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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Villas in Osprey

Guestsuite and bathroom in villa with pool
Pool

Guestsuite and bathroom in villa with pool

Guestsuite and bathroom in villa with pool
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, (43)
"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 473
SAR 1,185 total
includes taxes & fees
1 Sep - 2 Sep
Turtle Cay at The Beach Shack! Come On Down!
❤️️Luxury Villa Englewood - Private Pool 😎 - Game room - 6 mins to Beaches
TV, fireplace, table tennis

❤️️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 SAR 578
SAR 1,607 total
includes taxes & fees
30 Sep - 1 Oct
❤️️Luxury Villa Englewood - Private Pool 😎 - Game room - 6 mins to Beaches
Seashell Shanty at The Beach Shack! Come On Down!
Terrace/patio

Seashell Shanty at The Beach Shack! Come On Down!

10.0 out of 10, Exceptional, (41)
"This property is amazing . We had a great time.....all the extras are such an added benefit!"
The price is SAR 473
SAR 1,185 total
includes taxes & fees
1 Sep - 2 Sep
Seashell Shanty at The Beach Shack! Come On Down!
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Beach nearby

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

10.0 out of 10, Exceptional, (39)
"Location was great, property condition is excellent!"
The price is SAR 473
SAR 1,185 total
includes taxes & fees
2 Sep - 3 Sep
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Sun loungers, beach towels

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

9.8 out of 10, Exceptional, (7)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Dolphins Cove@Manasota Keys
5 bedrooms, desk, iron/ironing board, travel crib

Dolphins Cove@Manasota Keys

10.0 out of 10, Exceptional, (1)
"We loved our stay! The home is so spacious so it was perfect for our family over Mothers Day weekend! My dad lives in Englewood (92 years) and he was able to meet us at the beach to look for sharks teeth! We had a care free time in this home!"
Dolphins Cove@Manasota Keys
Seaglass Inn at the Beach Shack Just one block from the beach!
Exterior

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

10.0 out of 10, Exceptional, (23)
"It was very clean, very nice place with tons to offer."
The price is SAR 831
SAR 1,803 total
includes taxes & fees
31 Aug - 1 Sep
Seaglass Inn at the Beach Shack Just one block from the beach!
Pineapple Express at the Beach Shack Just one block from the beach!
Exterior

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

10.0 out of 10, Exceptional, (37)
"Great stay"
The price is SAR 831
SAR 1,796 total
includes taxes & fees
13 Sep - 14 Sep
Pineapple Express at the Beach Shack Just one block from the beach!
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Books

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

10.0 out of 10, Exceptional, (1)
"Perfect getaway"
The price is SAR 724
SAR 1,066 total
includes taxes & fees
1 Sep - 2 Sep
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Heated Pool Sleeps 32! Pickle/Basketball|Theater
Property grounds

Heated Pool Sleeps 32! Pickle/Basketball|Theater

8.6 out of 10, Excellent, (4)
"Perfect house with everything you need, we enjoyed it! "
Heated Pool Sleeps 32! Pickle/Basketball|Theater
Quiet Downtown Sarasota Villa. Updated 2022.
Fridge, microwave, oven, toaster

Quiet Downtown Sarasota Villa. Updated 2022.

8.2 out of 10, Very Good, (10)
"Enjoyed our stay."
Quiet Downtown Sarasota Villa. Updated 2022.
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Terrace/patio

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

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"
The price is SAR 709
SAR 1,049 total
includes taxes & fees
7 Sep - 8 Sep
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Outdoor dining

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

10.0 out of 10, Exceptional, (4)
"Had a very relaxing time. Nice short walk to the beach"
The price is SAR 593
SAR 898 total
includes taxes & fees
7 Sep - 8 Sep
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Fridge, microwave, oven, stovetop

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

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"
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Fridge, microwave, oven, stovetop

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

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

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between and 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 421 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.