Holiday Homes in Osprey

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Osprey

Charming Osprey Home
2.0 star property
The price is NZ$677
includes taxes & fees
20 Oct - 21 Oct
Charming Osprey Home
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 NZ$453
includes taxes & fees
14 Oct - 15 Oct
PLACE TO BE. we have everything you need
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!"
Nestled in North Port. Updated 2 Bed / 1 Bath.
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 NZ$776
includes taxes & fees
14 Oct - 15 Oct
New Two story Cozy House Near Warm Mineral Springs
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 NZ$714
includes taxes & fees
14 Oct - 15 Oct
Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES
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 NZ$920
includes taxes & fees
29 Oct - 30 Oct
Siesta Heron Suites & Villas
Perfect Getaway with the pool
10.0 out of 10, Exceptional, (25)
"We enjoyed our stay very much. Will stay again"
The price is NZ$675
includes taxes & fees
14 Oct - 15 Oct
Perfect Getaway with the pool
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 NZ$437
includes taxes & fees
14 Oct - 15 Oct
Charming home near Anna Maria Island with Jacuzzi
Charming 2-bedroom house in Englewood with WiFi and AC
The price is NZ$531
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom house in Englewood with WiFi and AC
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 NZ$772
includes taxes & fees
14 Oct - 15 Oct
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, (19)
"Everything was great!"
The price is NZ$595
includes taxes & fees
14 Oct - 15 Oct
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
9.0 out of 10, Wonderful, (62)
"Great host and close to the beach. We would definitely stay again at this location again."
The price is NZ$605
includes taxes & fees
14 Oct - 15 Oct
Gorgeous Pool house 5 min from the beach, shopping and restaurants I
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 NZ$434
includes taxes & fees
14 Oct - 15 Oct
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
[escape to paradise] siesta key beach getaway
10.0 out of 10, Exceptional, (22)
"Great place and location"
The price is NZ$469
includes taxes & fees
14 Oct - 15 Oct
[escape to paradise] siesta key beach getaway
Modern 2 Bedroom Farmhouse
9.2 out of 10, Wonderful, (7)
"Would highly recommend for a one or two night stay"
The price is NZ$604
includes taxes & fees
14 Oct - 15 Oct
Modern 2 Bedroom Farmhouse
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
Siesta Key Island Rentals
Waterfront Getaway, a Boating Paradise
10.0 out of 10, Exceptional, (43)
"We had a great time staying here! Close to Publix and shops. Being able to dock our boats is a huge plus, with the boat ramp directly across the street. So convenient! We will definitely stay here again. Very clean and comfy. "
The price is NZ$605
includes taxes & fees
14 Oct - 15 Oct
Waterfront Getaway, a Boating Paradise
Coastal Pool Bungalow - 15 Mins to Famous Beaches
9.8 out of 10, Exceptional, (27)
"We only stayed One night, the Coastal Pool Bungalow was very Cute and Very Clean. Close to the beach. Would stay there again. Communication with the host was easy and always resounded in a timely manor. "
The price is NZ$478
includes taxes & fees
14 Oct - 15 Oct
Coastal Pool Bungalow - 15 Mins to Famous Beaches
Pirates Treasure Cove
2.0 star property
Pirates Treasure Cove
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osprey Hotel Reviews

Find out more about Osprey

Osprey Holiday Homes information

Number of reviews
423
Accommodation
3910 Holiday Homes
Lowest Price
NZ$434
Highest Price
NZ$920