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Holiday Rentals with Pools in Osprey and nearby

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    $217
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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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    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 15
    Osprey
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    The following rentals are within 15 kilometres of Osprey, Florida.

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    1 / 16
    5 of 5 stars (8) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ping Pong Table
    • Pool Table
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,... View all property information
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    5 of 5 stars Reviewed 30 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 29 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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    $89
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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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    • 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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    $169
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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
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    $1,112
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    1 / 11
    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    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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    $236
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    1 / 20
    5 of 5 stars (1) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $92
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    1 / 9
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
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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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    $854
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    1 / 10
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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    5 of 5 stars Reviewed 29 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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    $201
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    1 / 19
    5 of 5 stars (1) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Indoor Pool
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This executive professionally decorated home located in the Audubon protected community of the Venetian Golf & River Club containing all the luxuries of home and more- Home has been furnished top to bottom with quality upgraded furniture in Tommy Bahama style and all the amenities of home.. In... View all property information
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    $1,017
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    1 / 24
    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • 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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    $127
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    1 / 25
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This home has been newly renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal appliances, and 3 bedrooms. The 3rd bedroom has a trundle bed and doubles as an office space or reading... View all property information
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    5 of 5 stars Reviewed 1 November 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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    $1,157
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    1 / 44
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    PLEASE NOTE ! This newly renovated pool home is located close to everything, . This is our private second home and not a rental only income . Located just off the island and near shopping, the YMCA, easy access to Downtown Venice ,Sarasota, and interstate 75. If you want the beach, only minutes... View all property information
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    $1,780
    / Week
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    1 / 23
    Nokomis
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • 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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    $828
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    1 / 14
    5 of 5 stars (9) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Time to plan ahead, beautiful Venice has been discovered. We have openings September to December 2015. This updated 2 bedroom/2 bath home is only a short bicycle ride from a quiet semi private beach. Think 'old florida' where the crowds are few and the people friendly. This neighbourhood... View all property information
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    5 of 5 stars Reviewed 22 October 2013
    Just returned from our best Florida holiday to date and can honestly state that this property is exactly as stated in the advert. The property is spotlessly clean and is very well...
    5 of 5 stars Reviewed 30 June 2013
    Being a Florida native, I've yet to see the sights of Venice. This house was a perfect location for all beaches, the downtown Venice area and just a short drive to other local...
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    $2,033
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    1 / 40
    5 of 5 stars (5) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Currently available weekly or monthly starting on March 30, 2015. All earlier dates are reserved. This home has a open and Airy floor plan with each bedroom located on opposite sides of the home for privacy. The living room is in the front of the home. The family room is towards the back with many... View all property information
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    $890
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    1 / 17
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Relax on your vacation for a month or more in Venice, Florida in our newly furnished villa condo on the shore of Harrington Lake while sipping your afternoon cocktail. Venice is a beautiful coastal town with great beaches and lots to do on your Florida vacation. Enjoy all this and make friends... View all property information
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    5 of 5 stars Reviewed 24 November 2014
    The Condo responded to all our expectations. It is very well equipped, and we lacked nothing. The location is central, and all amenities are nearby. We chose this condo from...
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    $636
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    1 / 51
    4.5 of 5 stars (2) Very good
    Venice
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Beach front community on Venice Island. This unit is fully furnished and is located next to the large swimming pool. Sorry, but pets are not allowed. You will be staying in a single story first floor end unit studio with entry directly to the pool. There is also a nice picnic area next the unit.... View all property information
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    5 of 5 stars Reviewed 27 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 11 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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    $118
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    4 of 5 stars (5) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) 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
    • ?
    • Wheelchair access
    • 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 21 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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    1 / 22
    5 of 5 stars (3) Excellent
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    New (2014 built) four bedroom house in sunny Venice. House comes with a fully equipped kitchen and has a private (screened in) pool and spa (heating available). Our house backs onto a lovely lake where turtles, fish and birds can be frequently spotted. The house is located within a gated... View all property information
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    5 of 5 stars Reviewed 23 September 2014
    My family and I had a wonderful time while at this beautiful, brand new, and completely furnished home. This was our first vacation since our daughter was born, and this place...
    5 of 5 stars Reviewed 26 August 2014
    We travelled here from the UK with our five year old and one year old sons, his first holiday. This property certainly has the WOW factor, it's spacious, fully equipped with...
