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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured Villas in Osprey

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

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 AU$506
includes taxes & fees
5 Oct - 6 Oct
Turtle Cay at The Beach Shack! Come On Down!
❤️️Luxury Villa in Englewood, Private Pool 😎, Game Room, 6 mins to Beaches
Pool

❤️️Luxury Villa in 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 AU$570
includes taxes & fees
5 Oct - 6 Oct
❤️️Luxury Villa in 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, (42)
"This property is amazing . We had a great time.....all the extras are such an added benefit!"
The price is AU$506
includes taxes & fees
5 Oct - 6 Oct
Seashell Shanty at The Beach Shack! Come On Down!
Flamingo's Nest at the Beach Shack. Just one block from the beach!
Exterior

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 AU$502
includes taxes & fees
22 Oct - 23 Oct
Flamingo's Nest at the Beach Shack. Just one block from the beach!
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 AU$370
includes taxes & fees
5 Oct - 6 Oct
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Exterior

Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater

3.0 star property
10.0 out of 10, Exceptional, (2)
"It was an overall great experience and wonderful time. Host was attentive and responded quickly to all of my messages "
The price is AU$1,084
includes taxes & fees
30 Oct - 31 Oct
Sleeps 20 • Heated Pool • Hot Tub • Outdoor Kitchen/Theater
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Exterior detail

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"
The price is AU$1,203
includes taxes & fees
5 Oct - 6 Oct
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Property grounds

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

9.0 out of 10, Wonderful, (4)
"We had the best time. Our host Melissa was amazing. "
The price is AU$1,073
includes taxes & fees
5 Oct - 6 Oct
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
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 AU$736
includes taxes & fees
5 Oct - 6 Oct
Pineapple Express at the Beach Shack Just one block from the beach!
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

9.4 out of 10, Exceptional, (51)
"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. "
The price is AU$461
includes taxes & fees
12 Oct - 13 Oct
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
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 AU$736
includes taxes & fees
5 Oct - 6 Oct
Seaglass Inn at the Beach Shack Just one block from the beach!
The Oceanview Oasis
Interior

The Oceanview Oasis

10.0 out of 10, Exceptional, (123)
"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! "
The price is AU$505
includes taxes & fees
5 Oct - 6 Oct
The Oceanview Oasis
Pet Friendly Tropical Villa, Heated Salt Pool
Exterior

Pet Friendly Tropical Villa, Heated Salt Pool

10.0 out of 10, Exceptional, (3)
"We had a great vacation! We were happy with the cleanliness and the communication for our stay!"
The price is AU$994
includes taxes & fees
5 Oct - 6 Oct
Pet Friendly Tropical Villa, Heated Salt Pool
Completely Remodeled- 150 Yards to Beach and Restaurants!
Exterior

Completely Remodeled- 150 Yards to Beach and Restaurants!

10.0 out of 10, Exceptional, (35)
"Cute, Clean and Convenient!"
The price is AU$635
includes taxes & fees
23 Oct - 24 Oct
Completely Remodeled- 150 Yards to Beach and Restaurants!
Side-by-Side Villas for Groups Near Downtown
Miscellaneous

Side-by-Side Villas for Groups Near Downtown

The price is AU$5,448
includes taxes & fees
5 Oct - 6 Oct
Side-by-Side Villas for Groups Near Downtown
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Outdoor dining

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

10.0 out of 10, Exceptional, (1)
"Perfect getaway"
The price is AU$561
includes taxes & fees
8 Oct - 9 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Property grounds

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 AU$564
includes taxes & fees
7 Oct - 8 Oct
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Property grounds

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"
The price is AU$885
includes taxes & fees
6 Oct - 7 Oct
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Friendliest staff very accommodating check in process was one of the best I have experienced and I have travelled many. The room is updated the pool amazing and location fantastic. I highly recommend and will be back! "
Janet 1-night trip
Posted 10 hours ago
Tropical Beach Resorts

Find out more about Osprey

Find out more about Osprey

Osprey Villas information

Number of reviews
16,874
Accommodation
412 Villas
Lowest Price
AU$98
Highest Price
AU$312

Frequently asked questions

How much do villas in Osprey cost?
You'll pay between AU$98 and AU$312 per night for a villa in Osprey. Whatever your budget, a terrific getaway is only clicks away on Expedia. 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.
How many villas are there in Osprey?
Osprey has 412 villas to pick from. Find a place that's right for you quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our handy filter tool.
What is there to do near my villa in Osprey?
You'll find tons of impressive things that'll fill up your itinerary in Osprey. Discover renowned attractions like Siesta Key Beach, Venice Beach and Turtle Beach. Nokomis Beach, Crescent Beach and Manasota Beach are also visitor favourites.

Explore a world of travel with Expedia

Explore a world of travel with Expedia