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Homes in Osprey, FL and nearby

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    All 417 Rentals in the Osprey Area
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    The following rentals are within 15 kilometres of Osprey, Florida.

    From
    $370
    / Night
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    1 / 10
    Nokomis
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    From
    $4,107
    / Month
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    From
    $790
    / Week
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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
    From
    $1,336
    / Week
    View Details
    1 / 19
    5 of 5 stars (4) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Linens Provided
    • Gym
    • DVD Player
    • Satellite TV
    • Cooker
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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 bed. The main living area is open from the living room to the dinning room to the kitchen giving this... View all property information
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    From
    $132
    / Night
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    1 / 15
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Grill
    • Dishwasher
    • Wi-Fi
    • Refrigerator
    • Gym
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living space for 4. The master bedroom is furnished with a queen-size bed and guest bedroom is furnished with two twin-size beds. The unit is... View all property information
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    From
    $195
    / Night
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    1 / 37
    4.5 of 5 stars (5) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located directly on world famous Crescent Beach this Siesta Key beachfront condo complex is walking distance to South Village. This vacation condo is located in the South Tower of the Crescent Arms Condo complex. Positioned on the third floor in the northeast corner it has a partial view of the... View all property information
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    From
    $1,093
    / Week
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    1 / 25
    4.5 of 5 stars (2) Very good
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Gym
    • Stereo System
    • DVD Player
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    From
    $1,518
    / Week
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    1 / 21
    5 of 5 stars (25) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • TV
    • Dryer
    • Air Conditioning
    • Refrigerator
    • Waterfront
    • Patio
    • Grill
    Suitability
    • 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
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    From
    $1,821
    / Week
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    1 / 40
    5 of 5 stars (1) Excellent
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Grill
    • Waterfront
    • Gym
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/... View all property information
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    From
    $130
    / Night
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    1 / 11
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Washer
    • Patio
    • Refrigerator
    • Satellite TV
    • Porch
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location, Location, Location! Siesta Key #1 Beach in USA Our condo is only a 3 minute walk to Crescent Beach on beautiful Siesta Key FL. Siesta Key Beach rated #1 beach in the USA. We rent by the month or for the season. Our two bedroom, two bath has a screened in lanai, large great room with all... View all property information
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    From
    $1,135
    / Week
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    1 / 37
    5 of 5 stars (16) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Grill
    • Waterfront
    • Deck
    • Satellite TV
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This two-bedroom beachfront condo at Fisherman's Cove is so close to the water you could throw a tennis ball into the gulf. Located at Turtle Beach on the island of Siesta Key off Sarasota, Florida, this vacation home has the best of both worlds - the beach in front and the intercoastal and boat... View all property information
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    From
    $152
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, newly renovated, beach front apartments on Siesta Key. One bedroom, one bathroom with jacuzzi tub, all linens, full size modern kitchen, living room with full size futon couch, flat screen tvs in the living room and bedroom with Verizon Fios, NBA League Pass, all premium channels, free... View all property information
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    From
    $223
    / Night
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    1 / 26
    5 of 5 stars (3) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Satellite TV
    • There Are Tennis...
    • Washer
    • Waterfront
    • Gym
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    FREE High Speed Wireless Internet ! - just bring your Laptop. Just steps from the Pool, Club House, and picnic area with gas Weber grills. Across the street from Crescent Beach!! Our three bedroom two story townhouse in Gulf & Bay Club Bayside is in a complex of Key West style town homes all... View all property information
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    From
    $1,153
    / Week
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    1 / 15
    4.5 of 5 stars (3) Very good
    Venice
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Garage
    • Patio
    • Internet Access
    • Satellite TV
    • Refrigerator
    • Stereo System
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Relax and enjoy your vacation on Venice Island in this spacious, single-family home, located in Venice Island. Only 2 blocks to the beach, one mile to downtown shops, restaurants and the 27-hole public golf course with views of the gulf. Visit the many beaches, parks or take the kids to Disney... View all property information
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    From
    $146
    / Night
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    1 / 24
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • DVD Player
    • Garage
    • Dryer
    • Refrigerator
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautifully furnished 3-bedroom vacation home with private pool is located on the 4th hole of the Audubon International Gold Signature 18-hole Championship Golf Course, designed by a renowned golf course architect, in the gated community of the Venetian Golf and River Club in North Venice.... View all property information
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    From
    $148
    / Night
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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
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • Linens Provided
    • Satellite TV
    • Air Conditioning
    • Balcony
    • DVD Player
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    From
    $209
    / Night
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    1 / 23
    5 of 5 stars (7) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Grill
    • Stereo System
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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    From
    $203
    / Night
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    1 / 15
    4.5 of 5 stars (2) Very good
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 5
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • Water Views
    • Stereo System
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    From
    $91
    / Night
    View Details
    1 / 9
    5 of 5 stars (6) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Satellite TV
    • Linens Provided
    • Air Conditioning
    • Gym
    • Ceiling Fans
    • Towels Provided
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to the beach from this spacious one bedroom apartment. Located just across the street from Siesta Key beach and a few blocks from Siesta key village. This unit offers a full kitchen with granite counter tops, stainless steel appliances, and 47' flat screen TV with HD programming in the living... View all property information
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    From
    $121
    / Night
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    1 / 12
    Nokomis
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • Patio
    • Satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2 bedroom plus den home is located in North Venice within the gated community of the Venetian Golf & River Club. The home is newly constructed, completely furnished with granite countertops, jacuzzi in master bath and screened in lanai with BBQ, overlooking a pond and nature preserve.... View all property information
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    From
    $182
    / Night
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    1 / 21
    5 of 5 stars (32) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (32) Make Enquiry
    Amenities & Details
    • Staffed Property
    • Water Park Nearby
    • DVD Player
    • There Are Tennis...
