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Our top choices for Osprey vacation homes

Vacation Home in Bay Acres

Sunny Coastal Escape
10.0 out of 10, Exceptional, (4 reviews)
"Great location for exploring north & south! House was very clean and comfy. We appreciated the excellent communication with our nice host, Lynn."
United States
Kaja F.
The price is ¥35,270
¥70,103 total
includes taxes & fees
Mar 31 - Apr 1
Sunny Coastal Escape

Vacation Home in Bay Acres

Charming Osprey Home
10.0 out of 10, Exceptional, (1 review)
"Upon entering the property, we felt it was clean, bright and very welcoming. We loved the decor and the nice spaces in this two bedroom, two bath home. We thought the location was perfect, right across the main street is Walmart for quick grocery items, and we liked the amenities including a kettle for hot tea, a coffeemaker and a fully equipped kitchen! We would have liked to have more than two beach towels, but we made do with two. The laundry room was convenient for washing clothes and did...
United States
Van-Ha N.
The price is ¥36,361
¥70,702 total
includes taxes & fees
Apr 6 - Apr 7
Charming Osprey Home
10.0 out of 10, Exceptional, (2 reviews)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
The price is ¥18,943
¥46,537 total
includes taxes & fees
Mar 12 - Mar 13
Charming 2-bedroom house in Englewood with WiFi and AC
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is ¥18,785
¥66,530 total
includes taxes & fees
Mar 29 - Mar 30
Coastal Quadruplex with private beach access & deck - dog-friendly
9.8 out of 10, Exceptional, (6 reviews)
"Great stay for our quick trip to Sarasota. Bed was comfortable. They had all we needed in the kitchen."
United States
Mackenzie H.
The price is ¥16,575
¥38,415 total
includes taxes & fees
Mar 19 - Mar 20
Entire Home mins Siesta Key/closed to downtown

Vacation Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥26,047
¥51,060 total
includes taxes & fees
Apr 1 - Apr 2
Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (20 reviews)
"Great home to stay in with extended family, the three bathrooms were a must, the only downside is the home is on a busy road. "
United States
LaVar R.
The price is ¥17,793
¥72,221 total
includes taxes & fees
Mar 15 - Mar 16
New Two story Cozy House Near Warm Mineral Springs

Vacation Home in South Venice

Mimosa Memories
9.4 out of 10, Exceptional, (35 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is ¥20,355
¥54,554 total
includes taxes & fees
Mar 15 - Mar 16
Mimosa Memories

Vacation Home in Venice

Myakka River
9.8 out of 10, Exceptional, (19 reviews)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
The price is ¥29,204
¥73,002 total
includes taxes & fees
Mar 31 - Apr 1
Myakka River
10.0 out of 10, Exceptional, (38 reviews)
"We were in town for a quick family reunion and stayed at the Poolside Oasis. We were delighted with the location (very close to restaurants, the beach, and of course the family) also the cleanliness of the property. We would definitely recommend this place and would stay here again. "
United States
Jeremiah P.
The price is ¥31,790
¥76,894 total
includes taxes & fees
Apr 10 - Apr 11
Relaxing Poolside- a Private Oasis -heated pool- 7min to beach-2 King beds

Vacation Home in South Venice

Modern 2 Bedroom Farmhouse
9.2 out of 10, Wonderful, (7 reviews)
"Would highly recommend for a one or two night stay"
United States
ann A.
The price is ¥28,273
¥66,126 total
includes taxes & fees
Mar 16 - Mar 17
Modern 2 Bedroom Farmhouse

Vacation Home in North Port

The Balboa - Modern Luxury Getaway
10.0 out of 10, Exceptional, (7 reviews)
"When Ilooking for a vacation rental in Florida, I had a few places to pick, glad I chose this house! It exceeded our expectations and was even better than pictures. The house was clean, modern interior, comfortable beds! My family stayed in his home for eight days, we enjoyed each day in this house. Safe and spacious backyard. Would highly recommend this home!"
United States
Jason L.
The price is ¥35,973
¥78,377 total
includes taxes & fees
Mar 17 - Mar 18
The Balboa - Modern Luxury Getaway
9.8 out of 10, Exceptional, (17 reviews)
"Great stay!"
United States
Ranea P.
The price is ¥15,786
¥55,616 total
includes taxes & fees
Mar 16 - Mar 17
Townhouse•Heated Pool•Lake view•Beach Stuff•3 beds•
9.6 out of 10, Exceptional, (16 reviews)
"We loved this place! It was convenient to everything we liked to do and the perfect size for my husband and I. The bed was comfortable and everything was very clean. "
United States
Melissa N.
The price is ¥35,586
¥77,506 total
includes taxes & fees
Mar 22 - Mar 23
Home in quiet Bird Sanctuary Neighborhood, close to Beach

Vacation Home in Sarasota

Beachy Sarasota Duplex
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is ¥30,317
¥82,722 total
includes taxes & fees
Mar 26 - Mar 27
Beachy Sarasota Duplex
9.6 out of 10, Exceptional, (5 reviews)
"The place was super spacious, clean, and exactly as described. Communication with the host was smooth and easy. Would definitely recommend staying here!"
United States
Anonymous traveler
The price is ¥18,154
¥66,207 total
includes taxes & fees
Mar 15 - Mar 16
3BR Fun House: Ping Pong Table & Screened Patio
10.0 out of 10, Exceptional, (42 reviews)
"Great Area! Clean home and friendly host! "
United States
Rhiannon S.
The price is ¥28,415
¥69,538 total
includes taxes & fees
Mar 31 - Apr 1
8 min to Beach ★ 5TV★Ice Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
9.6 out of 10, Exceptional, (20 reviews)
"Every thing was perfect"
United States
Juan A.
The price is ¥35,586
¥77,328 total
includes taxes & fees
Mar 22 - Mar 23
Spacious Updated 7 Min to Beach. Loaded w/amenities Private and fenced yard PETS
10.0 out of 10, Exceptional, (7 reviews)
"Yes no pets!"
United States
Ron M.
The price is ¥19,612
¥43,671 total
includes taxes & fees
Apr 2 - Apr 3
Sunshine Hideaway 6 mins to Warm Mineral Springs
10.0 out of 10, Exceptional, (70 reviews)
"Wonderful Stay"
United States
Christopher R.
The price is ¥24,056
¥54,427 total
includes taxes & fees
Mar 21 - Mar 22
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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 Vacation Homes information

Number of reviews
366
Accommodation
3925 Vacation Homes
Lowest Price
¥38,415
Highest Price
¥82,722