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Holiday Rentals with Pools in Osprey, FL and nearby

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    Osprey
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,419
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    5 of 5 stars (1) Excellent
    Osprey
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $243
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    Osprey
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    The following rentals are within 15 kilometres of Osprey, Florida.

    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $4,257
    / Month
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    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Shared Garden
    • Terrace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Best kept secret in Florida! 3 miles to some of the most beautiful beaches! You can hunt for sharks teeth, swim or go have a cold one and watch the sunset. Personally I love walking the coastline for miles and just getting lost in my thoughts. Very comfortable living and real close to the... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34285
    1 / 31
    5 of 5 stars (4) Excellent
    Venice
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $227
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    • Hot Tub
    • Satellite TV
    • Patio
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Venice, Southwest Gulf Coast 34292
    5 of 5 stars Reviewed 28 March 2015
    Situated in a lovely neighorhood in foresty surroundings with a preserve across the community. Nice community pool, jacuzz and clubhouse. Situated close to a major highway for...
    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...
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    1 / 17
    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,064
    / Week
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    • Secure Parking
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Venice, Southwest Gulf Coast 34293
    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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    1 / 27
    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Hot Tub
    • Outdoor Dining Area
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Location Information
    Venice, Southwest Gulf Coast 34293
    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...
    5 of 5 stars Reviewed 15 March 2013
    I had rented this home a week in May for the last 4 years. The house has all the comforts of being at home plus more. The pool and hot tub is the best part. You can head to the...
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    Nokomis
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    From
    $114
    / Night
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    • Outdoor Dining Area
    • Porch
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Nokomis, Florida 34275
    1 / 13
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $213
    / Night
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    • Terrace
    • Parking
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Updated townhouse on beautiful Siesta Key, rated #1 Beach in the Nation. Has spacious living and dining area with a balcony to enjoy the cool breezes! There are two Master Suites on the 2nd floor for privacy. Bay Oaks offers lush surroundings, a pier for fishing, BBQ, picnic area, pool table,... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    $248
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Secure Parking
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa#4 (on Crystal Sands, 6300 Midnight Pass Rd, Sarasota, Florida) - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 30 November 2015
    Villa was nice. It had all of the amenities needed for a comfortable stay. It was clean. It was only a short walk to the beach. It was close to town center.
    5 of 5 stars Reviewed 30 June 2015
    this condo was fantastic. So close to beach and village . There was not a need that wasn't meant. Refrigerator stove microwave washer dryer computer . very clean . Couldn't ask...
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $315
    / Night
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    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful and spacious 2 bedroom 2 bathroom 4th floor private and quiet end unit with fantastic gulf view! Granite counter tops, stainless steel top of the line appliances and much more! Nice big tv in updated, modern living room. King bed in the master bedroom, queen bed in the guest bedroom.... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    4 of 5 stars (1) Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $1,738
    / Week
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Washer
    • Hot Tub
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Siesta Key, Florida 34242
    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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    1 / 16
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    From
    $123
    / Night
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    • Patio
    • Grill
    • DVD Player
    • Porch
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    3 Bedroom Villa in quiet and secure neighbourhood in Sarasota County with private heated pool, free parking and garage and private beach. Close to our private beach and many public beaches and 9 beautiful golf courses. Very close to Venice Village and all the best amenities. Wonderfully located... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 24 August 2015
    Excellent stay. Much better than expected. Lovely position in secluded area and close to the 'private beach'. Loads of great restaurants serving proper' food and not all that...
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveller has booked this property
    From
    $152
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    • Washer
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Sauna
    • Waterfront
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    From
    $184
    / Night
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    • Grill
    • Patio
    • Secure Parking
    • Internet Access
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Venice, Southwest Gulf Coast 34293
    5 of 5 stars Reviewed 6 January 2016
    Great vacation rental with everything you need!! We brought our own bikes but they had several ones in the garage. Fenced yard, washer and dryer, cable, wifi, you name it, it...
    5 of 5 stars Reviewed 2 June 2015
    Everything, I mean everything was thought about for this vacation home from the fully adorned kitchen, to the grill on the lanai to the beautiful oversized pool. The garage held...
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    1 / 14
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    From
    $170
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    • Internet Access
    • Air Conditioning
    • Parking
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very nice, spacious first floor 2 bedroom/1.5 bath unit 1000 s.f. with ceramic tile floors in living area and wood laminate floors in bedroom. TV's in living room and both bedrooms. DVD player in living area. DSL internet connection located at kitchen bar. Sofa sleeper and leather loveseats with... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    $170
    / Night
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    • Satellite TV
    • Parking
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    NEWLY FURNISHED!! Ground floor unit Bay side. Extended living room area. Unit has large tile throughout. The unit will comfortably sleep 6 people. Master has a King bed , guest bedroom has two twin beds and a new queen sofa sleeper in the living room. Kitchen has been updated as well with newer... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 47
    5 of 5 stars (8) Excellent
    Venice
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    From
    $220
    / Night
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    • Washer
    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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. It's a mere few steps to... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34285
    5 of 5 stars Reviewed 15 August 2015
    Excellent service from good people, Francis & Susan made our family vacation better than we expected. The location cannot be beat, close to everything and the beach is literally...
