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Holiday Apartments and Homes Osprey, FL and nearby

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All 498 Rentals in the Osprey Area
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The following rentals are within 15 kilometres of Osprey, Florida.

From
$211
Per Night
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1 / 26
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (20) Make Enquiry
From
$1,289
Per Week
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1 / 12
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Enquiry
From
$1,342
Per Week
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1 / 17
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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From
$128
Per Night
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1 / 36
Payment Protection
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (14) 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
The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida's Gulf Coast, at this luxury 4-person condo that is Gulf Side and next to the beach. Just a quick... View all property information
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From
$274
Per Night
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1 / 15
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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
$283
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
$281
Per Night
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1 / 32
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) 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
You could throw a tennis ball into the gulf from these Siesta Key beachfront condos at Fisherman's Cove! Located at Turtle Beach 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.... View all property information
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From
$224
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
$210
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
$412
Per Week
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1 / 8
Payment Protection
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Sauna
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
2 bedroom, 2 full bathroom, furnished condo apartment in Las Palmas of Venice Florida. A secure, three story builoding with elevator, large swimming pool, club house, and, lots of extra parking (a rare thing in SW Florida). Centrally located in the City of Venice, literally 5 minutes from... View all property information
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From
$119
Per Night
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1 / 20
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (22) 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
$224
Per Night
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1 / 24
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (9) 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
This beautiful Italian styled house with tile floors and a gorgeous electric heated pool is only 2 blocks to a private beach access. It is a beautiful Florida vacation rental house and has 3 bedrooms and sleeps up to 8 people. Reward yourself with something sweet in this fully stocked... View all property information
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From
$511
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
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
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
$220
Per Night
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1 / 23
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (7) 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
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
$1,016
Per Week
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1 / 24
Siesta Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room... View all property information
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From
$524
Per Week
View Details
1 / 33
Payment Protection
Venice
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (9) 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
As you might expect, the private backyard at Flamingo House brims with color and life. Palms and tropical vegetation add lovely contrast against the bright turquoise blue of your private pool. Under a screened lanai, the pool and deck area is fantastic place to play together. Patio furniture... View all property information
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From
$274
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
$128
Per Night
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1 / 28
Payment Protection
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
$271
Per Night
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1 / 40
Payment Protection
Venice
6 Bedrooms, 4 Bathrooms, Sleeps 16
Details Reviews (31) 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
Hop into the Rialto Mansion, a 6-bedroom beauty on gorgeous Venice Island. Just a few blocks walk to the beach and very close to the Venice town, your guests have every option available to them for enjoyment both at home and nearby. A group of up to sixteen will love this home. Six bedrooms and... View all property information
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From
$183
Per Night
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1 / 21
Venice
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This lovely Florida home is located in a quiet neighborhood, 1 block away from the tropical and unique beaches of Venice Island on the Gulf of Mexico. It is only a short walk from the house to the private beach; also the public beach is only a mile away. This vacation home offers plenty of room... View all property information
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From
$283
Per Night
View Details
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
Make Enquiry
From
$224
Per Night
View Details
1 / 15
Venice
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Reviews (5) Make Enquiry
Amenities & Details
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Enter the pillared foyer of this beautiful home to the right the formal dining room with seating for eight and to the left the master suite. With king bed and very pretty seating area that has private entrance to the pool area. This room also features an en-suite bathroom with walk in shower, deep... View all property information
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From
$160
Per Night
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1 / 28
Payment Protection
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
$288
Per Night
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1 / 23
Payment Protection
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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
Siesta Key's largest heated pool is begging for all the games and excitement you can give it. Ample pool beds and an adjacent covered area mean you can happily spend all day, every day, lazing around. From your 2 story split level condo, it's just steps to a perfect white sand beach. This is the... View all property information
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From
$134
Per Night
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1 / 22
Payment Protection
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Private Fishing...
  • Private Outdoor...
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
BOOK NOW for SUMMER _ DIsCounted RATES!!! 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 of... View all property information
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From
$332
Per Night
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1 / 15
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 8
Booking
Details Reviews (20) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Old Man and the Sea Inn - 1 marlin to the sand! 2BR (sleeps 8) - Available on a 1st come basis! Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is... View all property information
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From
$460
Per Week
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1 / 34
Payment Protection
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
$687
Per Week
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1 / 26
Payment Protection
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) 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
'La Pavia' condo resort is known around Venice to mean top quality and an excellent guest experience. Enjoy both while staying in this pristine two-bedroom condo. It has a view, too! Arrive at your vacation rental easily. With convenient access to both I-75 and US highway 41, it's a hop-skip-jump... View all property information
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From
$401
Per Night
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1 / 44
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (5) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
These Siesta Key deluxe townhouse rentals are 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... View all property information
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From
$153
Per Night
View Details
1 / 22
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Unit has wireless internet. View all property information
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From
$694
Per Night
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1 / 29
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 14
Details Reviews (11) 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
$384
Per Night
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1 / 41
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
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
$162
Per Night
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1 / 36
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (20) 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
$307
Per Night
View Details
1 / 14
Siesta Key
Studio, 1 Bathroom, Sleeps 2
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset... View all property information
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From
$153
Per Night
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1 / 13
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEWLY RENOVATED ! Gorgeous Bayside unit. Tile throughout. Extended living room area. Walk out your back door to the heated pool and the boat docks. Only a 5 minute minute walk to your private beach on the Gulf with chairs and umbrellas provided. Unit has a stackable washer/dryer and WIRELESS... View all property information
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From
$386
Per Week
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1 / 21
Payment Protection
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
$956
Per Week
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1 / 52
Payment Protection
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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$128
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1 / 29
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
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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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1 / 35
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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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$761
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
  • x
About this property
Single family detached ranch home in South Venice, FL. Large screened lanai overlooking beautiful gardens. Each bedroom and bath has a closet. New gas grill for patio grilling, and washer and dryer. Wi-fi internet, cable and security system all included. Fully furnished. Whole house reverse... View all property information
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$358
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1 / 18
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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$128
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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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$275
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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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$1,534
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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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$153
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1 / 19
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Light and bright ground floor 2 bed/1.5 bath Firethorn model overlooking the tranquil canal waters. Step out back door from your spacious screened lanai to the beautiful tropical grounds, pool and boat docks. Living room has sofa bed, TV, & DVD. Master bedroom has King bed and flat panel TV.... View all property information
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$832
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1 / 14
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Time to plan ahead, beautiful Venice has been discovered. We have openings September to December 2015. This updated 2 bedroom/2 bath home is only a short bicycle ride from a quiet semi private beach. Think 'old florida' where the crowds are few and the people friendly. This neighbourhood... View all property information
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From
$89
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1 / 7
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Venice
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
NOT AVAILABLE through 2014 and early 2015 Beautifully decorated for the Christmas Holidays Snowbirds-You will never want to leave this 1925 renovated house which has it all! WIRELESS INTERNET and HD TVs. Listed in the National Register of Historic places. This cozy cottage is located blocks... View all property information
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$345
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1 / 40
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (15) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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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$237
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1 / 42
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Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Details Reviews (31) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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$294
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Siesta Key
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details 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
Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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