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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Villas in Osprey

Exterior
Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!

Manasota Key
10.0 out of 10, Exceptional, (43)
"Everything was perfect! Check in, snacks provided,and all the little beach luxuries were there..definitely recommend and we will be back "
United States
alan s.
The price is AED 502
AED 1,209 total
includes taxes & fees
19 Nov - 20 Nov
Turtle Cay at The Beach Shack! Come On Down!
Terrace/patio
Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!

Manasota Key
10.0 out of 10, Exceptional, (43)
"We were attending a 60th family reunion. Many were staying down the beach near stump pass. We decided to check out off site bookings Everything was perfect. The gentleman even showed upbto jump one of our cars when we were checking out!"
United States
Joan S.
The price is AED 502
AED 1,213 total
includes taxes & fees
18 Nov - 19 Nov
Seashell Shanty at The Beach Shack! Come On Down!
Exterior
Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!

South Village
10.0 out of 10, Exceptional, (37)
"Accommodating hosts and awesome location!"
Canada
Alan
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior
Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (39)
"We loved our visit to Manasota Key! The Beach Shack is a great location! We were one of the first guests to stay after hurricane Milton. The house is now in great condition. The public beach park was closed, but there is still beach access just one block away. We loved our kayak ride in the bay! We also loved being just a 10 minute walk to all of the restaurants/bars. We went to spring training baseball games on our non beach days. We saw lovely sunsets on the gulf side and a lovely sunrise on...
United States
Scott J.
The price is AED 502
AED 1,209 total
includes taxes & fees
17 Nov - 18 Nov
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior
Mi Pequeña Casa - 2/2 on a lake

Mi Pequeña Casa - 2/2 on a lake

South Bradenton
The price is AED 311
AED 756 total
includes taxes & fees
18 Nov - 19 Nov
Mi Pequeña Casa - 2/2 on a lake
Exterior
Seaglass Inn at the Beach Shack Just one block from the beach!

Seaglass Inn at the Beach Shack Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (24)
"It was very clean, very nice place with tons to offer."
United States
Zac I.
The price is AED 814
AED 1,750 total
includes taxes & fees
17 Nov - 18 Nov
Seaglass Inn at the Beach Shack Just one block from the beach!
Outdoor dining
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

Casey Key
10.0 out of 10, Exceptional, (1)
"Perfect getaway"
United States
Joseph K.
The price is AED 768
AED 1,354 total
includes taxes & fees
17 Nov - 18 Nov
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Exterior
Pineapple Express at the Beach Shack Just one block from the beach!

Pineapple Express at the Beach Shack Just one block from the beach!

Manasota Key
10.0 out of 10, Exceptional, (37)
"The house was clean and had all the amenities we needed for a quick trip to the beach. Restaurants were within walking distance. Great place, would definitely stay again if in the area."
United States
Michael O.
The price is AED 814
AED 1,750 total
includes taxes & fees
17 Nov - 18 Nov
Pineapple Express at the Beach Shack Just one block from the beach!
Property grounds
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

Bradenton
The price is AED 349
AED 2,071 total
includes taxes & fees
17 Nov - 18 Nov
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Exterior
ZoriLux Villa • Pool • Firepit • BBQ • Oasis

ZoriLux Villa • Pool • Firepit • BBQ • Oasis

2.0 star property
Lake Sarasota
The price is AED 516
AED 1,474 total
includes taxes & fees
17 Nov - 18 Nov
ZoriLux Villa • Pool • Firepit • BBQ • Oasis
Exterior detail
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

North Port
9.8 out of 10, Exceptional, (7)
"The property was as pictured and clean. Information for check in was provided in a timely fashion and correct. Nice neighborhood a short distance from family who lives in North Port. The only hiccup in our stay was when the AC unit died 2 days before our departure. Initial response when I reached out was quick. A wall AC unit was provided to cool the master bedroom. This caused us to move the patio couch into the master bedroom to accommodate the additional family member that stayed with us to...
United States
Wendy D.
The price is AED 1,194
AED 2,888 total
includes taxes & fees
17 Nov - 18 Nov
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Exterior
Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Heated Pool and Spa • Outdoor Kitchen/Theater/Games

2.0 star property
South Bradenton
The price is AED 580
AED 2,340 total
includes taxes & fees
17 Nov - 18 Nov
Heated Pool and Spa • Outdoor Kitchen/Theater/Games
Outdoor dining
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

Casey Key
10.0 out of 10, Exceptional, (4)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
The price is AED 588
AED 888 total
includes taxes & fees
17 Nov - 18 Nov
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Property grounds
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

2 Bedroom/2 Bath Villa (Ground Level) - Unit 7

Casey Key
10.0 out of 10, Exceptional, (2)
"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 AED 768
AED 1,354 total
includes taxes & fees
17 Nov - 18 Nov
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Fridge, microwave, oven, stovetop
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

Casey Key
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Property grounds
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

Casey Key
10.0 out of 10, Exceptional, (1)
"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.
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
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

Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key

10/10 Excellent
"Comfort Inn was great. The breakfast could be better don’t really like only powdered eggs and sausage. The staff was outstanding and friendly location quiet and clean. I will stay here again next time I’m in the area."
Jim 4-night trip
Posted 1 day ago
Comfort Suites Sarasota - Siesta Key

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between AED 756 and AED 2,888 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 10.0. 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 423 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.
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.