Book Villas in Osprey, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Villas in Osprey
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio
Sarasota FL
This villa features laundry facilities.
Pool
Kitchen
Venice Island / Venice Beach Luxury Villa
Venice FL
This villa featured laundry facilities and barbecue grills.
Kitchen
Washer
Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi
Englewood FL
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Venice Island stylish villa/2 bed 2 bath/heated swimspa/ walk to beach/bikes.
Venice FL
This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Downtown Home! Spacious Backyard, King Size Bed, Fully Equipped Near Beaches
Sarasota FL
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Waterfront Villa Seaglass wows! Pool & Bayfront
Englewood FL
This villa features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Completely Remodeled- 150 Yards to Beach and Restaurants!
Sarasota FL
An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.
Pool
Kitchen
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Sarasota FL
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Manasota Beach Villa. Beautiful private 4 bedroom walk to Manasota beach home!
Englewood FL
This villa features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches
Englewood FL
A hot tub is featured at this villa, along with laundry facilities and barbecue grills.
Pool
Hot Tub
![[Beach Elements] pool view withprivate beach access](https://images.trvl-media.com/lodging/93000000/92160000/92152800/92152709/c13f4f25_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Osprey
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
The price is $262 total per night from Oct 13 to Oct 14
$262 total
per night
Oct 13 - Oct 14
9.2/10 Wonderful! (1,190 reviews)
Osprey Villas essential information
Accommodation | 529 Villas |
|---|---|
Lowest Price | $67 |
Highest Price | $974 |
Popular accommodation | Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Patio, Venice Island / Venice Beach Luxury Villa, Luxurious Private Villa, Large Heated pool, 1 mile to beach, 3 King Beds, Wi-fi, Venice Island stylish villa/2 bed 2 bath/heated swimspa/ walk to beach/bikes., Downtown Home! Spacious Backyard, King Size Bed, Fully Equipped Near Beaches, Waterfront Villa Seaglass wows! Pool & Bayfront, Completely Remodeled- 150 Yards to Beach and Restaurants!, Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches, Manasota Beach Villa. Beautiful private 4 bedroom walk to Manasota beach home!, NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches, [Beach Elements] pool view withprivate beach access, Heated Pool • Sleeps 25 • Pickle/Bball • Theater |
Explore More Ways to Travel with Travelocity
- Condos in Anna Maria Island
- Resorts in Anna Maria Island
- Agritourism in Bradenton
- Capsulehotels in Bradenton
- Aparthotels in Bradenton
- Guesthouses in Bradenton
- Privatevacationhomes in Bradenton
- Safaritentalow in Bradenton
- Treehouses in Bradenton
- Apartments in Casey Key
- Condos in Casey Key
- Cottages in Casey Key
- Guesthouses in Casey Key
- Houseboats in Casey Key
- Motels in Casey Key
- Resorts in Casey Key
- Caravanparks in Casey Key
- Agritourism in Clearwater
- Beach in Clearwater Beach
- Cottages in Clearwater
- Guesthouses in Clearwater
- Houseboats in Clearwater
- Privatevacationhomes in Clearwater
- Villas in Clearwater
- Cabins in Gulfport
- Cottages in Gulfport
- Hostels in Gulfport
- Motels in Gulfport
- Houseboats in Hillsborough County
- Privatevacationhomes in Hillsborough County
- Caravanparks in Largo
- Beach in Lido Key
- Resorts in Lido Key
- Resorts in Longboat Key
- Aparthotels in Manatee County
- Houseboats in Manatee County
- Aparthotels in Nokomis
- Houseboats in Nokomis
- Bedandbreakfast in Osprey
- Aparthotels in Osprey
- Houseboats in Osprey
- Motels in Osprey
- Agritourism in Pinellas County
- Bedandbreakfast in Pinellas County
- Condos in Pinellas County
- Cottages in Pinellas County
- Guesthouses in Pinellas County
- Hostels in Pinellas County
- Motels in Pinellas County
- Resorts in Pinellas County
- Guesthouses in Pinellas Park
- Privatevacationhomes in Pinellas Park
- Villas in Pinellas Park
- Sunseeker Resort Florida Gulf Coast Curio Collection Hilton
- Condos in Safety Harbor
- Hostels in Safety Harbor
- Aparthotels in Sarasota
- Beach in Sarasota
- Casey Key Resorts - Mainland
- Compass Hotel by Margaritaville Anna Maria Sound
- Lido Beach Resort
- Siesta Key Beach Resort and Suites
- Tropical Beach Resorts
- Hotels in Sarasota
- Houseboats in Sarasota
- Motels in Sarasota
- Condos in Siesta Key
- Cottages in Siesta Key
- Beach in Siesta Key
- Hotels in Siesta Key
- Resorts in Siesta Key
- Beach in St Pete Beach
- Resorts in St Pete Beach
- Apartments in St Petersburg
- Apartments in St Petersburg - Clearwater
- Cabins in St Petersburg - Clearwater
- Capsulehotels in St Petersburg - Clearwater
- Condos in St Petersburg - Clearwater
- Cottages in St Petersburg - Clearwater
- Aparthotels in St Petersburg - Clearwater
- Motels in St Petersburg - Clearwater
- Resorts in St Petersburg - Clearwater
- Caravanparks in St Petersburg - Clearwater
- Safaritentalow in St Petersburg - Clearwater
- Treehouses in St Petersburg - Clearwater
- Villas in St Petersburg - Clearwater
- Cottages in St Petersburg
- Guesthouses in St Petersburg
- Caravanparks in St Petersburg
- Villas in St Petersburg
- Condos in Venice
- Aparthotels in Venice
- Beach in Venice
- Motels in Venice