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Holiday Rentals in Osprey, FL

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    All 417 Rentals in the Osprey Area
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    From
    €153
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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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    €3,574
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    1 / 15
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    €804
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    1 / 14
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    The following rentals are within 15 kilometers of Osprey, Florida.

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    1 / 22
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    About this property
    Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! Relax in the large 11 x 16-foot lanai just off... View all property information
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    5 of 5 stars Reviewed 11 October 2014
    The building hosts three condos per unit, however there is no sound from others. All features, furniture and appliances are modern and up to date. The condo was perfectly...
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    €124
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    1 / 30
    5 of 5 stars (18) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (18) Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
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    About this property
    There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie,... View all property information
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    €1,136
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    1 / 21
    5 of 5 stars (2) Excellent
    Nokomis
    2 Bedrooms / 1 Bathroom / Sleeps 8
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    • Air Conditioning
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Get up in the morning and throw on your swimsuit, some shorts and flip-flops - it's just 2 blocks to the beach and it's too beautiful to miss a minute of the view. A long stretch sugary white sand beach is at your fingertips at Casey Key's Nokomis state beach park. A real favorite beach amongst... View all property information
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    €670
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    1 / 36
    5 of 5 stars (4) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Watch the action on the 8th fairway of the championship Bobcat course from the patio of our sunny, beautifully appointed Tangerine condo! With lovely views and spacious rooms, Tangerine is your ideal home away from home in a premier golf course setting! Tangerine is part of The Plantation Golf and... View all property information
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    €864
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    1 / 10
    4.5 of 5 stars (2) Very good
    Venice
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Ditch the car and walk to your heart's content. That's what flip-flop life is for and Cocoa Palms hits the sweet spot. Silver-rated unit 204 suits those coming for a short dose of sun and also welcomes home visitors who want a month or more in Venice, FL. Sun-drenched colors greet you on arrival,... View all property information
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    €71
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    1 / 15
    5 of 5 stars (7) Excellent
    Siesta Key
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    This freshly renovated unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, queen sleeper sofa, 32' LED TV, small but very effective kitchen with stove, oven, sink, microwave, refrigerator, small kitchen appliances, and light... View all property information
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    5 of 5 stars Reviewed 3 August 2014
    We had an excellent time. The room was perfect for an anniversary getaway. Beach access was right across the street. The kitchen made it easy to buy some easy lunch groceries for...
    5 of 5 stars Reviewed 22 June 2014
    I absolutely loved this place!!! The location was perfect. The kitchen had everything we needed. The bathroom was nice and beautifully updated! It has off street parking in a safe...
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    €63
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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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    €112
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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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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    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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    €89
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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
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    • Elder access
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    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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    €621
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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
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    • 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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    4 of 5 stars (18) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Siesta Key's largest heated pool is begging for all the games and excitement you can give it. Ample pool beds and an adjacent covered area mean you can happily spend all day, every day, lazing around. From your 2 story split level condo, it's just steps to a perfect white sand beach. This is the... View all property information
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    €710
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    1 / 24
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room... View all property information
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    €2,140
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    1 / 25
    5 of 5 stars (4) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    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 7 April 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed 1 April 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
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    €134
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    1 / 6
    5 of 5 stars (1) Excellent
    Lido Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
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    About this property
    Steps to Lido Beach and St. Armand's Circle. The property is furnished with high quality furniture, fully equipped kitchen with granite counter top. Close to golf course, tennis, pool, Opera, Museums, Botanical Gardens. The beach is located across the street - 1/4 block. Close to Lido Key... View all property information
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    5 of 5 stars Reviewed 23 April 2015
    The condo was just as it stated. It was very clean and up to date!!! A quick walk down the street to Lido Beach, and also the Lido Beach pool. Was a very quiet, and relaxing...
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    €1,429
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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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    • 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
    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 windows overlooking the pool and patio with sliding pocket doors that open up the patio and pool... View all property information
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    €1,514
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    1 / 33
    4 of 5 stars (9) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (9) Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    As you might expect, the private backyard at Flamingo House brims with color and life. Palms and tropical vegetation add lovely contrast against the bright turquoise blue of your private pool. Under a screened lanai, the pool and deck area is fantastic place to play together. Patio furniture... View all property information
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    €675
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    1 / 24
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
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    1 / 30
    4.5 of 5 stars (35) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (35) Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Ideal for a large family gathering or reunion, this charming beach house for ten can be easily rented in conjunction with its next-door-neighbor-but-one, Baycrest II, and/or the elegant Laguna Mansion one block away. Could these homes be your perfect beach wedding solution? With a brand new... View all property information
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    €813
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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
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    • Wheelchair access
    • Elder access
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    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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    €670
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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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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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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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    1 / 36
    4 of 5 stars (14) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida's Gulf Coast, at this luxury 4-person condo that is Gulf Side and next to the beach. Just a quick... View all property information
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    3 of 5 stars Reviewed 11 October 2014
    Palm Bay Club is a lovely venue but this particular unit has no ocean view and the furnishings are very "tired". With some major updating the view could be overlooked.
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    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    From the lanai overlooking the Gulf Coast in our 6th-floor condo, San Marco 611, you can enjoy spectacular sunsets while sipping a cool drink. Well appointed and perfectly located, our oceanfront condo in an elevator building is the ideal vacation venue! Nothing stands between you and the... View all property information
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    €98
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    1 / 16
    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    1 / 28
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siesta Key's Palm and Bay Club G88. Enjoy great comfort and value in this gulf-view suite, with all the resort amenities you can imagine. Two pools and a fantastic hot tub, a large fitness center and lit... View all property information
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    5 of 5 stars Reviewed 25 August 2014
    Voltamos depois de 19 anos ao Palm Bay e continua o mesmo porque não pode ser melhor. Nosso apartamento na torre era maravilhoso. Muito bem equipado, não tinha defeito...
