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Vacation Rentals in Osprey, FL and nearby

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All 418 Rentals in the Osprey Area
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The following rentals are within 10 miles of Osprey, Florida.

From
$200
Per Night
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1 / 29
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$400
Per Night
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1 / 43
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
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From
$400
Per Night
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1 / 24
Siesta Key
4 Bedrooms, 3 Bathrooms, Sleeps 9
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From
$400
Per Night
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1 / 26
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Villa Cascada *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! Point of Rocks, located just south of the Stickney Point Bridge, the most notable location... View all property information
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From
$175
Per Night
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1 / 39
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Venice
4 Bedrooms, 3 Bathrooms, Sleeps 14
Details Reviews (33) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A big house for a big group, this gorgeous Venice island paradise beach retreat is an ideal base for your next family gathering or special celebration. Up to fourteen guests will sleep comfortably in 4 bedrooms and spend days in the private heated pool or at the nearby beach. Taste the Venice... View all property information
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From
$300
Per Night
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1 / 24
Siesta Key
4 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
Villa Mantequilla *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! Welcome to Villa Mantequilla, a lovely butter colored 4 bedroom, 2 bath pool cottage... View all property information
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From
$350
Per Night
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1 / 27
Siesta Key
4 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
La Casa Verde *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! The waterfront cottage, 'La Casa Verde' is a very luxurious and large four [4] bedroom... View all property information
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From
$400
Per Night
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1 / 48
Siesta Key
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
Villa Fiesta *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September - mid November. Inquire with our reservationists! Villa Fiesta at 1115 Crescent Street is another beautifully decorated, exciting new... View all property information
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From
$250
Per Night
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1 / 28
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
Sophie's Cottage *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! NEW! HEATED POOL! COMING SOON! 3RD BEDROOM!!!!! Sophie’s Cottage is a smart,... View all property information
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From
$130
Per Night
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1 / 16
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Private Beach
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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From
$450
Per Night
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1 / 24
Siesta Key
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
The Grand Canal Cottage *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation... View all property information
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From
$400
Per Night
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1 / 24
Siesta Key
5 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
The Topping Cottage *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! The Topping Cottage is a very luxurious and large five [5] bedroom, three and... View all property information
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From
$400
Per Night
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1 / 26
Siesta Key
5 Bedrooms, 3 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • 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
Pura Vida Oasis *****During the fall season, enjoy the freedom of booking your travels with no worries over weather! We offer FREE travel insurance in September- mid November. Inquire with our reservationists! This spectacular bright cheerful, canal front cottage with heated pool & spa has 5... View all property information
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From
$250
Per Night
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1 / 25
Siesta Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This beautiful 3 bedroom 3 full bath home features unique siesta architecture only 50 steps to the world famous Siesta Key Beach sand and 2 blocks to the Village. Impecabbly furnished this home has balconies on every floor to view the gulf of mexico and white sandy beaches of famous siesta key!... View all property information
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From
$125
Per Night
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1 / 39
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Ready to try out island life? We think you'll like Riviera House is a fantastic family home on the Gulf Coast's Venice Island, just 4 blocks to the private beach access where you can watch the sun rise. It's an ideal vacation home, particularly if you love music. Unlike any other vacation rental... View all property information
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From
$121
Per Night
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1 / 16
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (4) Make Inquiry
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
  • x
  • ?
About this property
Lush, tropical setting just minutes away from the sugar white sand Siesta Key is famous for. Siesta Key Beach was voted the #1 beach in 2011. The back of this property is on the Intracoastal Waterway and affords a breathtaking view. This is a 2 bedroom 2 and a half bath unit. Unit is fully... View all property information
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From
$115
Per Night
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1 / 6
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy the relaxed Siesta Key lifestyle at this comfortable 2 bedroom duplex on the beach side, just steps to award winning Siesta Key Beach. Experience swimming in the Gulf or at the beautiful community pool and then enjoy snorkeling at nearby Point of Rocks Enjoy a quieter area of Siesta Key,... View all property information
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From
$145
Per Night
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1 / 20
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Tropical Retreat is a fabulous waterfront home in the middle of Siesta Key Village on “Boating Water.” You can walk to the beach, shops, boutiques, casual and 5 star dining. After a long day at the beach, enjoy the quiet confines of this beautifully updated home with HD TV's in all the bedrooms,... View all property information
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From
$150
Per Night
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1 / 24
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Located near the South Village of Siesta Key. This newly updated 2 bedroom duplex has it all. A new dipping pool to cool off the hot summer days, along with a BBQ and fire pit for the winter. Lots of space, all new furnishings throughout the home, the large eat in kitchen has plenty of room for... View all property information
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From
$298
Per Week
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1 / 39
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Arborview Beach House is brand new to the rental market and is set to make a big impression on its lucky first guests. With a silver rating and a giant private pool, you should probably start packing ... the Gulf Coast is calling! The private heated pool ensures summer is always on your terms. No... View all property information
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From
$109
Per Night
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1 / 24
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
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From
$250
Per Night
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1 / 12
Siesta Key
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Island Bliss is one of the most elegant and comfortable houses that Siesta Key has to offer. This is one of the rare houses that is conveniently located behind The Village of Siesta Key and still has its own private dock on a canal. Ride your bike or walk to the beach and all the great shops and... View all property information
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From
$199
Per Night
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1 / 15
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (11) Make Inquiry
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
GULF FRONT---FALL DISCOUNTS- Beautiful turn key condominium located on the pristine beaches of Siesta Key. Voted the finest sand in the world. It doesn't get any better than this! The condominium is Full Gulf Front. You can view the water/beach while lying in bed from both bedrooms as well as... View all property information
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From
$250
Per Night
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1 / 40
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Venice
6 Bedrooms, 4 Bathrooms, Sleeps 16
Details Reviews (31) Make Inquiry
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 luxury's lap at 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 5-star... View all property information
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From
$414
Per Week