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ** Dr. Beach voted Siesta Key Beach #1 in USA ** AND ** Trip Advisor Traveler's Choice 2015 #1 Beach ** Sorry we do not accept wire transfers. Our villa is 2 BR 1 BA Gulfside just steps to FAMOUS Crescent beach (two villas away). Pool, WiFi, Clubroom 'Another Day in Paradise'. Don't... View all property information
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    From
    $140
    / Night
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    1 / 36
    5 of 5 stars (8) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Dryer
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Washer
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Gorgeous 2 bedroom, 1 and 1/2 bath unit located on Siesta Key! This condo is located in the popular Midnight Cove Complex in a gated community. It is a second floor unit that was recently updated with all new living room furniture and a flat screen tv. The kitchen and master bath have new... View all property information
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    From
    $121
    / Night
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    1 / 23
    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Hairdryer
    • Gym
    • Towels Provided
    • Satellite TV
    • Air Conditioning
    • Linens Provided
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and step into the large living area of this beach cottage. Bright and sunny seating area, living... View all property information
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    From
    $1,821
    / Week
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    1 / 16
    4.5 of 5 stars (4) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE NOTE: The Price displayed here is NOT ACCURATE! (It does not take the 'Seasonal Rate' into consideration) - Sorry - this is Flipkey's stupid policy, not mine! This luxury third floor condo is bright and airy with its extra long Lanai! The Lanai (screened porch) overlooks the Gulf, Crescent... View all property information
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    From
    $78
    / Night
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    1 / 6
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Porch
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Refrigerator
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location, Location. Fabulous renovated 2 bd, 1.5 bth island cottage home, about a 3 minute walk (only 5 houses away) to the beach and just a block away from Sharky’s pier. This beautiful vacation home on Venice Island, features granite counters, tropical décor, a flat screen TV, king size bed in... View all property information
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    From
    $1,032
    / Week
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    1 / 40
    5 of 5 stars (15) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    • Gym
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our condo is on the second floor and is only 3 doors from the lovely pool, jacuzzi and fishing pier. The private Cresant Beach which is deeded just for the Palm Bay Guests and is just across the street from the Bay side. It is raked every a.m. and loung chairs set out and also has a charcole... View all property information
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    From
    $364
    / Night
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    1 / 41
    4 of 5 stars (1) Very good
    Siesta Key
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Cooker
    • Internet Access
    • Private Outdoor...
    • Hot Tub
    • Linens Provided
    • Grill
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    From
    $158
    / Night
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    1 / 41
    5 of 5 stars (1) Excellent
    Venice
    Studio / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Refrigerator
    • Water Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This studio, located on beautiful, private Venice Beach between the Jetty and the public beach, is a perfect place to relax and enjoy the Florida Gulf Coast. You will be greeted by a school of dolphins each morning and wrap up your day with the most gorgeous of sunsets. The updated bathroom,... View all property information
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    From
    $486
    / Night
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    1 / 25
    4 of 5 stars (2) Very good
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Grill
    • Washer
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Champagne VILLA CHAMPAGNE: Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area,... View all property information
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    From
    $176
    / Night
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    1 / 8
    3 of 5 stars (1) Average
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Air Conditioning
    • Refrigerator
    • Cooker
    • Patio
    • Dryer
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Location! Location! Location! Walk out the door, across the street and onto the # 1 ranked beaches in America! This beautiful condo is on the ground floor, no steps, with a tropical enclosed lanai. It features 2 televisions, Tommy Bahama furnishings, a barbecue grill and high speed internet for... View all property information
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    From
    $1,457
    / Week
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    1 / 16
    5 of 5 stars (2) Excellent
    Siesta Key
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Patio
    • DVD Player
    • Private Outdoor...
    • Linens Provided
    • Grill
    • Satellite TV
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in a quite neighborhood just around the corner from shopping, restaurants, bars, and beaches. Walk into this charming 2 story townhome and... View all property information
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    From
    $271
    / Night
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    1 / 14
    4.5 of 5 stars (14) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • Balcony
    • Cooker
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    1-800-624-9276 www.seashellcondos.com Beautifully maintained complex is located directly on Siesta Key overlooking the Gulf of Mexico. Named Best Beach and No.1 Beach in Florida. Our unit is a 2bdrm/2bth, fully furnished, livingroom, diningroom and fully equipped kitcken, Private Balcony with a... View all property information
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    5 of 5 stars (9) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Water Views
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Refrigerator
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    $136
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    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Grill
    • Watersports Nearby
    • Dryer
    • Washer
    • Garage
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    $198
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    Amenities & Details
    • Satellite TV
    • Hairdryer
    • Private Outdoor...
