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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Osprey villas

Exterior

Villa in South Bradenton

Lakefront 2BR Bradenton Rental Near IMG & Beaches
8.0 out of 10, Very Good, (1 review)
"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 ￥18,457
￥39,314 total
includes taxes & fees
Feb 8 - Feb 9
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Exterior

Villa in South Village

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
9.4 out of 10, Exceptional, (51 reviews)
"Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. "
United States
John K.
The price is ￥15,101
￥45,620 total
includes taxes & fees
Feb 3 - Feb 4
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior detail

Villa in North Port

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
9.8 out of 10, Exceptional, (8 reviews)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
United States
MajDeidre F.
The price is ￥50,033
￥115,723 total
includes taxes & fees
Jan 29 - Jan 30
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Exterior

Villa in South Bradenton

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
The price is ￥21,737
￥94,209 total
includes taxes & fees
Feb 1 - Feb 2
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
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 ￥44,237
￥104,826 total
includes taxes & fees
Jan 29 - Jan 30
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
Property grounds

Villa in Casey Key

2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
10.0 out of 10, Exceptional, (2 reviews)
"Clean and updated cottage across the street from beach and walking distance to two restaurants. Responsive management and easy to work with. Quiet sleeping . Nice stay"
United States
Joanne K.
The price is ￥36,915
￥62,215 total
includes taxes & fees
Jan 29 - Jan 30
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Exterior

Villa in Bradenton

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
The price is ￥30,508
￥106,854 total
includes taxes & fees
Feb 2 - Feb 3
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Exterior

Villa in South Village

Completely Remodeled- 150 Yards to Beach and Restaurants!
10.0 out of 10, Exceptional, (37 reviews)
"We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. "
United States
Kelsey B.
The price is ￥48,050
￥92,950 total
includes taxes & fees
Feb 10 - Feb 11
Completely Remodeled- 150 Yards to Beach and Restaurants!
A heated pool

Villa in Casey Key

#1 Beachfront Mansion • Heated Pool • Theater
The price is ￥77,795
￥202,204 total
includes taxes & fees
Feb 5 - Feb 6
#1 Beachfront Mansion • Heated Pool • Theater
Fridge, microwave, oven, stovetop

Villa in Casey Key

Sunny 1BR/1BA Ground-Level Villa, Walk to Beach, Full Kitchen, Private Patio
9.2 out of 10, Wonderful, (5 reviews)
"Beach or bay. Easy stay. Bikes a plus - nice 8 mile round trip on a beautiful ride. Kayaking nice - had to wait for the three in use to return but worth it. A few more on premise would help. Need to return to take full advantage of the property - grill, fire pit, pool, fishing, as our stay was but a few days. Thank you for a nice stay"
United States
Brian K.
The price is ￥29,898
￥43,837 total
includes taxes & fees
Jan 29 - Jan 30
Sunny 1BR/1BA Ground-Level Villa, Walk to Beach, Full Kitchen, Private Patio
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 ￥89,694
￥133,487 total
includes taxes & fees
Feb 5 - Feb 6
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Property grounds

Villa in Casey Key

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
10.0 out of 10, Exceptional, (1 review)
"Perfect getaway"
United States
Joseph K.
The price is ￥39,203
￥65,106 total
includes taxes & fees
Jan 29 - Jan 30
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Fridge, microwave, oven, stovetop

Villa in Casey Key

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
The price is ￥74,440
￥110,262 total
includes taxes & fees
Feb 4 - Feb 5
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"The staff were great. They helped me as my stay grew longer and longer in the wake of snow travel disruption. They made it easy as I had to extend my stay."
Peter 2-night trip
Posted 5 hours ago
Kompose Boutique Hotel

Find out more about Osprey

Osprey Villas information

Number of reviews
231
Accommodation
413 Villas
Lowest Price
￥39,314
Highest Price
￥133,487

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between ￥39,314 and ￥133,487 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 9.8. 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 vacationing 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 ￥39,314 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 favorites. 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 traveling 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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