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Our top choices for Osprey villas

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
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 NZ$443
includes taxes & fees
9 Feb - 10 Feb
Lakefront 2BR Bradenton Rental Near IMG & Beaches

TOP 10% Home, Family Fun Game Rm,Loaded Amenities,Enclosed Lanai,6 Mins to beach

TOP 10% Home, Family Fun Game Rm,Loaded Amenities,Enclosed Lanai,6 Mins to beach
Englewood South
10.0 out of 10, Exceptional, (3 reviews)
"The house was fabulous, the pool was fabulous and you could see the bay from the backyard! Every little thing you could think of was supplied, and then some. Naveen answered all of my questions so promptly!! When I left the house and got to the airport, I realized I had left my very important CPAP machine there. Naveen was kind enough to quickly send it to me and it arrived overnight. He went above and beyond, and I am so overjoyed! He is truly an outstanding person!"
United States
Grace H.
The price is NZ$860
includes taxes & fees
11 Feb - 12 Feb
TOP 10% Home, Family Fun Game Rm,Loaded Amenities,Enclosed Lanai,6 Mins to beach

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

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.4 out of 10, Exceptional, (52 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 NZ$502
includes taxes & fees
11 Feb - 12 Feb
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
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 NZ$823
includes taxes & fees
1 Mar - 2 Mar
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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, (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 NZ$804
includes taxes & fees
10 Mar - 11 Mar
Turtle Cay at The Beach Shack! Come On Down!

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
South Venice
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 NZ$1,124
includes taxes & fees
9 Feb - 10 Feb
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly

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, (8 reviews)
"Very relaxing..very spacious..decor was outstanding..very clean .and inviting..love it"
United States
MajDeidre F.
The price is NZ$1,309
includes taxes & fees
3 Mar - 4 Mar
Stunning Retreat: Endless Summer Villa 3BR/ 2BA with Heated Pool

Miramar

Miramar
3.0 star property
Siesta Key
The price is NZ$4,340
includes taxes & fees
17 Feb - 18 Feb
Miramar

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 NZ$1,153
includes taxes & fees
27 Feb - 28 Feb
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool

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 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.
Completely Remodeled- 150 Yards to Beach and Restaurants!

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 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 NZ$1,244
includes taxes & fees
9 Feb - 10 Feb
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B

#1 Beachfront Mansion • Heated Pool • Theater

#1 Beachfront Mansion • Heated Pool • Theater
Casey Key
The price is NZ$2,588
includes taxes & fees
24 Feb - 25 Feb
#1 Beachfront Mansion • Heated Pool • Theater

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

2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C
Casey Key
The price is NZ$1,033
includes taxes & fees
12 Feb - 13 Feb
2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C

Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
South Bradenton
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 NZ$1,171
includes taxes & fees
25 Feb - 26 Feb
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

Find out more about Osprey

Osprey Villas information

Number of reviews
292
Accommodation
413 Villas
Lowest Price
NZ$443
Highest Price
NZ$1,309

Frequently asked questions

How much do villas in Osprey cost?
Villas in Osprey cost between NZ$443 and NZ$1,309 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.
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 NZ$443 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.
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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