Holiday Homes in Osprey

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Our top choices for Osprey holiday homes

Holiday Home in Bay Acres

Charming Osprey Home
2.0 star property
The price is AU$550
includes taxes & fees
10 Jan - 11 Jan
Charming Osprey Home

Holiday Home in North Port

The Balboa - Modern Luxury Getaway
2.0 star property
10.0 out of 10, Exceptional, (3)
"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 AU$529
includes taxes & fees
11 Jan - 12 Jan
The Balboa - Modern Luxury Getaway

Holiday Home in Warm Mineral Springs

PLACE TO BE. we have everything you need
9.6 out of 10, Exceptional, (8)
"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 AU$469
includes taxes & fees
13 Jan - 14 Jan
PLACE TO BE. we have everything you need
10.0 out of 10, Exceptional, (15)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is AU$323
includes taxes & fees
11 Jan - 12 Jan
Nestled in North Port. Updated 2 Bed / 1 Bath.
10.0 out of 10, Exceptional, (16)
"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 AU$680
includes taxes & fees
10 Jan - 11 Jan
New Two story Cozy House Near Warm Mineral Springs

Holiday Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
The price is AU$573
includes taxes & fees
11 Jan - 12 Jan
Siesta Heron Suites & Villas

Holiday Home in South Venice

Mimosa Memories
9.4 out of 10, Exceptional, (30)
"Nice quiet home , very clean. "
United States
David M.
The price is AU$497
includes taxes & fees
10 Jan - 11 Jan
Mimosa Memories
9.8 out of 10, Exceptional, (48)
"Great place to stay especially if you have dogs "
United States
Erica R.
The price is AU$565
includes taxes & fees
10 Jan - 11 Jan
HAPPY FUN BLUE HOUSE for 8 people kids, pets friendly, 3 miles from the beach🏖️

Holiday Home in Venice

Myakka River
9.8 out of 10, Exceptional, (18)
"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 AU$686
includes taxes & fees
10 Jan - 11 Jan
Myakka River
10.0 out of 10, Exceptional, (1)
"House was great. Nice quiet location with easy access to everything. Kety was quick to answer any questions."
United States
Shawn
The price is AU$654
includes taxes & fees
12 Jan - 13 Jan
Lovely House in Sarasota, close to UTC Mall, Nathan B Park, and Siesta Key Beach

Holiday Home in Sarasota

The Mermaid at Tiny House Siesta
2.0 star property
10.0 out of 10, Exceptional, (2)
"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 AU$320
includes taxes & fees
11 Jan - 12 Jan
The Mermaid at Tiny House Siesta

Holiday Home in Venice East

Venice Dove Shell
2.0 star property
10.0 out of 10, Exceptional, (2)
"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 AU$556
includes taxes & fees
12 Jan - 13 Jan
Venice Dove Shell
10.0 out of 10, Exceptional, (21)
"Everything was great!"
United States
Lisa and Colin M.
The price is AU$512
includes taxes & fees
15 Jan - 16 Jan
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Holiday Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
The price is AU$468
includes taxes & fees
11 Jan - 12 Jan
Old Floridian cottage in Historic Gulf Village

Holiday Home in Olde Englewood Village

Englewood beach and Dearborn Street!
9.2 out of 10, Wonderful, (12)
"Saw all of Dearborn Street including the Blues club. Beaches were great!"
United States
Katherine O.
The price is AU$563
includes taxes & fees
12 Jan - 13 Jan
Englewood beach and Dearborn Street!
10.0 out of 10, Exceptional, (6)
"Easy to check in, clean and comfortable "
United States
Hugo J.
The price is AU$315
includes taxes & fees
12 Jan - 13 Jan
Charming 2-bedroom house in lovely Sarasota with yard.

Holiday Home in South Venice

Modern 2 Bedroom Farmhouse
9.2 out of 10, Wonderful, (7)
"Would highly recommend for a one or two night stay"
United States
ann A.
The price is AU$540
includes taxes & fees
10 Jan - 11 Jan
Modern 2 Bedroom Farmhouse
9.8 out of 10, Exceptional, (7)
"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 AU$689
includes taxes & fees
17 Jan - 18 Jan
Comfortable 3-bedroom home with WiFi and AC in Englewood, 3.5 mil. to beache
2.0 star property
10.0 out of 10, Exceptional, (15)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
The price is AU$432
includes taxes & fees
14 Jan - 15 Jan
Charming home near Anna Maria Island with Jacuzzi
9.4 out of 10, Exceptional, (17)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
The price is AU$389
includes taxes & fees
2 Feb - 3 Feb
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
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 Holiday Homes information

Number of reviews
316
Accommodation
3924 Holiday Homes
Lowest Price
AU$315
Highest Price
AU$689

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