Holiday Homes in Osprey

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Osprey holiday homes

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 NZ$384
includes taxes & fees
15 June - 16 June
Charming 2-bedroom house in Englewood with WiFi and AC
Hair dryer, towels, soap, shampoo

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and well accommodating. There was room for our boat in the driveway. Will definitely stay again if in the area."
United States
Jeremy
The price is NZ$505
includes taxes & fees
7 June - 8 June
Path to Paradise.
Beach nearby, beach towels

Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (6 reviews)
"Immaculate property, well appointed, clean and all new. So comfortable, great location and Heather is an amazing host. We would recommend this to anyone visiting the area. "
United States
christine w.
The price is NZ$389
includes taxes & fees
15 June - 16 June
Nautical Nook
Shower, hair dryer, towels

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 NZ$460
includes taxes & fees
3 June - 4 June
Lakeview Bradenton Rental Near Beaches & IMG
Fridge, microwave, oven, stovetop

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (25 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
The price is NZ$420
includes taxes & fees
3 June - 4 June
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
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 NZ$501
includes taxes & fees
8 June - 9 June
PLACE TO BE we have everything you need
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 NZ$371
includes taxes & fees
7 June - 8 June
Nestled in North Port. Updated 2 Bed / 1 Bath.
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 NZ$430
includes taxes & fees
3 June - 4 June
Sunshine Hideaway 6 mins to Warm Mineral Springs
Fridge, microwave, oven, stovetop

Spacious Springs Vista Retreat in North Port, FL

Spacious Springs Vista Retreat in North Port, FL
North Port
10.0 out of 10, Exceptional, (19 reviews)
"Second time staying at this house. It is beautiful and was a great place to stay while visiting family in the area."
United States
Christine P.
The price is NZ$697
includes taxes & fees
3 June - 4 June
Spacious Springs Vista Retreat in North Port, FL
Interior

Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (38 reviews)
"We had a very comfortable stay and had all the amenities that we needed."
United States
Susan H.
The price is NZ$544
includes taxes & fees
3 June - 4 June
Mimosa Memories
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
8.4 out of 10, Very good, (10 reviews)
"Location is in a nice area."
United States
Leon A.
The price is NZ$451
includes taxes & fees
3 June - 4 June
Charming 2-bedroom house in cool Sarasota with AC
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (68 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is NZ$581
includes taxes & fees
3 June - 4 June
Siesta Key Island Rentals
Shower, hair dryer, towels, soap

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 NZ$722
includes taxes & fees
3 June - 4 June
Myakka River
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
IMG, Bradenton Beach, Anna Maria, Siesta Key Beach Beautiful & Centrally Located
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, (13 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 NZ$606
includes taxes & fees
12 June - 13 June
10 minutes to Mineral Springs w/large Pool and Pet Friendly!
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 NZ$683
includes taxes & fees
15 June - 16 June
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 NZ$565
includes taxes & fees
3 June - 4 June
Relaxing 2 BED home near Manasota Beach.
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, (26 reviews)
"Great little place. Very clean. Convenient location. All the niceties. "
United States
Ryan M.
The price is NZ$349
includes taxes & fees
4 June - 5 June
Charming 2-bedroom house in lovely Sarasota with yard.
House, Lakeside | Living area

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (43 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NZ$558
includes taxes & fees
3 June - 4 June
Siesta Heron Suites & Villas
Fridge, microwave, oven, stovetop

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

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful Stay"
United States
Christopher R.
The price is NZ$429
includes taxes & fees
10 June - 11 June
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Super nice staff, simple and clean property"
Landon 3-night trip
Posted 1 hour ago
Kompose Boutique Hotel

Find out more about Osprey

Osprey Holiday Homes information

Number of reviews
399
Accommodation
4065 Holiday Homes
Lowest Price
NZ$349
Highest Price
NZ$722