
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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Other great holiday rentals in Osprey
Superhost

Home in Placida
5 out of 5 average rating, 8 reviewsBay view and possible two family rental!
ArleneRating, 5 stars1 month ago
we had a wonderful time at Robert's place. Everything was as described. the island is a perfect getaway for anyone that wants to go on an adventure and get away from the hustle and bustle. The kitchen had everything you would need to cook, it was perfect! Everything was well thought of in this home. On a side note, golf carts need to be booked months in advance and are pretty pricey and we hoped to walk around the island but we're told upon checkin that was not allowed. we could only go to the beach and back to the property. You could walk along the beach though.
Guest favourite

Home in Nokomis
4.93 out of 5 average rating, 28 reviewsLast minute May ,house 2 Mil beach .Pets welcome
ErinRating, 5 stars1 week ago
Great location, clean and cute. A great size for a large or small group of people
Guest favourite

Home in Venice
4.9 out of 5 average rating, 29 reviewsSecond home vacation rental
JasonRating, 5 stars2 days ago
I highly recommend staying at this location very clean very nice well-maintained. Highly recommended.
Superhost

Home in Bradenton
5 out of 5 average rating, 4 reviewsCottage by the Sea
LukeRating, 5 stars4 months ago
Pam and Bailey were super helpful and responsive. The place was incredible and the extra touches made it feel like home! Super private backyard and friendly neighbors. Would definitely stay there again!
Guest favourite

Home in Venice
4.76 out of 5 average rating, 136 reviewsVacation home by Shasta Rd
JudithRating, 5 stars1 month ago
The house was comfortable, and the kitchen was well stocked with all the dishes and cookware we needed. The location overlooking the pond is a highlight. The many kinds of birds that come onto the lawn and right onto the patio are fun to watch. As are the turtles and alligators that swim by all the time! The water in the area isn’t great, so there is a reverse osmosis filter in the kitchen for drinking and cooking water. But the water in the rest of the house isn’t filtered, so the water in the tub and toilets and laundry is a little amber colored. It didn’t affect our clothes in the laundry, and we used bottled water to brush teeth, so it was fine. Overall, we really enjoyed our stay, and would come back again!
Superhost

Guesthouse in Bradenton
4.73 out of 5 average rating, 60 reviewsRoxy’s Village 1
KeilaRating, 5 stars1 week ago
Alexander was kind and attentive at all times.
Top Guest favourite

Home in Port Charlotte
4.97 out of 5 average rating, 185 reviewsFull home, Low Cleaning fee, heated salt pool.
ChrisRating, 5 stars5 days ago
Fantastic stay. Great home and great hosts all around.
Top Guest favourite

Home in Rotonda West
4.96 out of 5 average rating, 53 reviewsWaterfront 3bdr 2ba Beaches Golfing Fishing
KaylaRating, 5 stars1 month ago
Home was very clean and tidy, I liked the space and all the accommodations it had. Although the home still had left over food from previous guests it was still clean. The only issue i had was finding where the “pool” was that was shown in the listing aswell as a hammock, bikes and beaches were farther than anticipated. Aside from that we were very comfortable and would recommend to future guests!!
Quick stats about holiday rentals in Osprey
Total rentals
80 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
50 properties have a pool
Destinations to explore
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- Family-friendly rentals Osprey
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Streamsong Resort
- Jannus Live
- River Strand Golf and Country Club
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Weedon Island Preserve
- Alafia River State Park