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    4 of 5 stars (15) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (15) Make Enquiry
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Beach, consider that your morning commute - from bed to pool. Enjoy the great convenience of a ground floor unit at Siesta Key's Jamaica Royale unit 91. Delight in the great value of this garden view... View all property information
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    1 of 5 stars Reviewed 3 April 2014
    The Jamaica Royale has many beautiful, clean updated units to rent. This unit 91 is not managed by the Jamaica Royale property association because, allegedly, the owners of Unit...
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    4.5 of 5 stars (31) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Any questions? How about the added weight of the Travel Channel's endorsement, recently voting Siesta Beach as the 'Best Sand Beach' in the country? The... View all property information
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    3 of 5 stars Reviewed 28 June 2014
    The master bath toilet wasn't working correctly and by the end of the week wouldn't flush. The keys or locks for the building are horrible and very frustrating to use when you're...
    5 of 5 stars Reviewed 30 April 2012
    We just returned from Siesta Key's "House of Sun", and are seriously thinking about re-booking for 2013. We rented a Gulf View Front condo, as close to the beach as possible...
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    Nokomis
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • 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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    1 / 19
    4 of 5 stars (31) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
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    About this property
    Do you have children who'll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dunes Beach 38A is your perfect... View all property information
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    5 of 5 stars Reviewed 14 October 2014
    Nice unit. Loaded. Parking ids a few steps away with storage room with a lot of different stuff. Walking distance to the beach is about 5-7 mins. About 5 mins walking distance to...
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    5 of 5 stars (7) Excellent
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Internet Access
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    On a sunny island with a nearby beach, you'll sleep comfortably in the heart of Venice Island, FL. Just four blocks from the Gulf of Mexico, 606 Harbor Drive South House offers guests exclusive, deeded access to a private beach (rightly named 'Golden Beach'). Enjoy both sides of Florida life in... View all property information
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    5 of 5 stars Reviewed 19 October 2014
    Cute, Clean and comfortable with All the conveniences of home. Close to downtown, shopping, and the beach. Would stay again and recommend
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    1 / 41
    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches. Just yards from the... View all property information
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    4.5 of 5 stars (51) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Ideal for families gathering from across the country and for vacations with many generations, Aurora Seabreeze will delight the young and old alike. As a single storey house, it's perfect for grandparents (and your pets are welcome, too). Located on the island of Venice with a heated pool and... View all property information
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    5 of 5 stars Reviewed 15 October 2014
    This place, was comforting, been here 4 times. Minimal problems, if there was we called Kevin who is there when needed. The place is clean, and accommodating for the 9 of us...
    5 of 5 stars Reviewed 20 March 2013
    This is a great house on Venice Island with a fenced in yard and heated pool. It is a perfect place to spend some sunny Florida days with pets or with extended family. The house...
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    1 / 16
    4 of 5 stars (2) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    1 / 18
    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
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Great Summer Rates after May 3rd! 4th of July still Available!!! $125.00 per night for 5 nights or $100.00 per night for 7 nights!!! Enjoy the less crowded area and amenities!!! Make my home Your Florida Home and return year after year !! This is my home- not someone's investment. I... 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
    • 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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    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    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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    1 / 35
    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
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    • 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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    4 of 5 stars (1) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    4 of 5 stars Reviewed 8 April 2014
    There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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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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    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
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    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 (1) Excellent
    Siesta Key
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • 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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    4.5 of 5 stars (8) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. Sleeping 6,... View all property information
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    4 of 5 stars Reviewed 17 July 2013
    Quite satisfied with our condo unit. Plenty of room for family of 6. Very happy with the condition (cleanness) of the kitchen. All plates, dishes, silverware, coffee maker very...
    4 of 5 stars Reviewed 2 January 2013
    Close to beach, nice and clean place. Found it slightly over- priced though. There are other decent places available at lower rates.
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    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    About this property
    Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock. You can fish off the docks at our... View all property information
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    4 of 5 stars Reviewed 10 January 2015
    We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
    5 of 5 stars Reviewed 11 June 2013
    My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful...
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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
    • ?
    • Wheelchair access
    • 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 (6) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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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 (31) Very good
    Venice
    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Dial up the Beach Boys - this beach home's got real surfer's attitude. From outside, the banana yellow exterior and teal blue door reveal only that inside, someone's having much more fun than you. Venice Island's Villas Mansion would love to have you. Your master suite will fit your whole family... View all property information
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    5 of 5 stars Reviewed 6 March 2013
    Very spacious and clean. Close to everything. Plenty of towels, plenty of sheets, plenty of kitchen utensils/pots/pans/dishes. Quick trip to Publix for necessities and we were...
    4 of 5 stars Reviewed 9 December 2012
    Our family rented this house for Thanksgiving week. All in all, we had a great time - and we found the property manager very responsive to our needs. The house is spacious...
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    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers 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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    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveller have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Elder access
    • x
    About this property
    I AM TAKING BOOKINGS FOR SUMMER 2015 RIGHT NOW. PLEASE NOTE THAT I ONLY RENT BY THE MONTH NOT WEEKLY OR DAILY. I'VE POST A NEW LOWER RATE TO ENTICE YOU FOR A SUMMER BEACH VACATION. . Two bedroom two bath home with beautiful garden yard. Large, airy rooms with terrazzo floors throughout. Ceiling... View all property information
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