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Our top choices for Osprey vacation homes

Charming Osprey Home

Charming Osprey Home
2.0 star property
Bay Acres
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 ¥34,960
¥64,024 total
includes taxes & fees
Jan 29 - Jan 30
Charming Osprey Home

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (1 review)
"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 ¥18,983
¥47,426 total
includes taxes & fees
Jan 27 - Jan 28
Charming 2-bedroom house in Englewood with WiFi and AC

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38 reviews)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is ¥26,578
¥61,851 total
includes taxes & fees
Jan 22 - Jan 23
Siesta Heron Suites & Villas

Venice Dove Shell

Venice Dove Shell
2.0 star property
Venice East
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming, with timely communication and clear guidelines. The house was spacious, easily accommodating six guests. Also very orderly and clean. I'd recommend this property to friends."
United States
Angela B.
The price is ¥17,875
¥52,232 total
includes taxes & fees
Jan 22 - Jan 23
Venice Dove Shell

PLACE TO BE. we have everything you need

PLACE TO BE. we have everything you need
Warm Mineral Springs
9.6 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
The price is ¥15,661
¥48,623 total
includes taxes & fees
Jan 22 - Jan 23
PLACE TO BE. we have everything you need

Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is ¥16,452
¥63,140 total
includes taxes & fees
Jan 27 - Jan 28
Coastal duplex with private beach access & deck - dog-friendly

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (25 reviews)
"Clean and comfortable. "
United States
Laney
The price is ¥19,389
¥52,444 total
includes taxes & fees
Jan 27 - Jan 28
[escape to paradise] siesta key beach getaway

Perfect Getaway with the pool

Perfect Getaway with the pool
North Port
10.0 out of 10, Exceptional, (27 reviews)
"We enjoyed our stay very much. Will stay again"
United States
Christi K.
The price is ¥27,050
¥67,523 total
includes taxes & fees
Jan 22 - Jan 23
Perfect Getaway with the pool

The Balboa - Modern Luxury Getaway

The Balboa - Modern Luxury Getaway
2.0 star property
North Port
10.0 out of 10, Exceptional, (4 reviews)
"Place was great, host was friendly and checked in during stay. "
United States
Bill A.
The price is ¥22,756
¥61,465 total
includes taxes & fees
Jan 22 - Jan 23
The Balboa - Modern Luxury Getaway

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (16 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is ¥12,760
¥33,492 total
includes taxes & fees
Jan 22 - Jan 23
Nestled in North Port. Updated 2 Bed / 1 Bath.

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
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 ¥19,283
¥67,033 total
includes taxes & fees
Jan 22 - Jan 23
Beachy Sarasota Duplex

The Mermaid at Tiny House Siesta

The Mermaid at Tiny House Siesta
2.0 star property
Sarasota
10.0 out of 10, Exceptional, (2 reviews)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
The price is ¥18,666
¥33,511 total
includes taxes & fees
Jan 25 - Jan 26
The Mermaid at Tiny House Siesta

Charming 2-bedroom house in lovely Sarasota with yard.

Charming 2-bedroom house in lovely Sarasota with yard.
Kensington Park
10.0 out of 10, Exceptional, (8 reviews)
"Easy to check in, clean and comfortable "
United States
Hugo J.
The price is ¥15,028
¥34,446 total
includes taxes & fees
Feb 4 - Feb 5
Charming 2-bedroom house in lovely Sarasota with yard.

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (18 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 ¥29,265
¥71,415 total
includes taxes & fees
Jan 22 - Jan 23
Myakka River

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (23 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is ¥19,220
¥54,069 total
includes taxes & fees
Jan 25 - Jan 26
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Mimosa Memories

Mimosa Memories
South Venice
9.4 out of 10, Exceptional, (30 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is ¥17,796
¥51,195 total
includes taxes & fees
Jan 29 - Jan 30
Mimosa Memories

New Two story Cozy House Near Warm Mineral Springs

New Two story Cozy House Near Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (17 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 ¥17,796
¥71,759 total
includes taxes & fees
Jan 30 - Jan 31
New Two story Cozy House Near Warm Mineral Springs

Comfortable 3-bedroom home with WiFi and AC in Englewood, 3.5 mil. to beache

Comfortable 3-bedroom home with WiFi and AC in Englewood, 3.5 mil. to beache
2.0 star property
Englewood Central
9.8 out of 10, Exceptional, (8 reviews)
"The owner was very nice and responded right away if we had any questions. Nice clean place. Enjoyed our stay and location was great!"
United States
Barbara K.
The price is ¥26,892
¥72,467 total
includes taxes & fees
Jan 22 - Jan 23
Comfortable 3-bedroom home with WiFi and AC in Englewood, 3.5 mil. to beache

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Sarasota
9.4 out of 10, Exceptional, (17 reviews)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
The price is ¥15,186
¥38,000 total
includes taxes & fees
Jan 31 - Feb 1
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village
Olde Englewood Village
9.8 out of 10, Exceptional, (60 reviews)
"Very good, great location 👍👍"
United States
James M.
The price is ¥23,491
¥49,009 total
includes taxes & fees
Feb 1 - Feb 2
Old Floridian cottage in Historic Gulf Village
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
300
Accommodation
3924 Vacation Homes
Lowest Price
¥33,492
Highest Price
¥72,467