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Holiday Homes and Apartments Osprey, FL and nearby

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All 397 Rentals in the Osprey Area
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The following rentals are within 15 kilometres of Osprey, Florida.

From
$176
Per Night
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1 / 30
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (6) Make Enquiry
From
$493
Per Night
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1 / 41
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
From
$171
Per Night
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1 / 8
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Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (32) Make Enquiry
From
$115
Per Night
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1 / 12
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Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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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From
$69
Per Night
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1 / 8
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Great 2 suite unit with lake views to rear and 20 steps to pool. Fully refurbished and kitted out including comfy reclining sofa. Unit address is ~193, 446 Cerromar Rd on the Farmington Vistas section of Plantation in Venice, Fl. Unit is within Plantation Golf & Country Club - a well... View all property information
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From
$185
Per Night
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1 / 20
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (30) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Dr. Beach voted Siesta Key Beach #1 in USA in 2011. 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 miss the Magnificent Sunsets! My vacation villa has 2BR 1BA with a King sized bed, and two... View all property information
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From
$210
Per Night
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1 / 20
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Venice
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Luxury living, walk/bike trail to town or beach along inland waterway. In small gated community with use of pool-tennis-exercise facilities. Professionally decorated with style and comfort. A king size suite, a queen size suite and an office/den fitted with a trundle bed. Easy access to... View all property information
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From
$524
Per Night
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1 / 40
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Siesta Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa de Mariposa is one of Siesta Key's finest fully appointed and decorated town home(s). TWO UNITS for rent WEST (200 sq. ft larger) & EAST SLEEPS 6 ADULTS : Each unit 1 King, 1 Queen, 2 TWINS 3 full bedrooms/bathrooms next to Gulf of Mexico views from private terraces/living area with the... View all property information
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From
$118
Per Night
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1 / 16
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Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Sun, Sand & *SAVE 20% to 50%* per Week at Midnight Cove #532, Direct-with-Owner 'All-In Price' DISCOUNTED RENTAL RATES from $655 to $1,262 /Wk & SAVINGS from $239 to $640 /Wk depending on the Number of Weeks Rented, and on the Season. Contact owner if you wish to make an on-line reservation, and... View all property information
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From
$74
Per Night
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1 / 17
Venice
Studio, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
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From
$370
Per Night
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1 / 29
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 14
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
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From
$154
Per Night
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1 / 28
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Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siesta Key's Palm and Bay Club G88. Enjoy great comfort and value in this gulf-view suite, with all the resort amenities you can imagine. Two pools and a fantastic hot tub, a large fitness center and lit... View all property information
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From
$123
Per Night
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1 / 29
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (27) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Siesta Key, Sarasota upscale vacation rental unit with a direct view of the intercoastal water. Lush, tropical landscaping in well maintained Bay Oaks.Breathtaking view of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on Siesta... View all property information
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From
$271
Per Night
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1 / 24
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (23) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • 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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From
$147
Per Night
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1 / 24
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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From
$216
Per Night
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1 / 30
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Located directly on world famous Crescent Beach this Siesta Key beachfront condo is right across the street from South Village. This vacation condo is located in the Sea Shell Condominium Complex. Sea Shell is a smaller more intimate 5-story complex with only 49 units total. The condo complex is... View all property information
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From
$185
Per Night
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1 / 34
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Venice
4 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (32) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Walk to downtown Venice in less than five minutes - it's only two blocks away. For any other requirements you might have of a perfect beach house, find them easily met at 328 Bayshore Drive. An elegant 4 bedroom house that sleeps up to 12, packed with Mediterranean flair. The private heated pool is... View all property information
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From
$2,460
Per Month
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1 / 28
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Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Every sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking the placid Gulf of Mexico, our 4th-floor condo on the shores of Crescent Beach is a great venue for your next sun, sea, and sightseeing vacation! Rated one of the Top 10 Beaches of the World,... View all property information
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From
$499
Per Week
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1 / 22
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Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Step into the good life, in this Nantucket home in Venice, FL. A great choice if you're looking for a 'greener' vacation, the private, heated pool is kept warm thanks for rooftop solar panels. A fenced in yard is great for privacy and your pet. Six guests will sleep comfortably amongst two... View all property information
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From
$487
Per Night
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1 / 10
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire and enjoy. There... View all property information
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From
$202
Per Night
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1 / 30
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie,... View all property information
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From
$499
Per Week
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1 / 33
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Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Look no further for an absolutely stunning private heated pool overlooking a peaceful lake. Perched above a serene lake, the blues of the turquoise pool blend to a happy mix with the deeper color of the waterway and the perfect clear sky above. The screened lanai turns the pool area an idyllic... View all property information
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From
$178
Per Night
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1 / 12
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Still Available for Labor Day with a 3- night Minimum! 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... View all property information
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From
$179
Per Night
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1 / 13
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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From
$97
Per Night
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1 / 11
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Comfortable, clean,pet-friendly fully furnished home in quiet neighborhood just 5-20 minutes to many beautiful gulf beaches. Includes 2 cable tv's, internet, phone, ADT alarm system, and garage. Master br has king sized bed. Other br has 2 twin and there is a sofa bed in Florida room. Private shady... View all property information
