Buccaneer's Hideaway - One of The Cottages on the Key 4.5 km from Osprey
Vacation Home in Sarasota FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home with Parking


Show more
 
Siesta Elegance - 7245 4.6 km from Osprey
Vacation Home in Siesta Key FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Show more
 
Addy's Villas 4.6 km from Osprey
Aparthotel in Venice FL
9.5
Excellent
From $132
From $132
Info Categories
Aparthotel with Private Pool Rooms


Aparthotel with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  


Aparthotel with Parking


Show more
 
Sarasota Home with Pool 4 Mi to Siesta Key Beach! 4.7 km from Osprey
Vacation Home in Sarasota FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool    Outdoor Pool  


Dog Friendly Vacation Home


Show more
 
Cozy Tropical Bungalow Duplex with Heated Pool 4.7 km from Osprey
Vacation Home in Siesta Key FL
8.6
Very Good
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Luxury Vacation Home


Show more
 
Crescent Street Manor 4.7 km from Osprey
Vacation Home in Siesta Key FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Private Pool  


Vacation Home near The Beach


Show more
 
Crescent Beach Villas By Beachside Management 4.8 km from Osprey
Villas in Siesta Key FL
9.3
Excellent
From $281
From $281
Info Categories
Villas with Private Pool Rooms


Villas with Swimming Pool

Private Pool    Outdoor Pool  


Villas near The Beach


Show more
 
Casita Morning Star - 6920 4.8 km from Osprey
Vacation Home in Siesta Key FL
9.5
Excellent
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Casita Sun Star - 1135 4.8 km from Osprey
Vacation Home in Siesta Key FL
8.0
Very Good
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
The Solaster 4.8 km from Osprey
Vacation Home in Siesta Key FL
9.0
Excellent
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Smooth Sailing 4.8 km from Osprey
Vacation Home in Sarasota FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Private Pool  


Vacation Home with Free Wi-Fi


Show more
 
Point of Rocks 4.8 km from Osprey
Vacation Home in Siesta Key FL
Vacation Home with Private Pool Rooms
This luxury rental includes a private pool, offering an exclusive and secluded swimming space. It ensures a personal and undisturbed private pool experience for guests.
Show more
 
Crescent Beach House 4.8 km from Osprey
Vacation Home in Siesta Key FL
9.7
Excellent
Vacation Home with Private Pool Rooms
As a 5-bedroom luxury rental, this property offers a private pool. It provides a substantial private swimming area, enhancing the overall comfort and exclusivity of the stay.
Show more
 
Tropical Pool Paradise - Minutes from the Beach Venice 4.8 km from Osprey
Villas in Nokomis FL
8.0
Very Good
Info Categories
Villas with Private Pool Rooms


Villas with Swimming Pool

Private Pool  


Dog Friendly Villas


Show more
 
Sandy Rocks 4.8 km from Osprey
Vacation Home in Siesta Key FL
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Cozy Tropical Bungalow with Heated Pool 4.8 km from Osprey
Vacation Home in Siesta Key FL
8.4
Very Good
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Luxury Vacation Home


Show more
 
Serenity Cottage - 1028 4.8 km from Osprey
Vacation Home in Siesta Key FL
9.0
Excellent
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Crescent Cottage - 1034 4.8 km from Osprey
Vacation Home in Siesta Key FL
8.0
Very Good
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Casa Coquina - 1038U 4.8 km from Osprey
Vacation Home in Siesta Key FL
10
Excellent
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
Casa Antilles - 1036L 4.8 km from Osprey
Vacation Home in Siesta Key FL
8.8
Excellent
Info Categories
Vacation Home with Private Pool Rooms


Vacation Home with Swimming Pool

Heated Pool    Private Pool  


Vacation Home near The Beach


Show more
 
*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Private Pool (1051)
  •     Pool (1051)
  •     Outdoor Pool (688)
  •     Heated Pool (626)
  •     Indoor Pool (9)
  •     Children's Pool (3)
  •     Parking (726)
  •     4 Star (428)
  •     Dog Friendly (425)
  •     Free Wi-Fi (299)
  •     Beach (243)
  •     3 Star (31)
  •     Adult Only (30)
  •     Accessible (26)
  •     Luxury (16)
  •     Spa (10)
  •     Small (8)
  •     EV charging stations (8)
  •     Honeymoon (3)
  •     Romantic (2)
  •     Sustainability Journey (2)
  •     Family (1)
  •     Beachfront (1)
  •     Cheap (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Gym (1)
  •     Nightlife (1)
×
Checkin
×
Categories
1
Map
× Home About Press Categories Blog Hotel Awards Travelmyth GPT Contact Terms & Conditions Privacy Policy Cookies Policy FAQ