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Holiday Rentals and Apartments in Osprey, FL and nearby

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    All 556 Rentals in the Osprey Area
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    The following rentals are within 15 kilometres of Osprey, Florida.

    From
    $1,398
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    1 / 22
    5 of 5 stars (5) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    From
    $133
    / Night
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    1 / 14
    3.5 of 5 stars (4) Average
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    From
    $166
    / Night
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    1 / 23
    3.5 of 5 stars (10) Average
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (10) Make Enquiry
    From
    $3,996
    / Week
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    1 / 15
    2 of 5 stars (3) Poor
    Siesta Key
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Boat Available
    • Washer
    • Dryer
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $1,665
    / Week
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    1 / 23
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Water Views
    • Internet Access
    • Washer
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Vacation is all about an escape with the ones you love. Laughing, sharing magical moments that become part of wonderful memories that bonds bonds each of us to an experience with each other. It is our well deserved break in life that should be cherished. We hope we can provide the start of your... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $393
    / Night
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    1 / 6
    2.5 of 5 stars (2) Poor
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Water Views
    • Deck
    • Waterfront
    • Satellite TV
    • Air Conditioning
    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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    Location Information
    Siesta Key, Florida 34242
    From
    $266
    / Night
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    1 / 7
    Lido Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Waterfront
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A 2B/2B apartment located across the street from LIDO BEACH and LIDO KEY Resort Hotel. 3-4 min. walk to ST. ARMAND'S CIRCLE. Apartment is furnished with new high quality furniture. It has KING and QUEEN size beds; gourmet kitchen with all cooking and serving items. Close to museums, botanical... View all property information
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    Location Information
    Lido Key, Sarasota 34236
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    $240
    / Night
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    1 / 12
    5 of 5 stars (1) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Dryer
    • Patio
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Furnished 3 bedroom, den, 2 bath, two-car garage. Large pool and spa – great entertainment home! Perfectly located in the gated, prestigious Sawgrass community of Venice with views of lakes. Near the championship Waterford, Capri Isles and Calusa Lakes golf courses. Adjacent to a woodland... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34292
    From
    $1,132
    / Week
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    1 / 22
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • TV
    • Watersports Nearby
    • Staffed Property
    • Water Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Luxurious Villa at Crystal Sands on Siesta Key Beach 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 or crossing streets. Our kitchen is COMPLETELY equipped (appliances &... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $2,797
    / Week
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    1 / 24
    Venice
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Shared Tennis Court
    • Horse Riding Nearby
    • Wi-Fi
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    New magnificent luxuriously equipped stunning Beach Vacation Home in preferred Golden Beach on Venice Island, best location, just two minutes walking to beautiful private beach. Beautiful design with all new furniture. New top kitchen, new bathrooms, and new heated private pool with patio to relax.... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34292
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    From
    $812
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    1 / 39
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Sauna
    • Internet Access
    • Water Views
    • Satellite TV
    • Waterfront
    • Stereo System
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $293
    / Night
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    1 / 10
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Microwave
    • Cooker
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on the ground floor, and one of our larger One-Bedroom suites, this suite includes a living room with TV and picture window facing the Gulf of Mexico. It has a full kitchen with 4 burner stove, oven, refrigerator, microwave, toaster, coffee maker, all utensils and service, table with... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $266
    / Night
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    1 / 14
    Lido Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Parking
    • Shared Garden
    • Air Conditioning
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Delightful 2 bedroom apartments tucked away on exciting Lido Key Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido Beach (one of the top 25 beaches in the U.S.), with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are... View all property information
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    Location Information
    Lido Key, Sarasota 34236
    From
    $293
    / Night
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    1 / 17
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Housekeeping...
