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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Villas in Osprey

Paradise Cove at Lemon Bay
Exterior

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very Good, (77)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay
Waterfront Mermaid's Retreat Delights!
Beach nearby, beach towels

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (65)
"Absolutely wonderful stay! I could’ve stayed another day to just do nothing. "
Waterfront Mermaid's Retreat Delights!
Waterfront Paradise Bay
A heated pool

Waterfront Paradise Bay

10.0 out of 10, Exceptional, (80)
"Really comfortable stay. Beautiful location. The pool was great and it’s such a short walk to the beach. Our family had a great time! "
Waterfront Paradise Bay
NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches
A heated pool

NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches

NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
A heated pool

Heated Pool Sleeps 20! Outdoor Kitchen/Theater

3.0 star property
10.0 out of 10, Exceptional, (1)
"Buenas condiciones. "
The price is SAR 1,222
SAR 3,161 total
includes taxes & fees
17 Jul - 18 Jul
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
Venice Island / Venice Beach Luxury Villa
Beach

Venice Island / Venice Beach Luxury Villa

9.2 out of 10, Wonderful, (123)
"Well stocked with essentials. Easy check in and out. Very convenient location and extremely clean. "
Venice Island / Venice Beach Luxury Villa
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
On the beach, sun loungers, beach towels

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (117)
"Beautiful and relaxing! We enjoyed our stay it was just what we needed."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Sunny Gulf Coast Villa: Direct Beach & Pool Access
Fridge, microwave, stovetop, dishwasher

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (31)
"This was a great location."
Sunny Gulf Coast Villa: Direct Beach & Pool Access
Direct Beachfront Gulf with Amazing Views
On the beach, sun loungers, beach towels

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (92)
"The condo is beautifully located on the beach. Great view of the Gulf from balcony. This place is exceptionally clean. "
Direct Beachfront Gulf with Amazing Views
2 bed/2 Ba Venice Island Villa - Walk to Beach & Historic Downtown Venice!
Beach nearby

2 bed/2 Ba Venice Island Villa - Walk to Beach & Historic Downtown Venice!

9.6 out of 10, Exceptional, (15)
"Beautiful place, very accommodating, and owner was very kind, responsive, and knowledgeable. Would definitely stay again in the future!"
2 bed/2 Ba Venice Island Villa - Walk to Beach & Historic Downtown Venice!
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Dining

Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

10.0 out of 10, Exceptional, (12)
"Close to many destinations and restaurants. Easy walking. "
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room
TV, DVD player, foosball

Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room

9.6 out of 10, Exceptional, (77)
"Great place. Great host. Good location."
Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room
Everything is NEW! Siesta Key Villa at Vista Hermosa - 2 Blocks to Beach 169
Beach nearby, sun loungers, beach towels

Everything is NEW! Siesta Key Villa at Vista Hermosa - 2 Blocks to Beach 169

9.6 out of 10, Exceptional, (4)
"The property exceeded our expectations - very clean and comfortable. The location is perfect! .. close proximity to the beach, restaurants and shops. We will be returning. "
Everything is NEW! Siesta Key Villa at Vista Hermosa - 2 Blocks to Beach 169
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Marina

"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

10.0 out of 10, Exceptional, (12)
"Our favorite place we have stayed at manasota key ever"
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Luxury Villa steps from Venice Beach Children friendly
Property grounds

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (108)
"It was close to the beach and not to far from town "
Luxury Villa steps from Venice Beach Children friendly
Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location.
Beach nearby, sun loungers, beach towels

Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location.

9.6 out of 10, Exceptional, (13)
"Great stay, easy check in, super responsive hosts, clean place, across the street from the beach=amazing vacation! "
Sparkling Clean, Updated 2BR/1BA Beach Condo. Unbeatable Location.
Turtle Cay at The Beach Shack! Come On Down!
Fridge, microwave, oven, stovetop

Turtle Cay at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (42)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
The price is SAR 592
SAR 1,630 total
includes taxes & fees
16 Jul - 17 Jul
Turtle Cay at The Beach Shack! Come On Down!
Close to Beaches|Pool|Fire Pit|Game Room|King Beds
Outdoor dining

Close to Beaches|Pool|Fire Pit|Game Room|King Beds

2.0 star property
10.0 out of 10, Exceptional, (8)
"This property was beautiful! It kept us all young adults occupied! Between the game room, pool, the shed with a bunch of outdoor activities, and the surrounding area with restaurants and bars we stayed busy! 100% I’d recommend staying and would stay again! "
Close to Beaches|Pool|Fire Pit|Game Room|King Beds
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
Outdoor dining

Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!

10.0 out of 10, Exceptional, (65)
"Great place to stay. Comfortable, clean, everything you need & very close to Siesta Beach. Owners were very welcoming & helpful. "
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC
Beach

Beachy 3-bedroom Villa on Siesta Key with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Clean and modern unit. We had 6 adults and a 5 year old and didn’t feel cramped. The host was responsive and very helpful. The location is pretty perfect. We hope to be able to stay again!"
Beachy 3-bedroom Villa on Siesta Key with WiFi, AC
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.
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Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between SAR 592 and SAR 1,222 per night. These getaways provide the privacy to enjoy your own space at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Osprey?
Osprey has multiple villas with a total average guest review rating of 9.6. Island House Beach Resort V39 is a popular choice with Expedia guests. Visitors staying at this 3-star retreat will enjoy access to a swimming pool and a barbecue grill. Island House Beach Resort V1 On The Beautiful Crescent Beach In Siesta Key is another sought-after stay. This 2.5-star villa offers a barbecue grill and a swimming pool, among other conveniences.
How many villas are there in Osprey?
Take your pick of 461 villas in Osprey. No matter if you're vacationing with the family or getting away with some friends, Expedia will help you find the best space for your whole crew.