Holiday Homes in Osprey

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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Holiday Homes in Osprey

Charming Osprey Home
Beach towels

Charming Osprey Home

2.0 star property
The price is AU$655
includes taxes & fees
23 Oct - 24 Oct
Charming Osprey Home
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (37)
"It was perfect for my family of 4 for our beach vacation!!"
The price is AU$556
includes taxes & fees
11 Oct - 12 Oct
Siesta Heron Suites & Villas
Charming home near Anna Maria Island with Jacuzzi
Smart TV, stereo

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 AU$388
includes taxes & fees
13 Oct - 14 Oct
Charming home near Anna Maria Island with Jacuzzi
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Beach

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

9.6 out of 10, Exceptional, (35)
"Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again."
The price is AU$619
includes taxes & fees
11 Oct - 12 Oct
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
Charming 2-bedroom house in Englewood with WiFi and AC
Beach

Charming 2-bedroom house in Englewood with WiFi and AC

The price is AU$463
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom house in Englewood with WiFi and AC
Bradenton Breeze
Deluxe Villa | Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is AU$495
includes taxes & fees
15 Oct - 16 Oct
Bradenton Breeze
Nestled in North Port. Updated 2 Bed / 1 Bath.
Dining

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

10.0 out of 10, Exceptional, (9)
"We enjoyed our stay! The place was well-decorated, very clean, & overall comfortable. Hosts were very responsive as well!"
The price is AU$308
includes taxes & fees
12 Oct - 13 Oct
Nestled in North Port. Updated 2 Bed / 1 Bath.
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Smart TV, Netflix, streaming services

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 AU$347
includes taxes & fees
19 Oct - 20 Oct
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Newly renovated cozy beach house.
Fridge, microwave, oven, stovetop

Newly renovated cozy beach house.

10.0 out of 10, Exceptional, (6)
"The location was very convenient to the beach. It was a beautiful location."
The price is AU$528
includes taxes & fees
11 Oct - 12 Oct
Newly renovated cozy beach house.
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Terrace/patio

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

10.0 out of 10, Exceptional, (65)
"Enjoyed our stay. Great location close to everything we needed"
The price is AU$376
includes taxes & fees
12 Oct - 13 Oct
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Modern 2 Bedroom Farmhouse
Private kitchen

Modern 2 Bedroom Farmhouse

9.2 out of 10, Wonderful, (7)
"Would highly recommend for a one or two night stay"
The price is AU$532
includes taxes & fees
11 Oct - 12 Oct
Modern 2 Bedroom Farmhouse
Pirates Treasure Cove
Interior

Pirates Treasure Cove

2.0 star property
The price is AU$429
includes taxes & fees
14 Oct - 15 Oct
Pirates Treasure Cove
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (19)
"Everything was great!"
The price is AU$529
includes taxes & fees
13 Oct - 14 Oct
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
PLACE TO BE. we have everything you need
Sun-loungers, beach towels

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."
The price is AU$398
includes taxes & fees
17 Oct - 18 Oct
PLACE TO BE. we have everything you need
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
Sun-loungers, beach towels

Gorgeous Pool house 5 min from the beach, shopping and restaurants I

9.0 out of 10, Wonderful, (62)
"We had a wonderful stay. Spent most of our time hanging out in the pool. Very close to the beach and shopping. "
The price is AU$545
includes taxes & fees
11 Oct - 12 Oct
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
New Two story Cozy House Near Warm Mineral Springs
Fridge, microwave, oven, stovetop

New Two story Cozy House Near Warm Mineral Springs

10.0 out of 10, Exceptional, (16)
"Had an awesome with friends and family and will stay again if we’re in the area."
The price is AU$682
includes taxes & fees
14 Oct - 15 Oct
New Two story Cozy House Near Warm Mineral Springs
Perfect Getaway with the pool
Pool

Perfect Getaway with the pool

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay very much. Will stay again"
The price is AU$573
includes taxes & fees
13 Oct - 14 Oct
Perfect Getaway with the pool
Myakka River
Fridge, microwave, oven, stovetop

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 AU$668
includes taxes & fees
11 Oct - 12 Oct
Myakka River
Casa Azul 2Bed/1Bath
Interior

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (66)
"The home was decorated beautiful! We enjoyed ourselves. Comfortable and kitchen were stocked nicely. Great location, 5-10 minutes from most places of interest. Nice communication and easy to check in and out. "
The price is AU$301
includes taxes & fees
13 Oct - 14 Oct
Casa Azul 2Bed/1Bath
Close to beach•hot tub•heated pool•fenced yard•carport•pets near Englewood
Sun-loungers, beach towels

Close to beach•hot tub•heated pool•fenced yard•carport•pets near Englewood

10.0 out of 10, Exceptional, (14)
"We had a very relaxing stay. The property was well appointed and exceptionally clean. The neighborhood was very quiet and peaceful as well."
The price is AU$711
includes taxes & fees
12 Oct - 13 Oct
Close to beach•hot tub•heated pool•fenced yard•carport•pets near Englewood
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"The property is convenient to Siesta Key beaches."
Steven 1-night trip
Posted 3 days ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Osprey

Find out more about Osprey

Osprey Holiday Homes information

Number of reviews
381
Accommodation
3947 Holiday Homes
Lowest Price
AU$301
Highest Price
AU$711

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