Holiday Homes in Osprey

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Check prices for these dates

In two weeks
12 June - 14 June
In two months
24 July - 26 July
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Osprey holiday homes

Fridge, microwave, oven, stovetop

Path to Paradise.

Path to Paradise.
Olde Englewood Village
The price is AU$386
includes taxes & fees
26 May - 27 May
Path to Paradise.
Sun-loungers

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, (3 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is AU$345
includes taxes & fees
26 May - 27 May
Charming 2-bedroom house in Englewood with WiFi and AC
Dining

Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is AU$375
includes taxes & fees
27 May - 28 May
Lakeview Bradenton Rental Near Beaches & IMG
Living area

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, (24 reviews)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is AU$312
includes taxes & fees
28 May - 29 May
Nestled in North Port. Updated 2 Bed / 1 Bath.
Dining

Retro Sarasota Haven: Private Yard| BBQ |Downtown

Retro Sarasota Haven: Private Yard| BBQ |Downtown
Southgate
The price is AU$324
includes taxes & fees
26 May - 27 May
Retro Sarasota Haven: Private Yard| BBQ |Downtown
Smart TV

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, (23 reviews)
"Host very responsive, kitchen well stocked"
United States
Eileen D.
The price is AU$641
includes taxes & fees
27 May - 28 May
New Two story Cozy House Near Warm Mineral Springs
Interior

IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located

IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located
Whitfield Estates
8.4 out of 10, Very good, (14 reviews)
"This home isnt missing a thing. Its beautiful and has everything and anything you could possibly imagine. The host was wonderful, if anyone is looking for a get away i highly recommend renting this home. I know ill be back for sure. "
United States
Sandra
The price is AU$394
includes taxes & fees
27 May - 28 May
IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located
Terrace/patio

Sunshine Hideaway 6 mins to Warm Mineral Springs

Sunshine Hideaway 6 mins to Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful home. Hoping to book future travels here again"
United States
Jacqueline
The price is AU$365
includes taxes & fees
26 May - 27 May
Sunshine Hideaway 6 mins to Warm Mineral Springs
Fridge, microwave, oven, stovetop

10 minutes to Mineral Springs w/large Pool and Pet Friendly!

10 minutes to Mineral Springs w/large Pool and Pet Friendly!
North Port
9.6 out of 10, Exceptional, (12 reviews)
"Location was good, beds terrific, inside layout awesome. We had some minor issues which were handled immediately, kudos to management team. "
United States
Gina E.
The price is AU$512
includes taxes & fees
1 June - 2 June
10 minutes to Mineral Springs w/large Pool and Pet Friendly!
Fridge, microwave, oven, stovetop

Myakka River

Myakka River
Venice
10.0 out of 10, Exceptional, (21 reviews)
"Very clean property. Great outdoor space. Very quiet and relaxing area. Would definitely stay again. "
United States
Tom D.
The price is AU$645
includes taxes & fees
26 May - 27 May
Myakka River
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming 2-bedroom house in cool Sarasota with AC

Charming 2-bedroom house in cool Sarasota with AC
South Sarasota
8.6 out of 10, Excellent, (9 reviews)
"Location is in a nice area."
United States
Leon A.
The price is AU$387
includes taxes & fees
26 May - 27 May
Charming 2-bedroom house in cool Sarasota with AC
Microwave, oven, stovetop

Charming 2-bedroom house in lovely Sarasota with yard.

Charming 2-bedroom house in lovely Sarasota with yard.
Kensington Park
9.0 out of 10, Wonderful, (25 reviews)
"Great little place. Very clean. Convenient location. All the niceties. "
United States
Ryan M.
The price is AU$295
includes taxes & fees
26 May - 27 May
Charming 2-bedroom house in lovely Sarasota with yard.
Sun-loungers, beach towels

PLACE TO BE we have everything you need

PLACE TO BE we have everything you need
Warm Mineral Springs
8.8 out of 10, Excellent, (16 reviews)
"Perfect size for the three of us and my dog. We had a wonderful week."
United States
Ariel B.
The price is AU$443
includes taxes & fees
26 May - 27 May
PLACE TO BE we have everything you need
Fridge, microwave, oven, stovetop

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sarasota
10.0 out of 10, Exceptional, (5 reviews)
"We stayed during a soccer tournament down in Bradenton/ Sarasota area. Best place to stay super clean and very peaceful."
United States
Jessica
The price is AU$525
includes taxes & fees
26 May - 27 May
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sun-loungers, beach towels

Relaxing 2 BED home near Manasota Beach.

Relaxing 2 BED home near Manasota Beach.
South Venice
9.4 out of 10, Exceptional, (30 reviews)
"The house is very well appointed and the location was very handy for the beach and historic Venice. The hosts were nice people and super helpful. "
United Kingdom
Chris C.
The price is AU$482
includes taxes & fees
26 May - 27 May
Relaxing 2 BED home near Manasota Beach.
Property grounds

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!
Sabal Harbour
10.0 out of 10, Exceptional, (31 reviews)
"We really enjoyed our stay here. Lovely spotless condo in a really cute, safe and quiet community. "
United States
Suzy B.
The price is AU$450
includes taxes & fees
26 May - 27 May
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Terrace/patio

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!
Ridge Wood Heights
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Clean with everything you need"
United States
Thomas Lee
The price is AU$471
includes taxes & fees
26 May - 27 May
BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!
Beach

Cozy Beach House Just Minutes From Siesta Key

Cozy Beach House Just Minutes From Siesta Key
Sarasota
9.0 out of 10, Wonderful, (16 reviews)
"Great location, family friendly! "
United States
Lyna T.
The price is AU$483
includes taxes & fees
26 May - 27 May
Cozy Beach House Just Minutes From Siesta Key
Terrace/patio

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
9.0 out of 10, Wonderful, (21 reviews)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
The price is AU$315
includes taxes & fees
2 June - 3 June
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Fridge, microwave, oven, stovetop

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Only 10 mins walking from the Village, so easy to check in, great communication, super clean. "
United States
John
The price is AU$432
includes taxes & fees
26 May - 27 May
[lounge like locals] walk to siesta beach +bikes
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

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"Very nice room. Plenty of space. Balcony was lovely to sit on. Room was very quiet. We overlooked the pool, which was quite loud, but as soon as you closed the nice, heavy sliders the noise was blocked out. Comfy bed and very clean. Very convenient and safe location. I highly recommend!"
denise 1-night trip
Posted less than an hour ago
Casey Key Resorts - Mainland

Find out more about Osprey

Osprey Holiday Homes information

Number of reviews
211
Accommodation
4060 Holiday Homes
Lowest Price
AU$295
Highest Price
AU$645

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