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $1,592
    / Week
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    1 / 35
    Siesta Key
    3 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Pool Table
    • Satellite TV
    • Watersports Nearby
    • Water Views
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos coming later this month) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $107
    / Night
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    1 / 10
    Lido Key
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Shared Garden
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Towels Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy and affordable, ideal for the... View all property information
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    Location Information
    Lido Key, Sarasota 34236
    From
    $240
    / Night
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    1 / 6
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Microwave
    • Deck
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on the ground floor, this one bedroom unit is located on the bayside with a view of the intercoastal waterway boat docks. It has its own private patio with a Gas BBQ Grill. It includes a queen size bed, sofa bed with queen size pull-out, 2 flat screen TV's, full kitchen with 4 burner... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $160
    / Night
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    1 / 8
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Dryer
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $799
    / Week
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    1 / 17
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Shared Tennis Court
    • Refrigerator
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Special Reduced Rates All Summer Long, Don't Miss Out!! $600.00 per week, $735.00 for 4th of July and Labor Day Weeks!!! (taxes, fees and refundable security deposit are additional) Looking for a quiet getaway but still want to be close to the action? Look no further, we have what you want! Our... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $999
    / Week
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    1 / 18
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Refrigerator
    • Internet Access
    • DVD Player
    • Washer
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    2 bedroom, 2 bathroom on 4th floor, lovely view... Enjoy the best that beautiful Bay Oaks has to offer. This 4th floor corner condo has been remodeled. With 1101 square feet, this 2BR/2BA condo has a living room, dining room, kitchen and screened lanai where you can enjoy morning coffee or evening... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $1,232
    / Week
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    1 / 13
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • Staffed Property
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Shared Tennis Court
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Do you need a paradise vacation? We've got the perfect vacation rental for you..You will enjoy a two bedroom first floor condo located in the plush, rolling 14 acres of greenery of Midnight Cove ii that provides a tranquil serene atmosphere. You will be able to eat breakfast on our lanai as you... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $133
    / Night
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    1 / 18
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Dryer
    • Washer
    • Internet Access
    • Deck
    • Stereo System
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Eagle's Nest is a delightful and romantic 650 square foot 1/1 cottage in the Nokomis Historic District, one mile from scenic downtown Venice, 1.2 miles to Nokomis Beach, steps from Pocono Trail Nature Preserve and Nokomis Center Park, The Legacy Bicycle Trail, and much more. This adorable... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $926
    / Week
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    1 / 26
    5 of 5 stars (1) Excellent
    Nokomis
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Dryer
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Fireplace
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    On the Sarasota County register of historic homes, and built in 1925, this charming 550 square foot one bedroom, one bath Mediterranean-revival cottage is the guest house behind the property owner's home, and is one of a block of three vintage vacation resort properties the owner calls... View all property information
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    Location Information
    Nokomis, Florida 34275
    From
    $666
    / Week
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    1 / 10
    5 of 5 stars (2) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful 3rd floor 2 bedroom/2 bath turnkey condo. Upgrades & beautifully furnished. Elevator just steps away. WiFi throughout with TV's in every room. Minutes from shopping, golf courses and beaches. View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $1,865
    / Week
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    1 / 23
    Nokomis
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Water Views
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A gorgeous pool home located on Roberts Bay, between Venice and Nokomis. The home has two master suites and an additional 1/2 bath. It comes fully equiped with washer/dryer, 47' flat screen TV, indoor and outdoor stereo system and whole house WiFi. Master suite 1 is equipped with a King size bed,... View all property information
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    Location Information
    Nokomis, Florida 34275
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    $799
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    1 / 33
    4.5 of 5 stars (2) Very good
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Dryer
    • Watersports Nearby
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fully renovated Vacation Home is located in the heart of South Venice City, The property situated in a safe and quite neighborhood, which is fenced around for privacy. It has a spacious interior with an open concept living room, kitchen and dining area, including three large bedrooms and two... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293 5768
    From
    $281
    / Night
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    1 / 16
    5 of 5 stars (1) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Refrigerator
    • Dryer
    • Private Outdoor...
