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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Osprey villas

Outdoor dining

Villa in Sarasota

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
9.6 out of 10, Exceptional, (16 reviews)
"House was exactly like the pictures. It was very clean, spacious, and a great location. We would welcome a chance to stay again!"
United States
Steve N.
The price is HK$1,598
HK$3,679 total
includes taxes & fees
14 Mar - 15 Mar
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Exterior

Villa in South Bradenton

Lakefront 2BR Bradenton Rental Near IMG & Beaches
8.0 out of 10, Very good, (2 reviews)
"I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!"
United States
Maria I
The price is HK$998
HK$2,067 total
includes taxes & fees
24 Mar - 25 Mar
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

Villa in Manasota Key

Turtle Cay at The Beach Shack! Come On Down!
10.0 out of 10, Exceptional, (44 reviews)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is HK$2,065
HK$3,840 total
includes taxes & fees
21 Mar - 22 Mar
Turtle Cay at The Beach Shack! Come On Down!
Exterior

Villa in South Venice

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
10.0 out of 10, Exceptional, (143 reviews)
"Excellent location, beautiful home, wonderful owners that helped with whatever we needed quickly! We have stayed here twice and love it! "
United States
Marilyn D.
The price is HK$2,269
HK$5,376 total
includes taxes & fees
9 Mar - 10 Mar
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Exterior

Villa in Manasota Key

Seaglass Inn at the Beach Shack Just one block from the beach!
10.0 out of 10, Exceptional, (24 reviews)
"The host was more than accommodating! The place was so clean and had all the amenities you could want at the beach. "
United States
Katy D.
The price is HK$3,110
HK$5,364 total
includes taxes & fees
22 Mar - 23 Mar
Seaglass Inn at the Beach Shack Just one block from the beach!
Exterior detail

Villa in North Port

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
9.8 out of 10, Exceptional, (9 reviews)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
United States
MajDeidre F.
The price is HK$2,566
HK$6,185 total
includes taxes & fees
4 Mar - 5 Mar
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Flat-screen TV, books

Villa in Casey Key

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
10.0 out of 10, Exceptional, (4 reviews)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
The price is HK$3,122
HK$4,270 total
includes taxes & fees
11 Mar - 12 Mar
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Exterior

Villa in Manasota Key

Pineapple Express at the Beach Shack Just one block from the beach!
10.0 out of 10, Exceptional, (37 reviews)
"Great place with snacks!"
United States
Nancy N.
The price is HK$3,110
HK$5,504 total
includes taxes & fees
31 Mar - 1 Apr
Pineapple Express at the Beach Shack Just one block from the beach!
Terrace/patio

Villa in Venice Island

Venice Island Villa/walk to beach/heated swimspa-pool/2Bed 2-Bath/bikes/grill
The price is HK$2,347
HK$4,674 total
includes taxes & fees
2 Mar - 3 Mar
Venice Island Villa/walk to beach/heated swimspa-pool/2Bed 2-Bath/bikes/grill
Exterior

Villa in Lake Sarasota

ZoriLux Villa • Pool • Firepit • BBQ • Oasis
The price is HK$6,803
HK$10,639 total
includes taxes & fees
13 Mar - 14 Mar
ZoriLux Villa • Pool • Firepit • BBQ • Oasis
Outdoor dining

Villa in Casey Key

3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
10.0 out of 10, Exceptional, (1 review)
"The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend"
United States
Roger B.
The price is HK$5,109
HK$7,546 total
includes taxes & fees
30 Mar - 31 Mar
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
TV, books

Villa in Casey Key

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
The price is HK$4,240
HK$6,195 total
includes taxes & fees
23 Mar - 24 Mar
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Exterior

Villa in South Bradenton

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
2.0 out of 10, (1 review)
"Where do I start. We arrived in the house to find there are not seven bedrooms, but six. The pool was not clean it had leaves and other items at the bottom as well as the hot tub had a used filter laying in it along with other debris and was cold. The hot tub took 24 hours to heat up. The house itself is very weird in the set up and the furniture inside. Looks like it was bought at a yard sale. The hot water on one side of the house did not work in one of the showers and one of the...
United States
William R.
The price is HK$5,775
HK$10,747 total
includes taxes & fees
22 Mar - 23 Mar
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Location, convenient, pool area."
JONI 2-night trip
Posted 3 days ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Osprey

Osprey Villas information

Number of reviews
281
Accommodation
413 Villas
Lowest Price
HK$2,067
Highest Price
HK$10,747

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between HK$2,067 and HK$10,747 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 8.9. 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 413 villas in Osprey. No matter if you're holidaying with the family or getting away with some friends, Expedia will help you find the best space for your whole crew.
What are the best cheap villas in Osprey?
Villas start at HK$2,067 per night, so your Osprey adventure doesn't have to stretch your budget! Island House Beach Resort V1 On The Beautiful Crescent Beach In Siesta Key is a pocket-friendly pick that comes with plenty of amenities, including a barbecue grill and a swimming pool. Island House Beach Resort V21 is another cheap stay in this sought-after destination. Amenities here include a barbecue grill and a swimming pool. If you're exploring Osprey on a budget, there are loads of popular and free attractions to add to your to-do list. Siesta Key Beach and Venice Beach are visitor favourites. This price was 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.
Are there any family-friendly villas in Osprey?
Many visitors needing a family-friendly villa in Osprey go for Island House Beach Resort V39. With a 3-star rating and useful amenities like a barbecue grill and clothes washing facilities, you're sure to feel at home here. Island House Beach Resort V1 On The Beautiful Crescent Beach In Siesta Key is a 2.5-star stay that's also a hit with travelling families. Clothes washing facilities and WiFi help make it a comfy base for your Osprey getaway. Once you've checked in and unpacked your suitcase, there's no shortage of family-friendly attractions to see around Osprey. Siesta Key Beach and Venice Beach guarantee a good time for young and old.
Why book your villa in Osprey with Expedia?
Expedia makes it a cinch to find your dream villa in Osprey. Getting away with the family? Make the most of our filters to search for stays with amenities like WiFi and a pool. If you need to stick to a budget, choose how much you're willing to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.
How can I find cheap villas in Osprey?
The quickest way to zero in on cheap villas in Osprey is with Expedia's handy filter tool. Tailor your search results by amenities, budget and star rating to nab unbeatable prices in just a couple of clicks.
What is there to do near my villa in Osprey?
After you've unpacked your suitcases, set out and explore the fun things Osprey has for you to experience. Oscar Scherer State Park is a popular attraction to add to your to-do list.

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