Vacation Rentals For Rent in Osprey

The Closest Condo to the Gulf of Mexico on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
We are directly on the beach. The Gulf of Mexico is about 125' from our lanai and the Bay inlet is about 100' from our guest bedroom window and east balcony.
From $1,195 /Week
Fishermans Cove A302
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedroom condo rental in Siesta Key
From $1,150 /Week
Fishermans Cove A102 - On Turtle Beach on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Fishermans Cove A102 - On Turtle Beach on Siesta Key
From $1,150 /Week
BEAUTIFUL, SPACIOUS LAKEFRONT VILLA WITH HEATED POOL, CLOSE TO THE BEACH
South West FL > Nokomis
House , Bedroom(s): 3 , Sleeps: 6
3 bedrooms, 2 baths, heated pool, quiet lake front location, 5 miles from Nokomis Beach
From $1,150 /Week
BEAUTIFUL RENOVATED VILLA, LAKE VIEW, HEATED POOL, CLOSE TO BEACH
South West FL > Nokomis
House , Bedroom(s): 3 , Sleeps: 6
3 bedrooms, 2 baths, heated pool, quiet lake front location, 5 miles from Nokomis Beach
From $1,050 /Week
Timberwoods Vacation Villas Close to Siesta Key, Florida
South West FL > Sarasota
Villa , Bedroom(s): 2 , Sleeps: 6
Affordable Villa with Pool, Hot Tub, Tennis, Shuffleboard and more great amenities - 2 Bedrooms, 2 Baths, (Sleeps 4-6)
From $99 /Night
Coquina Siesta Key Bungalows
South West FL > Siesta Key
Bungalow , Bedroom(s): 1 , Sleeps: 2
1 bedroom, 1 bathroom, 2 sleeps
Beautiful lake front home with Pool in close distance to Siesta Key Beach
South West FL > Sarasota
House , Bedroom(s): 2 , Sleeps: 4
2 Bedrooms, 2 Bathrooms, heated Pool, sleeps 4 Persons, 3 miles from Siesta Key
From $1,000 /Week
Spacious waterfront Villa with gorgeous views, 0.5 miles to Siesta Beach
South West FL > Sarasota
House , Bedroom(s): 4 , Sleeps: 6
4 bedrooms, 3 baths, Pool, one mile to Siesta Beach, sleeps 6 pers.
From $1,700 /Week
House of the Sun Unit 402
OFFER
House of the Sun Unit 402
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Beachfront Siesta Key, Florida Condo Rental- This is a 2 bedrooms, 2 baths beachfront unit on Crescent Beach.
From $179 /Night

OFFER 15% OFF Base Price June 1 - Sept 30. New Rentals Only

Special offer period: Jun 1, 2020 - Sep 30, 2020

Luxury 2400 sq ft 6th floor condo with private access to Crescent Beach
South West FL > Siesta Key
Condo , Bedroom(s): 3 , Sleeps: 6
Large open floor plan is great for family vacations. Location...Location...Location !! Everything is within walking distance.
From $1,690 /Week
Sandy's Siesta Key Condo
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
We are located in Midnight Cove 1 in Siesta Key, Fl. Luxury accommodations at an affordable price!! Pay no service fees when booking directly with me!!
From $140 /Night
Bellevue-Siesta
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
Spacious luxury end unit 2BD 2BA
From $1,098 /Week
207 - El Presidente Condo on Siesta Key Tropic View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,378 /Week
301 - El Presidente Condo on Siesta Key Gulf View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 8
2 Bedrooms, 2 Bathrooms, Sleeps 8 In Siesta Key, FL
From $1,679 /Week
504 - El Presidente Condo on Siesta Key Gulf View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,498 /Week
106 - El Presidente Condo on Siesta Key Gulf View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,498 /Week
404 - El Presidente Condo on Siesta Key Stunning Siesta Key Coastal Getaway
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,498 /Week
304 - El Presidente Condo on Siesta Key Gulf View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,498 /Week
401 - El Presidente Condo on Siesta Key Gulf View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 8
2 Bedrooms, 2 Bathrooms, Sleeps 8 In Siesta Key, FL
From $1,679 /Week
105 - El Presidente Condo on Siesta Key Tropic View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,378 /Week
103 - El Presidente Condo on Siesta Key Tropic View
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 Bedrooms, 2 Bathrooms, Sleeps 6 In Siesta Key, FL
From $1,378 /Week
509 - El Presidente Condo on Siesta Key Beach View Penthouse
South West FL > Siesta Key
Condo , Bedroom(s): 3 , Sleeps: 8
3 Bedrooms, 3.5 Bathrooms, Sleeps 8 In Siesta Key, FL
From $3,893 /Week
508 - El Presidente Condo on Siesta Key Beach View
South West FL > Siesta Key
Condo , Bedroom(s): 3 , Sleeps: 8
3 Bedrooms, 3 Bathrooms, Sleeps 8 In Siesta Key, FL
From $2,697 /Week
SIESTA KEY CONDO-DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
2 bedroom, 2 bath, 8th floor, beautiful furniture and accessories, well-appointed condo directly overlooking the ocean on Siesta Key. Min 2 weeks stay required.
From $1,200 /Week