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    1 / 34
    4.5 of 5 stars (14) Very good
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Look no further for an absolutely stunning private heated pool overlooking a peaceful lake. Perched above a serene lake, the blues of the turquoise pool blend to a happy mix with the deeper color of the waterway and the perfect clear sky above. The screened lanai turns the pool area an idyllic... View all property information
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    4 of 5 stars Reviewed 12 October 2014
    Spent 1 week here in April 2012. The house was wonderful; it was clean throughout, the kitchen had the full array of utensils and with properly functioning appliances, the pool in...
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    1 / 21
    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    ONE WEEK AVAILABLE STARTING APRIL 11TH! Now booking Summer 2015! First available date is June 1, 2015. New kitchen remodel for 2015. Prime location directly on the Gulf in the historic city of Venice, Florida. Yacht Club Apartments (YCA) is a popular holiday vacation resort. With its lovely... View all property information
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    5 of 5 stars Reviewed 22 September 2013
    We only spent a few days there, but loved every minute of it. The complex was small and quiet and right on the beach. The condo had all the comforts of home. We couldn't have...
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    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
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    1 / 9
    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • 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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    $146
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    1 / 17
    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Children's Pool
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Villa Grande is a light, bright and sunny split-design single family home which is located just minutes away from the popular Sharky's restaurant, downtown Venice and several fabulous beaches. A single story home, it is fully updated with ceramic tile floors throughout and features a split design... View all property information
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    $154
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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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    $169
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    1 / 9
    5 of 5 stars (4) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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    5 of 5 stars Reviewed 20 March 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
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    5 of 5 stars (6) Excellent
    Venice
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
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    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    It's always “Florida 1961” at the Yacht Club Apartments! In a good way! It's the up-to-date version with Wi-Fi, Flat Screens, and cool tile floors. But no high-rise here! Two single floor buildings enclose a lovely courtyard with a heated pool and a shuffle board court. And it's all kept in... View all property information
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    5 of 5 stars Reviewed 8 June 2013
    What gets better then steps to the beach and pool, wine at sunset, and great restaurants? This condo catered to the relaxation that my husband and I were looking for. The...
    4 of 5 stars Reviewed 30 May 2012
    YC apartments are not 5 star, crowded or sterile. What they are is just what we wanted , clean, reasonably priced, direct beach access with a just right sized pool area and...
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    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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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
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Very spacious and beautifully furnished pool home. Three bedrooms and two bathrooms. Fully furnished, shuffleboard and horseshoe pit in back yard, outside speakers by the pool,24 hour recorded outdoor surveillance, too much to list. More pictures available upon request. Meticulously maintained,... View all property information
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    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
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    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • 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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    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    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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    4.5 of 5 stars (2) Very good
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Enjoy million dollar views from this extraordinary 3 bedroom 3 bath luxury condo (must rent for at least one month). Beautifully decorated in Tommy Bahama style, and being offered for rental for the first time, everything inside is new! New furniture, beds, linens, towels, dishes, pots & pans,... View all property information
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    4 of 5 stars Reviewed 31 December 2014
    We stayed here for the month of November. This condo is well situated for the beach and the village, only 10 mins walk away. The apartment has everything that you want including a...
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    4 of 5 stars (1) Very good
    Siesta Key
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
    About this property
    Villa Margarita Villa Margarita located at 1109-1111 Crescent Street is a vibrant, festive newly decorated four bedroom/four bathroom/two kitchen home now available for vacation rentals with The Cottages. It’s the latest standout in our boutique collection of fine vacation homes now available for... View all property information
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    4 of 5 stars Reviewed 17 July 2014
    We really loved this adorable unit. All furnishings seem new. Great location and the best part was the private pool shared with one other unit. Only negative is no dishwasher...
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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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    • ?
    • ?
    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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    1 / 25
    4.5 of 5 stars (2) Very good
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • 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
    Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accomodate you and your guests. The main living area has large family room with 65' flat screen TV, 6 person dining room, full kitchen, and half bath. Upstairs the large master suite with king-size bed... View all property information
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    5 of 5 stars Reviewed 5 February 2013
    This 3 bedroom, 2 1/2 bath condo was in a superb location on the property and in the Siesta Key area itself. The pool was a very short walk away. The beach was across the...
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    5 of 5 stars (4) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Renovated summer/fall of 2011 and is now ready to accommodate you for a great vacation on Siesta Key. This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size... View all property information
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    5 of 5 stars Reviewed 19 July 2013
    We stayed here in June 2013 for 17 nights. I could not say one bad word about this house. It is exactly as the pictures and video portrays. It was in the 90s for the whole 3 weeks...