    • Satellite TV
    • Washer
    • 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. Ground floor unit. This 2 bedroom, 2 bath condo is 1300 sq. ft., non-carpeted and has a large living area, dining area, fully equipped kitchen, all appliances, lanai. It has a king, 2 twins. Central heat/ac. Free Wi-Fi in unit. This... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $182
    / Night
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    1 / 15
    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Linens Provided
    • Cooker
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Refrigerator
    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, 1 bath villa duplex is 1000 sq. ft. living room, dining area, full kitchen ( all appliances), lanai. Central heat/ac. The unit has a king, 2 twins, sleeper.3 tvs. It is located across from our large heated swimming... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $264
    / Night
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    1 / 17
    5 of 5 stars (2) Excellent
    Siesta Key
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Parking
    • Grill
    • Air Conditioning
    • Towels Provided
    • Private Garden
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $1,658
    / Week
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    1 / 11
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Ocean Views
    • Watersports Nearby
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach -- VOTED #1 BEST BEACH IN THE USA for 2011! This condo is nicely situated on the 2nd floor,... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $281
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    4 of 5 stars (1) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
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    • Shared Outdoor Pool...
    • Gym
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Island House Beach Resort! Siesta Key Florida - Crescent Beach. This beautifully maintained complex is located on one of the finest beaches in central Florida. The condo is 2 bedrooms, 2 baths, 1300 sq. ft. and is on the 4th floor. It has a large living area, dining area, fully equipped kitchen (... View all property information
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    Siesta Key, Florida 34242
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    $999
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    5 of 5 stars (3) Excellent
    Venice
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • TV
    • Air Conditioning
    • Stereo System
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Watersports Nearby
    • Private Outdoor...
    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
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    Location Information
    Venice, Southwest Gulf Coast 34293
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    $133
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    1 / 18
    4.5 of 5 stars (3) Very good
    Siesta Key
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • There Are Tennis...
    • Stereo System
    • Watersports Nearby
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great August Rates $100.00 per night for 7 nights---- or $125.00 per night for shorter stays Make my home Your Florida Home. Return year after year !! This is my home- not someone's investment. TWO (2) BATHROOMS are a SPECIAL FEATURE that gives additional privacy and space!! Great... View all property information
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    Siesta Key, Florida 34242
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    $87
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    5 of 5 stars (1) Excellent
    Venice
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Dryer
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Stereo System
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This smartly decorated Venice Fl vacation rental home features a master and guest bedroom w/ queen bed, daybed/pop-up trundle and living room (sofa bed) also available, home theater w/ stadium seating and surround sound, and 3-seasons room. Master bath has whirlpool tub/shower, and 2nd bath... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34293
    From
    $133
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    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
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    • Housekeeping...
    • Watersports Nearby
    • Air Conditioning
    • Wi-Fi
    • TV
    • Washer
    • Dryer
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Thanks for viewing our listing. This condo is located in the heart of Siesta Key Village which has numerous restaurants, bars, shops and a grocery store and is only 1 block from the beach! The best of both worlds as everything you need is within walking distance. This studio unit was completely... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $666
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    1 / 55
    4.5 of 5 stars (2) Very good
    Venice
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Wi-Fi
    • Washer
    • Dryer
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • 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. First time guests, please be kind to provide a copy of your photo ID at the time of reservation. You will be staying in a single story end unit... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    From
    $998
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    1 / 7
    4.5 of 5 stars (2) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Internet Access
    • Water Views
    • DVD Player
    • Waterfront
    • Ocean Views
    • Stereo System
    • Satellite TV
    • Air Conditioning
    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. Siesta Key Beach has just been named the #1 beach by Trip Advisor! We offer walking access to the beach and close proximity to the local shops, restaurants, and tourist attractions. The condo is located on the second... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $1,352
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    1 / 30
    5 of 5 stars (6) Excellent
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Sauna
    • Air Conditioning
    • Wi-Fi
    • There Are Tennis...
    • Gym
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Across the street is our Private Access to one of the BEST beaches - Crescent Beach on Siesta Key. Gulf & Bay Club Bayside is a Resort complex of Key West style Town Homes all with one car attached garages. Gulf & Bay Club Bayside offers: * two heated pools * clubhouse with exercise/workout... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $1,765
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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
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • There Are Tennis...