    5 of 5 stars Reviewed 14 May 2015
    I fell In love with Venice on a recent stay in the area. In addition, I can't imagine staying anywhere else but the Yacht Club Apartments. These are single level apartments...
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    1 / 17
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $152
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    • Grill
    • Sauna
    • DVD Player
    • Wi-Fi
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Please also visit siestakey-whitesands with the usual US ending. There you'll find lots of usedul information on the condo and a travel guide.White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek.Highlights of White... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 weeks ago
    Close to all the excellent facilities of Siesta Key and within a comfortable walking distance of the magnificent Siesta beach, Grand White Sands 303 was the ideal place to 'chill...
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    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $282
    / Night
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    • Satellite TV
    • Washer
    • Private Outdoor...
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxury Home, Heated Pool-Spa, Private Fishing Pier, Wifi, 3/BR, 2/Bath, Living room, Dining room, Family room, Kitchen, Laundry room, Washer, Dryer, Refrigerator, Dishwasher, Microwave, HDTV'S in each room, indoor screened lanai with table/chairs/lounge chairs, gas grill, private fishing pier,... View all property information
    Location Information
    Venice, Southwest Gulf Coast
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    1 / 17
    Venice
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    From
    $85
    / Night
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    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Waterfront
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sweet spot just steps to Golden Beach at the Gulf of Mexico in Venice, FL. We call it the Turtles Nest for the abundance of sea turtle nests found on Golden Beach in the summer months. This quiet beach is always a welcoming place where you can relax and unwind to the sound of gentle waves. There... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34285
    1 / 21
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $264
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Washer
    • Private Outdoor...
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly Upgraded 1BR/1 BA condo with full sleeper sofa and twin sleeper chair in LR. New Top of the Line King Size Bed will give you a great night sleep after a wonderful day at the beach and a great night in the village(2 miles from condo with free taxis,run on tips, available to take you to and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 21 July 2015
    We traveled to Siesta Key for a Mom/daughter vacation for a week in mid July and were very pleased with this condo on the beach. Nicely decorated, very functional, comfortable...
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    1 / 17
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    $85
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    • Satellite TV
    • Porch
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    • Patio
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly remodeled home in immaculate condition includes 2 bedrooms, 2 bathrooms, equipped kitchen with plenty of room inside and outside for your pleasure and relaxation. Split design, open concept living room/ dining room, screened patio. The house has been remodeled and updated through-out,... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    1 / 12
    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,480
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    • Grill
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    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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 is located in the garden area of our beautifully landscaped property. This unit is on the first floor and reserved parking is right outside the front door. This unit has a full size washer and dryer for... View all property information
    Location Information
    Siesta Key, Florida 34242
    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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    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • ?
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    • x
    About this property
    Located in St. Andrews Park at the Plantation Golf & Country Club Overlooks Premier Golf Club Facility Country Club Membership A touch of Bermuda is evident in this environmentally friendly 1,300-acre community built around two championship golf courses, lakes and lush tropical preserves. Sand... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    Venice
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $3,264
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    • Parking
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    • Private Garden
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This home has it all !!! Whether you are looking for privacy overlooking the lake infront of your screened in lanai, or rather prefer the activ lifestyle of this community the choice is yours. This home is located in a gated community, which offers plenty of activities if wanted. Including but not... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34292
    Venice
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $355
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    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    A beautiful Florida home close to Manasota beach and within easy reach of a wide range of shops, restaurants and golf courses. This is a tastefully decorated home in the typical Florida style with all the facilities that you need to have the perfect holiday. As you step into the house through the... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    1 / 17
    5 of 5 stars (41) Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Grill
    • Patio
    • Waterfront
    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
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    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED THE #1 BEACH IN AMERICA BOTH BY TRIP ADVISOR (2015) AND DR. BEACH in 2011. Our condo is located on this beautiful beach, known as 'The World's Finest, Whitest Sand'. A tropical vacation... View all property information
    Location Information
    Siesta Key, Florida 34232
    5 of 5 stars Reviewed 2 weeks ago
    Excellent location, comfortable condo. Will recommend to anyone. The swimming pool (heated) and hot tap are the best. and became very handy during the January stay. Falling asleep...
    5 of 5 stars Reviewed 14 December 2015
    The whole unit was very clean. It has all the amenities if you have a baby. Beach towels and some toys are also available. Convenient. Siesta dunes is a large place and this...