    • Cooker
    • Air Conditioning
    • Dishwasher
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island House Beach Resort - Siesta Key Florida - Crescent Beach - This 2 bedroom, 2 bath villa is 1000 sq. ft non-carpeted and is just steps to the white sandy beaches. It has a large living area, full kitchen ( all appliances), dining area, screened lanai. It has a king, 2 twins, sleeper... View all property information
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    1 / 13
    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Cooker
    • Internet Access
    • Balcony
    • Refrigerator
    • Water Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    The Palm Bay Club is a perfect location for your Siesta Key vacation. Bring the family and have the time of your lives! Enjoy gorgeous Bay views from the balcony of this beautifully appointed third floor condo located in the heart of Siesta Key! Spacious living area, fully equipped kitchen, and... View all property information
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    $113
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    1 / 12
    5 of 5 stars (9) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Washer
    • Grill
    • Internet Access
    • Water Views
    • Waterfront
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this non-smoking, one bedroom and one bathroom condo. Located at Siesta Beach with Siesta Keys famed village a short walk away. This condo has everything you are looking for including FREE conceirge service for... View all property information
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    $1,062
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    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Cooker
    • Stereo System
    • Refrigerator
    • Private Outdoor...
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    $425
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    1 / 18
    5 of 5 stars (1) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Patio
    • Internet Access
    • Waterfront
    • Fireplace
    • Dryer
    • Grill
    • Water Views
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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    $555
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    Siesta Key
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • Waterfront
    • Grill
    • Private Outdoor...
    • Dryer
    • Deck
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    VILLA DE PARADISIO: Welcome to the beautiful Villa De Paradisio! This gorgeous waterfront cottage is a very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800SF of air conditioned living space with a heated pool overlooking the dock and... View all property information
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    $273
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    1 / 15
    5 of 5 stars (3) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Washer
    • Stereo System
    • Water Views
    • Satellite TV
    • Waterfront
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located directly across from world-renowned Siesta Key Public Beach, this fabulous condo is the perfect vacation retreat with an emphasis on comfort. It is within walking distance to charming Siesta Key Village with its numerous restaurants, shops, and entertainment. FREE in-unit WIFI. Our large... View all property information
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    $165
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    1 / 27
    4 of 5 stars (7) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Staffed Property
    • Watersports Nearby
    • Water Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Jun 28 - July 5th open for a great Summer (July 4th) Vacation... BIG Last Minute Discounts available for: Apr 30-May 2 (2 nights);May 8-16 (7 or 8 nights); Jun 7-10 (3 nights) ; Jun 21-24 (3 nights)... Location: (Gulf of Mexico) Siesta/Crescent Beach, Siesta Key, Sarasota, Florida Crescent Beach... View all property information
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    From
    $140
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    1 / 16
    4 of 5 stars (2) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Parking
    • Towels Provided
    • Refrigerator
    • Patio
    • Cooker
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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    $909
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    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Elevator/Lift access
    • Washer
    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This quaint 4 story condominium has been described as a 'treasure' by guests. The location is one of the best on famous Siesta Key Beach and offers immediate access to the beach and close proximity to the local shops, restaurants, and tourist attractions. The condo is located on the second floor... View all property information
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    $358
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    2.5 of 5 stars (2) Poor
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Satellite TV
    • Washer
    • Deck
    • Dryer
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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    $340
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    4.5 of 5 stars (24) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Cooker
    • Refrigerator
    • Washer
    • Patio
    • Dryer
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and... View all property information
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    $194
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    4.5 of 5 stars (12) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Cooker
    • Internet Access
    • Air Conditioning
    • Grill
    • Satellite TV
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Welcome to a bit of heaven! Newly udpdated throughout including large flat panel HDTV with PREMIUM CABLE including HBO, DVR and WIRELESS INTERNET FREE! A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key... View all property information
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    From
    $1,263
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    1 / 27
    5 of 5 stars (20) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (20) Make Enquiry
    Amenities & Details
    • Watersports Nearby
    • Game Room
    • Private Fishing...
    • Ping Pong Table
    • Sauna
    • Staffed Property
    • Waterfront
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Last Minute Discount available for: April 26 - May 2 (6 nights)... Lots of great Summer Holiday dates available from July 5th onwards !! Jan 16-30, 2016 OPEN for next year !! We just purchased another 2BR on the beach/Gulf side of Siesta Key. Contact me for a quote and pictures... Last Minute... View all property information
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    From
    $1,020
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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
    • Water Views
    • Dryer
    • Ping Pong Table
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Deck
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    $138
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Linens Provided
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Gym
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    *** NEW *** Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo style unit in a great location: a short walk to the beach on a quite street but just minutes from shops, bars, and restaurants.... View all property information
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