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Villas in Osprey

Our top choices for Osprey villas

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

10.0 out of 10, Exceptional, (1)
"Beautiful house!"
NEW 3BR Home with Pool, Hot Tub, Cafe, Minutes to Venice and Englewood Beaches

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

10.0 out of 10, Exceptional, (122)
"We loved our little island stay, the beach was as beautiful as the pictures! Clean and a such a short distance to everything, we will definitely be staying again! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

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

10.0 out of 10, Exceptional, (66)
"Great place near the beach ! "
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (67)
"Clean and safe"
Waterfront Mermaid's Retreat Delights!

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

9.8 out of 10, Exceptional, (16)
"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!

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (118)
"Everything was in perfect order at this property! Loved our stay here!"
Major Upgrades 1 of a kind home right on the beach

Updated Downtown Sarasota Villa, 2b/2b

9.4 out of 10, Exceptional, (6)
"Would stay again "
Updated Downtown Sarasota Villa, 2b/2b

Brand-New 3BR Villa Modern Comfort & Resort Amenities

Brand-New 3BR Villa Modern Comfort & Resort Amenities

Sunrise Deluxe-Heated Pool & Spa Villa-Great Amenities- 6 Min to Beach

10.0 out of 10, Exceptional, (54)
"Great stay! Property was well maintained and laid out perfectly for ease of use. Will definitely stay again when we’re back in the area. Rob L. "
Sunrise Deluxe-Heated Pool & Spa Villa-Great Amenities- 6 Min to Beach

Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

10.0 out of 10, Exceptional, (6)
"Best place to stay"
Renovated 1 Bed / 1 Bath Condo on Siesta Beach!

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

10.0 out of 10, Exceptional, (16)
"Our favorite place we have stayed at manasota key ever"
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

10.0 out of 10, Exceptional, (18)
"This was a great find close to the beach. The villa had a lot of great appliances for those with shorter or extended stays. Can’t wait to stay here again! Highly recommend!! "
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

Luxury Tropical Retreat, Pool, King Beds & Game Room

2.0 star property
10.0 out of 10, Exceptional, (9)
"We loved our staycation at this clean, well-equipped home! Lots of thoughtful details went into planning, decorating & outfitting. We were very comfortable & able to stretch out in all the various spaces inside & outside! 5 Stars all around!!!"
Luxury Tropical Retreat, Pool, King Beds & Game Room

Peaceful Beach Home Fully Equipped!

9.4 out of 10, Exceptional, (3)
"We had never been to Sarasota before and were thrilled with the location of this Vacation Rental. Walking/biking (Legacy Trail) distance to parks, groceries, and museums on a quiet dead end street. Easy access to beaches, theaters, and friends on various Keys. The home itself was super clean and comfortable supplied with everything we might need. The owner was exceptionally respectful of our privacy and immediately responsive for any questions we had. We would definitely stay there again."
Peaceful Beach Home Fully Equipped!

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

9.8 out of 10, Exceptional, (13)
"This is the third time we have stayed here and have a great time every time. It is a spacious home in the perfect location. Close to downtown but quiet and safe neighborhood. "
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches

Walk to Nokomis Beach. Quality, Cleanliness, Affordable. SmartTV, Full Kitchen

8.6 out of 10, Excellent, (74)
"We enjoyed our stay. The house was clean and we had no problems during our stay. We liked how close it was to shopping and beaches. We plan on staying again next year!"
Walk to Nokomis Beach. Quality, Cleanliness, Affordable. SmartTV, Full Kitchen

Salty Shell Villa 5 star rated minutes to Warm Mineral Springs and area beaches!

9.6 out of 10, Exceptional, (5)
"Excellent place"
Salty Shell Villa 5 star rated minutes to Warm Mineral Springs and area beaches!

❤️️Luxury Villa Englewood - Private Pool 😎 - Game room - 6 mins to Beaches

10.0 out of 10, Exceptional, (2)
"The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return."
The price is ¥22,815
¥64,275 total
includes taxes & fees
Sep 9 - Sep 10
❤️️Luxury Villa Englewood - Private Pool 😎 - Game room - 6 mins to Beaches

Walk to Beach & Historic Downtown Venice - Rennovated 2 Bed, 2.5 Ba, off-st pkg

10.0 out of 10, Exceptional, (11)
"Wonderful place in a great neighborhood. Had everything we needed. Would stay here again."
Walk to Beach & Historic Downtown Venice - Rennovated 2 Bed, 2.5 Ba, off-st pkg

Island House Beach Resort V10B

3.0 star property
8.8 out of 10, Excellent, (20)
"Wish it was on beach to see sunsets"
Island House Beach Resort V10B
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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Top Osprey Hotel Reviews

Find out more about Osprey

Find out more about Osprey

Osprey Villas information

Number of reviews
Accommodation
412 Villas
Lowest Price
¥22,815
Highest Price
¥22,815

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between ¥22,815 and ¥22,815 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 0.0. 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 412 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.