    • Water Views
    • DVD Player
    • Sauna
    • Satellite TV
    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. Watch the boats float by! 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... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $373
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    Venice
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • Linens Provided
    • Dryer
    • Wi-Fi
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Vacation in Paradise on Venice Island! Cozy Condo less than one mile from public beach access, Venice fishing pier and Sharkys! Relax on the beach, hunt for sharks teeth and shells, shore dive (scuba) to the bone yard, then catch a breathtaking sunset! Historic downtown Venice is just over one mile... View all property information
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    Location Information
    Venice, Southwest Gulf Coast 34285
    From
    $266
    / Night
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    1 / 25
    4 of 5 stars (1) Very good
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Water Views
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Dryer
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 beds on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $120
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    1 / 13
    4.5 of 5 stars (3) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Patio
    • Watersports Nearby
    • Wi-Fi
    • Dryer
    • Air Conditioning
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    NEW! The Elephant Ear Cabanas (Paseo Siesta Key) – Deluxe Studio Apt. Beautiful interiors and two pools, conveniently located on the mainland just 3 blocks to Siesta Key, 5 blocks to world-famous Crescent Beach, and 2 blocks to water-front dining on Little Sarasota Bay! The Elephant Ear is truly... View all property information
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    Location Information
    Siesta Key, Florida 34231
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    $373
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    1 / 24
    5 of 5 stars (14) Excellent
    Siesta Key
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Garage
    • Dryer
    • Water Views
    • Grill
    • Air Conditioning
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $133
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    4 of 5 stars (6) Very good
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Staffed Property
    • Private Outdoor...
    • Internet Access
    • Waterfront
    • Private Fishing...
    • Satellite TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    BOOK NOW for Autumn _ Best Rates of the Year ! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $2,597
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    Lido Key
    4 Bedrooms / 6 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Water Views
    • TV
    • Private Outdoor...
    • Shared Tennis Court
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Golf Country Club in a very quiet luxuriant and preserved vegetation. Easy access to the fairway for residents only. No membership necessary. Nice 4 bedrooms and 3 bathrooms recently remodeled. Large caged heated new pool. BBQ area. Enjoy chatting with your family members and friends around the... View all property information
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    Location Information
    Lido Key, Sarasota 34201
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    $393
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    1 / 15
    5 of 5 stars (1) Excellent
    Siesta Key
    1 Bedroom / 1 Bathroom / Sleeps 3
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    Amenities & Details
    • Air Conditioning
    • Water Views
    • Deck
    • TV
    • Internet Access
    • Hot Tub
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy the beach view from the Beach Tree or Beach View Suite or Beach Tree Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $226
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    1 / 21
    4 of 5 stars (9) Very good
    Siesta Key
    3 Bedrooms / 3 Bathrooms / Sleeps 12
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Watersports Nearby
    • Water Views
    • There Are Tennis...
    • Dryer
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    3 one bedroom tropical garden beach cottages located at Siesta Key Beach. The Beach Place is Old Florida charm that's becoming hard to find. Private, quiet and relaxing. Tropical gardens surround our heated pool with tiki cabana bar for guests, poolside and beachfront BBQ. Three fully stocked one... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $200
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    5 of 5 stars (34) Excellent
    Siesta Key
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (34) Make Enquiry
    Amenities & Details
    • Water Park Nearby
    • Watersports Nearby
    • Game Room
    • Wi-Fi
    • Staffed Property
    • Air Conditioning
    • Satellite TV
    • Ping Pong Table
    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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    Location Information
    Siesta Key, Florida 34242
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    $1,598
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    1 / 39
    4.5 of 5 stars (6) Very good
    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • DVD Player
    • Elevator/Lift access
    • Air Conditioning
    • Water Views
    • Waterfront
    • Internet Access
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $282
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    Siesta Key
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beach front and fabulous! Everything is new and remodeled in this unit! Sun yourself on the open balcony and enjoy this 2 bedroom/2 bath in style. The living room is furnished with a LCD TV/VCR, leather sofa and decorated with brilliant colors! The master bedroom offers a king bed and a flat panel... View all property information
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    Location Information
    Siesta Key, Florida 34242