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    1 / 14
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $335
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    • Pet-friendly
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    • Elder access
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    About this property
    Only steps to the soft, white, sugary sand! Look at the beautiful beachfront view from this spacious 2-story, 2bed/2.5 bath townhouse overlooking the pristine blue waters of the Gulf of Mexico! Open your living rooms sliders and experience the inviting tropical breeze, the view of the sparkling... View all property information
    Location Information
    Siesta Key, Florida
    1 / 16
    5 of 5 stars (8) Excellent
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    $192
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    • Pet-friendly
    • Wheelchair access
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    • x
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    About this property
    BIG FALL SALE !!! Oct 10 to Dec 19 GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed 10 August 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
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    1 / 28
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $253
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    • x
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    • Elder access
    • x
    • ?
    About this property
    Buttonwood 920 NR Additional amenities include: beach chairs, beach towels, coffee maker, town, walking, tennis, shopping, romantic, family, swimming, gated community, business center, community tennis, fishing, village, minimum age for renters, staff, water sports equipment, beach umbrellas,... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $5,534
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    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
    Location Information
    Venice, Southwest Gulf Coast 34285
    5 of 5 stars Reviewed 13 March 2014
    Although this house is on a busy street it is conveniently located to the Island, the beach and downtown Venice. It's also close to the airport (we have a plane) and provides easy...
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    1 / 22
    5 of 5 stars (28) Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    $1,774
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 days ago
    We stayed here for 4 months while we looked for a home in Sarasota. The location was great. Close the the village, close to the beach, yet was quiet and relaxing. The home was...
    5 of 5 stars Reviewed 20 July 2015
    Could not fault this beautiful house. Inside is everything you could need in a luxury holiday home, including TV system throughout the house, ac, dishwasher etc. Also included...
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    1 / 29
    5 of 5 stars (8) Excellent
    Siesta Key
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    $155
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    • DVD Player
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    • Wi-Fi
    • Patio
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Booking May and June 2016! ( SORRY - NO PETS ALLOWED) TWO (2) BATHROOMS - SPECIAL FEATURE!! 2ND FLOOR PRIVACY-, peace and quiet. No one walking past your front door all day and night!! Perfect... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 days ago
    We felt right at home when we got there. Everything we needed was in the kitchen for snacking or cooking. Two bathrooms made it easy for getting ready to go out. The bed was...
    5 of 5 stars Reviewed 1 week ago
    We spent part of our Christmas vacation here, and it was fantastic. I had small children with me and so Im really picky. We had a wonderful time. Place was clean, close to the...
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    1 / 55
    4.5 of 5 stars (4) Very good
    Venice
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    $709
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    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 end unit studio/one room efficiency with entry directly to the pool. There is also a nice picnic area next the... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34285
    4 of 5 stars Reviewed 5 January 2016
    We thoroughly enjoyed our stay here. It is a very nice place. It has everything you need. It was clean and attractive. The bed is comfortable also. What we liked the most was the...
    4 of 5 stars Reviewed 12 August 2015
    We had a great time in Venice. The Condo's location to the beach was perfect. The beach was always clean and private. We really enjoyed the pool as well. The Condo was private and...
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    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $156
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    • Private Outdoor...
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Be the first tenants! Brand new (Completion May 2015), 3 bedroom, 2 bath villa with ultra modern facilities and a 10-meter swimming pool awaits you. The modern equipment and the design will inspire you. In addition, there is an idyllic, unspoilt private beach (simply by private ferry to reach) -... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    1 / 18
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,135
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    • Waterfront
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    • Pet-friendly
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    • x
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    • Elder access
    • x
    • x
    About this property
    Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450 sq ft of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and... View all property information
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    Siesta Key, Florida 34242
    1 / 39
    4.5 of 5 stars (6) Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 12 November 2014
    What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
    4 of 5 stars Reviewed 15 February 2014
    Room is great. View is outstanding. We really enjoyed our stay. Room is quiet no outside noise. We recommend
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    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $3,547
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
    About this property
    Get out of the cold and come enjoy a neighborhood full of amenities and social activities! This home was designed for relaxing and enjoying your surroundings. The lanai looks out onto a pond where Florida foliage provides the ambiance for quiet early mornings and a peaceful place to enjoy the end... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34293
    1 / 8
    Venice
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $142
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
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    • x
    • ?
    About this property
    Enjoy the stunning sunsets at this beautiful beachfront community in Aldea Mar offering private beach access, largest heated pool on the island, putting green, clubhouse, shuffle board, and serenity. Fully furnished one-bedroom villa with two bathrooms. The villa has vaulted ceilings, light... View all property information
    Location Information
    Venice, Southwest Gulf Coast 34285
    1 / 17
    4.5 of 5 stars (3) Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    • ?