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1 / 33
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (9) Make Inquiry
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
$150
Per Night
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1 / 47
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Venice
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (23) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beach or pool? Pool or beach? You'll never have to choose at Parkdale Venice House. This gorgeous 4-bedroom house on Venice Island boasts a private, heated pool and is just a few minutes' walk to the golden shore. Just as close and equally tempting are the intrigues of downtown Venice. A historic... View all property information
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From
$125
Per Night
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1 / 22
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and... View all property information
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From
$150
Per Night
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1 / 34
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Venice
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (7) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • 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, 606 Harbor Drive South House offers guests exclusive, deeded access to a private beach (rightly named 'Golden Beach'). Enjoy both sides of Florida life in... View all property information
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From
$225
Per Night
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1 / 55
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Venice
6 Bedrooms, 3 Bathrooms, Sleeps 16
Details Reviews (31) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Dial up the Beach Boys - this beach home's got real surfer's attitude. From outside, the banana yellow exterior and teal blue door reveal only that inside, someone's having much more fun than you. Venice Island's Villas Mansion would love to have you. Your master suite will fit your whole family... View all property information
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1 / 1
Siesta Key
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida. Pink Mango Patio Cottage are surrounded by Bougainvilleas, Passion fruits and coconut palms, located in beautiful Key West style... View all property information
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From
$125
Per Night
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1 / 41
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Venice
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (51) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Ideal for families gathering from across the country and for vacations with many generations, Aurora Seabreeze will delight the young and old alike. As a single storey house, it's perfect for grandparents (and your pets are welcome, too). Located on the island of Venice with a heated pool and... View all property information
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From
$150
Per Night
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1 / 27
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Venice
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Whether your family wants a convenient launch pad to the many charms of Venice Island, or you just want to pull up the drawbridge and forget about the world outside, your needs are fully met at Harbor Drive South House #604. Enjoy both sides of Florida life in Venice - the picture-postcard beach... View all property information
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From
$125
Per Night
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1 / 36
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Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (14) Make Inquiry
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
$405
Per Week
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1 / 26
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Venice
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
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
$100
Per Night
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1 / 5
Venice
2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
  • x
  • ?
About this property
You will have a truly one-of-a-kind vacation if you spend it in our newly renovated lovely gem. It is located in the Westchester Gardens community in the prestigious Plantation Golf and Country Club overlooking the ninth hole of the Bobcat course. Our second floor condo features beautiful lake,... View all property information
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From
$125
Per Night
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1 / 22
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Inquiry
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
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfect destination for your Siesta Key vacation. With resort amenities and the ideal location for beach and bay access, Gulf & Bay Bayside is irresistible! Relax in the large 11 x 16-foot lanai just off... View all property information
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From
$1,445
Per Month
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1 / 21
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Nokomis
2 Bedrooms, 1 Bathroom, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Get up in the morning and throw on your swimsuit, some shorts and flip-flops - it's just 2 blocks to the beach and it's too beautiful to miss a minute of the view. A long stretch sugary white sand beach is at your fingertips at Casey Key's Nokomis state beach park. A real favorite beach amongst... View all property information
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$190
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1 / 24
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Your gulf-front vacation home in a magical, paradise cove awaits you. Located directly on beautiful Turtle Beach in Siesta Key and just steps away outside your door. There is no other resort complex like this that is so close to the beach! You’ll awaken to the energizing sight of the sun and the... View all property information
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From
$160
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1 / 24
Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Welcome to a bit of heaven! Newly udpdated throughout including large flat panel HDTV with PREMIUM CABLE including HBO, DVR and WIRELESS INTERNET FREE! A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on beautiful Turtle Beach in Siesta Key... View all property information
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$129
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1 / 22
Siesta Key
2 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
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to Casita Salado of Villa Margarita! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2) all of which... View all property information
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$125
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Payment Protection
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
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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$150
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Venice
4 Bedrooms, 2 Bathrooms, Sleeps 12
Details Reviews (32) Make Inquiry
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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$1,995
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Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (3) Make Inquiry
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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$405
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Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (12) Make Inquiry
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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$229
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1 / 11
Siesta Key
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
NEW! HEATED POOL! READY FOR OCTOBER 2014! Sophie’s Cottage ( 2 week minimum Rental ) is a smart, sophisticated upscale waterfront retreat with an oversized hot tub, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and... View all property information
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From
$164
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1 / 30
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (18) Make Inquiry
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
$405
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Venice
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (14) Make Inquiry
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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$405
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1 / 34
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Venice
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (4) Make Inquiry
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
$405
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1 / 52
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Siesta Key
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (8) Make Inquiry
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
$150
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1 / 13
Siesta Key
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
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
Please call David Butler before you send money to be sure you are not getting scammed, we do not accept wire transfers. This one bedroom is a large 700 sq. ft. condominium unit in a three unit building. There are two one bedroom units available and a two bedroom unit. You can add to your group... View all property information
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Suitability

  • Wheelchair access (76)
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  • Suitable for children (51)
  • Pet friendly (98)
  • Smoking allowed (1)

Amenities

  • Air Conditioning (367)
  • Internet (358)
  • Other outdoor space (310)
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