Book Villas in Osprey, FL
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Top Villas in Osprey
Paradise Cove at Lemon Bay
664 S McCall Rd Englewood FL
A private beach and an outdoor pool are featured at this smoke-free villa. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and luggage storage are also on offer.
Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!
Siesta Key FL
An outdoor pool is featured at this villa, along with a garden and laundry facilities.
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
Ground Floor Luxury Villa Steps From Venice Beach
Venice FL
This villa featured laundry facilities and barbecue grills.
2 bed/2 Ba Venice Island Villa - Walk to Beach & Historic Downtown Venice!
Venice FL
This villa featured laundry facilities and barbecue grills.
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC
Sarasota FL
This villa featured laundry facilities and barbecue grills.
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota FL
This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Our American Dream - Charming villa close to Siesta Key Beach
Sarasota FL
A hot tub is featured at this villa, along with laundry facilities and barbecue grills.
Island House Beach Resort V16
Siesta Key Florida
This villa features a water park, a garden, and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Venice Island / Venice Beach Luxury Villa
Venice FL
This villa featured laundry facilities and barbecue grills.
Direct Beachfront Gulf with Amazing Views
Longboat Key FL
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.
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
Carlisle Inn
3727 Bahia Vista Sarasota FL
$197 nightly
The price is $223 total per night from Jan 5 to Jan 6
$223 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.8/10 Exceptional! (2,152 reviews)
Osprey Villas essential information
Accommodation | 413 Villas |
|---|---|
Lowest Price | $91 |
Highest Price | $223 |
Popular accommodation | Paradise Cove at Lemon Bay, Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!, NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches, Ground Floor Luxury Villa Steps From Venice Beach, 2 bed/2 Ba Venice Island Villa - Walk to Beach & Historic Downtown Venice!, Beachy 3-bedroom Villa on Siesta Key with WiFi, AC, Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA, Our American Dream - Charming villa close to Siesta Key Beach, Island House Beach Resort V16, Venice Island / Venice Beach Luxury Villa, Direct Beachfront Gulf with Amazing Views , Jamaica Royale #40 - 3 Heated Pools on the Beach - One Ocean-Side! |
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