Very good
    Venice
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Dryer
    • Grill
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    • Shared Outdoor Pool...
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    • Wi-Fi
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    • 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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    €817
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    1 / 22
    5 of 5 stars (3) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • 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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    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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    €66
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    1 / 9
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • 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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    €684
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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
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    €684
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    1 / 9
    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    €61
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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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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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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    €1,277
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    1 / 23
    Nokomis
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    A gorgeous pool home located on Roberts Bay, between Venice and Nokomis. The home has two master suites and an additional 1/2 bath. It comes fully equiped with washer/dryer, 47' flat screen TV, indoor and outdoor stereo system and whole house WiFi. Master suite 1 is equipped with a King size bed,... View all property information
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    €639
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    1 / 14
    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
    • Dishwasher
    • Internet Access
    • Sauna
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    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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    1 / 14
    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
    • ?
    • Wheelchair access
    • 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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    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
    • Internet Access
    • 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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    €99
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    1 / 41
    Siesta Key
    1 Bedroom / 9 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the attractions that are nearby. Culture, Arts and fun things to do are plenty in... View all property information
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    €110
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    1 / 36
    5 of 5 stars (3) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • 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
    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
    traveller have booked this property
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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 (2) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
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    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
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    5 of 5 stars (22) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dryer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Ebb Tide #3 is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! This cottage-style condo has been redone with your comfort in mind. Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 3 minute... View all property information
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    5 of 5 stars Reviewed 18 March 2015
    We've stayed at Ebb Tide twice. Once in 2012 and in 2013. I figured I'd write a review, because our experience there left great memories. We absolutely loved it! It's affordable...
    5 of 5 stars Reviewed 20 December 2014
    Liked the place a lot. Would have been nice if the rooms were a little bigger, but otherwise, everything was great. Sun on patio is delightful. Kitchen is well-equipped and...
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    4 of 5 stars (5) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
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    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal... View all property information
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    5 of 5 stars Reviewed 20 June 2013
    The house was very clean and in a nice quiet safe feeling community. The pool was very nice and close to the house which was great for the kids. The location is close to...
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    5 of 5 stars (33) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dryer
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
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    4 of 5 stars Reviewed 27 January 2015
    We rented Villa #1 because of the ridiculously positive reviews we found on TripAdvisor. Honestly, our first night there was .....interesting. I woke up wondering if I booked...
    5 of 5 stars Reviewed 17 December 2014
    Fantastic location had a great time got to meet the owner which is a rarity very pleasant lady very clean location very short walk to the beach the beach is fantastic would highly...
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    4.5 of 5 stars (4) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    4 of 5 stars Reviewed 3 August 2014
    Wonderful place. Had everything we needed to make a great vacation. It was our first time renting on Tripadvisor so we were a little concern but the unit exceeded our...
    4 of 5 stars Reviewed 31 March 2014
    This rental provides all amentities for a relaxing vacation. Just pack your clothes and toiletries, pick up some food and beverages and you are all set for a nice relaxing stay...
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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
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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    5 of 5 stars Reviewed 15 June 2014
    We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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    4.5 of 5 stars (6) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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    5 of 5 stars Reviewed 12 November 2014
    What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
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    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Private Outdoor...
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Stay in a one-of a-kind tropical home on a private road featuring your own heated, lagoon style pool with running waterfall. Bring your significant other, the whole family, your buddies for a week of fishing, or all the girlfriends for a week with your BFF's. The master bedroom has a queen size... View all property information
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    4.5 of 5 stars (2) Very good
    Siesta Key
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    APRIL 18TH-25TH--- ONLY ONE WEEK LEFT !!! Your Seasonal Home away from home! One bedroom---2 BATHROOMS ! This is my Home- not someone's investment!! Chance for great seasonal Siesta deal. Hopefully you will return every year! Great retirement getaway for two; or friends looking for... View all property information
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    4 of 5 stars Reviewed 18 February 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
    5 of 5 stars Reviewed 6 February 2015
    We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
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    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
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    • Ocean Views
    • Pool Table
    • Private Fishing...
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
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    5 of 5 stars Reviewed 6 August 2014
    My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
    5 of 5 stars Reviewed 1 August 2014
    Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
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    5 of 5 stars (7) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated #1 in the U.S. this year and is regularly rated in the top 10 beaches in the world. Walk... View all property information
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    5 of 5 stars Reviewed 7 August 2014
    We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
    5 of 5 stars Reviewed 15 July 2013
    We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
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    4 of 5 stars (4) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
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    2 of 5 stars Reviewed 8 January 2015
    This was our fourth rental in Florida during Christmas holidays in the same price range and was by far the lowest standard and the smallest size of all. The condo is probably...
    4 of 5 stars Reviewed 23 August 2014
    Perfect for getting together with family, walks on the beach and dolphin viewing on the inland waterway. Best of both worlds. The owner was readily available for any problems and...
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    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Located on the ground floor, this deluxe effiiciency has a ocean view from the window behind the bed in the bedroom and includes a small living room with TV, VCR/DVD player & loveseat pull out, mini-kitchen with 4 burner stove, oven, small refrigerator, microwave, toaster, coffee maker, all... View all property information
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    4 of 5 stars (9) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Dryer
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    • Satellite TV
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    • Washer
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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    4 of 5 stars Reviewed 23 January 2015
    This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
    1 of 5 stars Reviewed 13 January 2015
    We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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    2 of 5 stars (2) Poor
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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    1 of 5 stars Reviewed 13 November 2014
    Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
    3 of 5 stars Reviewed 30 May 2014
    This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of...
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    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    LOCATION, LOCATION, LOCATION!!. From this home, all amenities are 3-10 minutes away. Each evening can be spent watching an amazing sunset over the beautiful Gulf of Mexico in 3 minutes . If you are looking to just relax at the beaches or prefer an active lifestyle, Venice has it all! FULLY... View all property information
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    5 of 5 stars (1) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Late Easter. Two week special 11th to 26th April now £875 per week. View new video tour of villa at http://www.srq360.net/1data/cwb/1844fesslerstreet/ Situated 10 minutes walk from Manasota Beach over looking the intra coastal waterway at Lemon Bay. Venice/Englewood area has four pristine... View all property information
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    5 of 5 stars Reviewed 27 June 2011
    We stayed at this house for a week in June and we had a wonderful time. The house is tucked away in a quiet location, which was ideal for us as we wanted some downtime after...
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Luxury condo right on the beach. Crystal Sands on Midnight Pass Rd is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the 'Great International White Sand Beach Challenge.' View all property information
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    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
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    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Ocean Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Our building requires a 3 month minimum stay, and our Homeowners Association must approve the tenant. Flipkey has no way to indicate a longer minimum than 30 days, but please understand, we CANNOT RENT FOR A SHORTER PERIOD THAN 90 DAYS!!! The rental cost is $4,400.00 per month and $1,100. per week... View all property information
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    €830
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Balcony
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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    €547
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    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
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    • 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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