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From
$499
Per Week
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1 / 34
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Venice
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The boundaries between indoor and outdoor are delightfully blurred in our spacious Venice Lakeside House. A sparkling swimming pool, large lanai, and 3 living spaces create enough room for a party. The perfect getaway for family and friends! Step outside as the sun is rising and enjoy the sight... View all property information
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From
$273
Per Night
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1 / 28
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This three bedroom... View all property information
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From
$264
Per Night
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1 / 31
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
BEACHWALK; Three bedrooms, two and a half baths, garage, private pool, private elevator, en suite Jacuzzi tub, beach view, sleeps up to eight, steps to world famous Siesta Key - Crescent Beach... and so much more... We have two units (Unit A & Unit B) at Beachwalk - ideal for larger groups, family... View all property information
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From
$265
Per Night
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1 / 23
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (27) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This deluxe townhome is ideally located in the heart of Siesta Village on Siesta Key off Sarasota Florida, just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. This... View all property information
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1 / 12
Venice
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Our property is a beautiful and well kept villa with private outdoor heated pool. The property is fully equipped. It has a beautiful interior. Our lovely property has 3 double beds available. 10 Min walk from beautiful white sand beach. 5 Min walk from tennis courts, basketball courts and... View all property information
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From
$202
Per Night
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1 / 37
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
$273
Per Night
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1 / 29
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (23) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This three bedroom... View all property information
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From
$175
Per Night
View Details
1 / 16
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
*** Visit our website www.RentSiestaKey.com under the property name 'Avenida De Cortez' for current rates *** 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... View all property information
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From
$159
Per Night
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1 / 25
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Private Fishing...
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
*** Visit our website www.RentSiestaKey.com under the property name 'Midnight Cove II - Doveplum' for current rates *** 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... View all property information
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1 / 24
Payment Protection
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
On a sunny island with a nearby beach, you'll sleep comfortably in the heart of Venice Island, FL. Just four blocks from the Gulf of Mexico, we offer guests exclusive, deeded access to a private beach. Charming is the perfect word to describe this Ruth Richmond home nestled on a quiet street on... View all property information
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From
$157
Per Night
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1 / 26
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located on the island of Siesta Key off Sarasota, Florida, these vacation homes have the best of both worlds - the beach in front and the intercoastal and boat docks in back. This one bedroom... View all property information
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From
$203
Per Night
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1 / 26
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (16) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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
$115
Per Night
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1 / 20
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (21) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This Siesta Key deluxe townhouse rental is located in the heart of Siesta Village - just a few steps to all the shops and restaurants and only 1 1/2 blocks (it takes us three minutes to walk) to the world famous Siesta Key Crescent Beach! Relax by your private pool. These Siesta Key townhouses are... View all property information
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From
$499
Per Week
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. Sleeping 6,... View all property information
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From
$210
Per Night
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1 / 17
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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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From
$196
Per Night
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1 / 19
Siesta Key
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
*** Visit our website www.RentSiestaKey.com under the property name 'Sandy Beach Suites' for current rates *** 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... View all property information
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From
$118
Per Night
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1 / 11
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
*** Visit our website www.RentSiestaKey.com under the property name 'Cape Aqua' for current rates *** 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... View all property information
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From
$123
Per Night
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1 / 20
Siesta Key
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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From
$736
Per Week
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches. Just yards from the... View all property information
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1 / 12
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Cable TV
  • Dishwasher
  • Heated Pool
  • High Speed Internet
  • Housekeeping...
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is world famous Siesta Key where the sand is compared to powder. The sunsets over this gorgeous beach are breathtaking! This Condominium is fully-equipped, with a large wrap-around deck, overlooking a beautiful pool and sauna. The master bedroom has a king-size bed. The spare bedroom has two... View all property information
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From
$154
Per Night
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1 / 19
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (31) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Do you have children who'll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dunes Beach 38A is your perfect... View all property information
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From
$154
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1 / 36
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Beach, consider that your morning commute - from bed to pool. Enjoy the great convenience of a ground floor unit at Siesta Key's Jamaica Royale unit 91. Delight in the great value of this garden view... View all property information
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From
$154
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1 / 42
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (33) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Decked in pure tropical style, Siesta Dunes Beach 104 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it's easy on the wallet while its lovely atmosphere makes it a great home to... View all property information
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From
$185
Per Night
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1 / 28
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (31) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Any questions? How about the added weight of the Travel Channel's endorsement, recently voting Siesta Beach as the 'Best Sand Beach' in the country? The... View all property information
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From
$524
Per Night
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1 / 27
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Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 12
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This is a newly renovated, beautiful, resort styled home located on siesta key. This unique home is ideally located only a few blocks from the beach and siesta key village. Enjoy true island living in a beautifully Decorated 'tommy bahamma' styled beach house. This key west style home offers a... View all property information
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