Holiday houses in Osprey
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Top-rated holiday rentals in Osprey
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osprey holiday rentals
Other great holiday rentals in Osprey
Superhost
Guest suite in Venice
4.87 out of 5 average rating, 104 reviewsAdorable-Guestsuite for 2 near beautiful beaches
10–17 Dec
$222 NZD per night
Guest favourite
Cottage in Osprey
4.92 out of 5 average rating, 25 reviewsMattie’s Cottage by the Bay
26 Jul – 2 Aug
$207 NZD per night
Guest favourite
Home in Osprey
4.92 out of 5 average rating, 38 reviewsPrivate house with loft
4–11 Sep
$274 NZD per night
Guest favourite
Home in Osprey
4.91 out of 5 average rating, 33 reviewsSand Dollar Cottage - 15m to Siesta / Casey Key
28 May – 4 Jun
$306 NZD per night
Guest favourite
Apartment in Nokomis
4.99 out of 5 average rating, 68 reviewsCharming 1 bedroom apartment for 2 with pool.
13–20 Sep
$235 NZD per night
Guest favourite
Condo in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
10–17 Apr
$219 NZD per night
Guest favourite
Home in Osprey
4.78 out of 5 average rating, 49 reviewsLIME ON GREEN Osprey, Florida 34229
13–20 Aug
$284 NZD per night
Guest favourite
Home in Osprey
4.96 out of 5 average rating, 23 reviewsCharming Florida Cottage - Kayaks Included
1–8 Nov
$604 NZD per night
Quick stats about holiday rentals in Osprey
Total rentals
80 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$100 NZD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
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- Family-friendly rentals Osprey
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- Rentals with pools Osprey
- Rentals with a washing machine and dryer Osprey
- House rentals Osprey
- Rentals with a patio Osprey
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