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Vacation Homes in Osprey

Our top choices for Osprey vacation homes

Charming Florida Beach Home w King Bed Patio

2.0 star property
10.0 out of 10, Exceptional, (2)
"The best place to stay! Super clean home and friendly service. I would stay here again. "
The price is ¥20,051
¥48,673 total
includes taxes & fees
Sep 3 - Sep 4
Charming Florida Beach Home w King Bed Patio

Relaxing 2BR Florida Home Close to Beach

2.0 star property
The price is ¥22,964
¥53,762 total
includes taxes & fees
Sep 29 - Sep 30
Relaxing 2BR Florida Home Close to Beach

2BR Oasis with a Cozy Lanai 5 Min to Nokomis Beach

8.0 out of 10, Very Good, (2)
"Everything was lovely, just as described. The only problem was the ant problem in the kitchen. "
The price is ¥16,173
¥58,216 total
includes taxes & fees
Sep 3 - Sep 4
2BR Oasis with a Cozy Lanai 5 Min to Nokomis Beach

2BR Florida Home Near the Shore!

6.8 out of 10, (3)
"Had an odor. Property by major roadway. Other than than it was good"
The price is ¥18,526
¥63,566 total
includes taxes & fees
Sep 29 - Sep 30
2BR Florida Home Near the Shore!

New Two story Cozy House Near Warm Mineral Springs

10.0 out of 10, Exceptional, (15)
"Had an awesome with friends and family and will stay again if we’re in the area."
The price is ¥13,100
¥63,545 total
includes taxes & fees
Aug 30 - Aug 31
New Two story Cozy House Near Warm Mineral Springs

Charming 2-bedroom house in Englewood with WiFi and AC

The price is ¥17,644
¥44,668 total
includes taxes & fees
Aug 30 - Aug 31
Charming 2-bedroom house in Englewood with WiFi and AC

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
The price is ¥26,806
¥83,291 total
includes taxes & fees
Aug 31 - Sep 1
Siesta Heron Suites & Villas

Relaxation Awaits: Luxurious Vacation Home with Heated Pool near Mineral Springs

2.0 star property
10.0 out of 10, Exceptional, (6)
"We needed a place to shelter from the hurricane for a few days. This home is beautiful, comfortable and has everything we needed. Communication with the owner was extremely easy. Would definitely stay again. "
The price is ¥22,790
¥80,507 total
includes taxes & fees
Sep 1 - Sep 2
Relaxation Awaits: Luxurious Vacation Home with Heated Pool near Mineral Springs

Charming home near Anna Maria Island with Jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
The price is ¥15,350
¥37,928 total
includes taxes & fees
Sep 1 - Sep 2
Charming home near Anna Maria Island with Jacuzzi

2 Bedroom in Olde Englewood minutes from the beach with privacy fenced yard.

9.8 out of 10, Exceptional, (25)
"Very quaint home, it was perfect for us to get away for a birthday weekend and enjoy the beach!"
The price is ¥10,586
¥36,553 total
includes taxes & fees
Sep 7 - Sep 8
2 Bedroom in Olde Englewood minutes from the beach with privacy fenced yard.

Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

9.6 out of 10, Exceptional, (35)
"Looking forward to staying there again."
The price is ¥16,173
¥65,502 total
includes taxes & fees
Aug 31 - Sep 1
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES

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

9.4 out of 10, Exceptional, (16)
"Great location! Clean, easy to find and perfect amount of room. "
The price is ¥11,615
¥32,789 total
includes taxes & fees
Sep 18 - Sep 19
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Newly renovated cozy beach house.

10.0 out of 10, Exceptional, (6)
"We really enjoyed our stay at this cozy beach house. It was exceptionally clean and well stocked. A 5-6 minute drive had us on the beach. Would definitely stay again!"
The price is ¥17,070
¥50,777 total
includes taxes & fees
Aug 30 - Aug 31
Newly renovated cozy beach house.

The Ringling Retreat

9.8 out of 10, Exceptional, (6)
"This small home is very well designed and set up. Super clean and comfy. We really appreciated all the little details that helped make our 2 night stay very comfortable. We mostly walked to explore the city. "
The Ringling Retreat

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 "
The price is ¥24,480
¥64,038 total
includes taxes & fees
Sep 12 - Sep 13
Myakka River

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Great stay! Nice place and location!"
The price is ¥17,864
¥50,402 total
includes taxes & fees
Sep 1 - Sep 2
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

3.0 star property
The price is ¥22,013
¥63,958 total
includes taxes & fees
Sep 11 - Sep 12
Elwood Park Gem: Spacious 3br Prime Location 3 Bedroom Home

Peaceful Room 15 Minutes from Downtown or Beach

9.6 out of 10, Exceptional, (25)
"Stayed 2 nights so we could attend an Orioles Spring Training game. Very nice facility and very nice hosts! "
The price is ¥10,586
¥19,056 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful Room 15 Minutes from Downtown or Beach

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

10.0 out of 10, Exceptional, (8)
"We enjoyed our stay! The place was well-decorated, very clean, & overall comfortable. Hosts were very responsive as well!"
Nestled in North Port. Updated 2 Bed / 1 Bath.

Sun and Sand Lodge - 2 bd/1 bath near SRQ Airport!

Sun and Sand Lodge - 2 bd/1 bath near SRQ Airport!
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

Find out more about Osprey

Osprey Vacation Homes information

Number of reviews
237
Accommodation
3947 Vacation Homes
Lowest Price
¥20,314
Highest Price
¥26,806