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    4 of 5 stars (1) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • 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
    Fabulous 2nd floor gulf front condo overlooking the beautiful Gulf of Mexico! Located in the desirable Island Reef complex on Siesta Key, this spacious condo features extraordinary views of the beach and sunsets from the front room, the lanai, and the master bedroom. Beautifully furnished with... View all property information
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    4 of 5 stars Reviewed 7 June 2014
    We stayed here for the month of November last year. Very comfortable and peaceful, set in a nice complex right on the beech. Being very picky one could say that it was a little on...
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    5 of 5 stars (8) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Enjoy Gulf sunsets and the sound of the surf from your 2nd floor beachfront condo. Fisherman's Cove is right on quiet Turtle Beach where you can swim, fish and walk for miles collecting shells. You can even dock your boat for FREE. Unit 205A offers the perfect place to enjoy the sea and sky from... View all property information
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    5 of 5 stars Reviewed 22 August 2014
    The place has everything you need to feel like home and relax. Perfect for family vacation. And the location is awesome - the beach two feet of the balcony.
    5 of 5 stars Reviewed 28 July 2013
    Brought the family to celebrate a milestone birthday. Made reservations sight unseen so trepidation turned into joy when we arrived to find that Fisherman's Cove offers...
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    1 / 12
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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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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    1 / 30
    5 of 5 stars (6) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (6) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key. Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers: * two heated pools * clubhouse with exercise/workout... View all property information
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    5 of 5 stars Reviewed 18 May 2014
    Wonderful location. Both close enough and far away enough from the hub bub of life. Quite and more secluded than a high rise condo! Great beaches, great pool, great place!
    5 of 5 stars Reviewed 5 September 2013
    The house was excellent, very clean and kept in very good condition. Everything you could possible need was provided, which made our holiday so much easier. The house was...
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    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • 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 22 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 (5) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2011. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is... View all property information
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    5 of 5 stars Reviewed 2 September 2014
    Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
    5 of 5 stars Reviewed 1 July 2013
    From the beginning when I booked the property to the end when we left everything about this experience was phenomenal. The property owner e-mailed me and we spoke on the phone...
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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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    • 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 5 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 28 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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    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    The Grand Canal Cottage THE GRAND CANAL COTTAGE: The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal-front private luxury home featuring a heated pool with sun shelf and a separate 8-person spa. It is situated on Siesta Key within two... View all property information
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    1 / 22
    4.5 of 5 stars (7) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (7) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Perfect Place to Stay When You Need to Get Away! Free Wi-Fi access, Fully Furnished, Gulf Beach Views, Screened Balconies, Cable TV, A/C/H, Free Local Calls, Elevators, Large Heated Swimming Pool, Shuffle Boards, Covered Parking, Laundry Facilities, all units Non-Smoking Rec-Room: pool table,... View all property information
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    5 of 5 stars Reviewed 29 July 2013
    We stayed in 402. It was great! Very nice and comfortable unit. AWESOME view from the screened in patio. Plenty of beach chairs and an umbrella to use on the best beach ever...
    5 of 5 stars Reviewed 10 July 2013
    What a terrific place! We stayed in Unit 403, and will most certainly rebook it. For all our travels, La Siesta is hands-down the cleanest place we've ever stayed, down to the...
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    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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    • 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 1 November 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 / 31
    5 of 5 stars (3) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Newer complex with a total of 38 units (two buildings) built in 2003 -Marina Del Sol- offering spacious 2,500 sq ft.- 3 bedroom, 2.5 bathroom luxury condo on the 2nd floor, elevator opening to your private foyer. Large kitchen w/ granite counters, marble master bath, master closet the size of a... View all property information
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    $164
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    1 / 22
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Come in and enjoy this spacious condo with water views of the intercostal in the quite and tropical community of Bay Oaks. This 2 bedroom 2 bath unit has plenty of space for 4. The generous kitchen is equipped with everything you would need when staying 1 week or a month. The living space is open... View all property information
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    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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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 lovely Florida home is located in a quiet neighborhood, 1 block away from the tropical and unique beaches of Venice Island on the Gulf of Mexico. It is only a short walk from the house to the private beach; also the public beach is only a mile away. This vacation home offers plenty of room... View all property information
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