    • ?
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    • x
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    About this property
    Villa Palma is in the beautiful Polynesian Gardens community. The villa is 1000 sq. feet, and has 2 bedrooms, a master bedroom with a Queen bed, bath, and walk-in closet, and a Twin bedroom with 2 beds. Each bedroom has Hotel Quality bedding. The home is newly decorated with a mid-century modern... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 30 July 2015
    I just wanted to say that if it wasn't for the comfort of this place my family would have had a real bad week. It rained everyday but 1 and that is unusual . With that being said...
    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...
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    1 / 8
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    $243
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    VILLA LAGO: Villa Lago is a fantastic waterfront villa with a heated pool located only ½ mile to the Village. It is unquestionably one of our most colorful homes and is now considered by many to be the perfect Florida vacation getaway. It’s an amazing, luxurious home that exudes Florida with... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 37
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $1,582
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • x
    About this property
    This gorgeous Siesta Key luxury beach view condo is directly on world famous Crescent Beach located mid-Key, just south of the south bridge and right across the street from South Village with fast access on/off the island. This Siesta Key vacation rental condo is located in the Siesta Breakers... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 26 July 2015
    Very nicely decorated, and well-stocked, condo right where 72 hits the main north/south street on the key - so a few miles south of the Village. A terrific location! Really good...
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    1 / 19
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    $243
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    • Porch
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    SOPHIE'S COTTAGE: Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2 sleeping areas... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 24
    4.5 of 5 stars (2) Very good
    Siesta Key
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $1,277
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    • Child-friendly
    • x
    • ?
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    • x
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    About this property
    Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accommodate 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
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 31 October 2013
    Easily locatable vacation home with lots of space for 6 people. Nice porch on the top floor, spacious living room and kitchen. Very close to parking place (15 meters). Excellent...
    5 of 5 stars Reviewed 4 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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    1 / 13
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $243
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    • Grill
    • Satellite TV
    • Private Outdoor...
    • DVD Player
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    • Washer
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Location Information
    Venice, Southwest Gulf Coast 34285
    1 / 51
    5 of 5 stars (45) Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $220
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    • Air Conditioning
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Parrot Beach Cottages located at 60 Avenida Veneccia Sarasota, FL 34242 on Siesta Key is literally steps from the water being just behind the Gulf/water front properties and walking distance to Siesta Key Village. A charming, cozy 4-suite beach vacation rental property, Parrot Beach Cottages... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 14 September 2015
    You really get that beachy feel from staying in this rental. The decor is perfect for a coastal vacation. The condo is clean and perfectly sized for two adults. If you want to be...
    5 of 5 stars Reviewed 24 August 2015
    My husband and I enjoyed our stay so much. This was our first vacation and first time to Florida. Parrot Beach was AMAZING and so close to the beach and downtown Siesta Key. Brad...
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    1 / 19
    5 of 5 stars (4) Excellent
    Venice
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $4,966
    / Month
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    • Sauna
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    • Private Indoor Pool
    • Waterfront
    • DVD Player
    • Internet Access
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Venice, Southwest Gulf Coast 34275
    5 of 5 stars Reviewed 5 June 2015
    As described and then some. When I walked in I knew I did not want to leave. Beautiful furnishings and the property was so so clean. Couldn't ask for a better week. The view is...
    5 of 5 stars Reviewed 3 June 2015
    Stayed at this home from the end of April through to May..the weather was perfect, the house was beautiful and spacious. The decor is elegant yet comfortable and very clean. The...
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    1 / 12
    4.5 of 5 stars (6) Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    From
    $1,511
    / Week
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    • Grill
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    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This high demand condo is the perfect location for your Siesta Key vacation! Everything you need to have a relaxing and memorable experience at Siesta Key is in place. You will be enjoying a spotlessly clean luxury condo that feels like home. 12 floor to ceiling sliding doors open onto huge wrap... View all property information
    Location Information
    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 23 April 2015
    Two halves. Great: amazing position, great views, lovely pool, nice airy space, rental company. Not so great: condo itself is tired, old equipment, a little grimy, needs an...
    4 of 5 stars Reviewed 5 August 2013
    I booked this condo for the tail end of a trip including time in Orlando and Daytona, so most of my comparisons are to the other condo and hotel I stayed at on the other side of...
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    1 / 19
    4 of 5 stars (15) Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    From
    $146
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    • Patio
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    • Grill
    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 week ago
    Derick & Marina were a pleasure to work with as far as response time and availability. My husband and I stayed at the Ebb Tide, unit 7, for a short 5 day stay. It was exactly...
    3 of 5 stars Reviewed 29 November 2015
    This rental will meet your needs as a couple if you plan on spending the bulk of your time at the beach and pool which were close by with easy access an plenty of room. The unit...
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