Osprey Holiday Rentals - Holiday Homes in Osprey

Q: What are some of the best vacation rentals in Osprey?

Charming Florida Beach Home w King Bed Patio : Visitors give good reviews to this Osprey vacation home rental, which offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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Vacation Rentals in Osprey

"The best place to stay! Super clean home and friendly service. I would stay here again. "

P18,413 total

includes taxes & fees

Aug 26 - Aug 27

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

"Very nice stay"

P10,476 total

includes taxes & fees

Sep 1 - Sep 2

"Nice place to stay in SK! "

P15,051 total

includes taxes & fees

Sep 2 - Sep 3

Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

"The hotel rooms inside were super nice and right by the beach."

"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "

"It was a good experience. Good location. "

P8,544 total

includes taxes & fees

Sep 2 - Sep 3

"We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus. "

"Fun place to stay for family vacation "

"Nice place "

"One of my fave places ever!"

P9,148 total

includes taxes & fees

Aug 11 - Aug 12

"I want use Expedia to select a vacation destination again."

"Everything was great. Great people to work with."

Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "

P19,566 total

includes taxes & fees

Aug 3 - Aug 4

Beach nearby, beach umbrellas, beach towels

"Great Location !!"

"An outstanding experience — a place that leaves you with a strong desire to return."

"Absolutely beautiful location has everything you need n makes you feel like home"

"It was perfect for my family of 4 for our beach vacation!!"

P21,086 total

includes taxes & fees

Aug 3 - Aug 4

"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"

P31,378 total

includes taxes & fees

Aug 4 - Aug 5

"I loved the property and the host was also very professional. "

"Cheryl was an amazing host :)"

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Top Osprey Hotel Reviews

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

10/10 Excellent

"Very easy to find every one is pleasant. We stayed one night and were please with everything but one recommendation bathroom has to be thoroughly clean I am very particular with this since I have small children and first thing I notice is the bathroom I clean it to my liking. "

Tropical Beach Resorts

10/10 Excellent

"Hotel room was SO clean and the staff checking in was very friendly! Room was updated with a full little kitchen and a nice sized bathroom. The pool area was recently updated and very nice. There is a beach right by the hotel with a very nice path, however the hotel beach is a bit narrow, crowded and you have to pay for the chairs. We did go during peak season, but we ended up driving to siesta key’s main beach to get a little more space and the nice sand/water (you also have to pay for the chairs there). Other than that, the property itself was beautiful, hotel was very clean and updated, and we enjoyed our stay! "

Zota Beach Resort

10/10 Excellent

"Staff and property was very nice. only one dislike: We were booked in room 205. To access the elevator to get to our room we had to travel through the outside concession/bar area by the pool. So you rolled your luggage right through this area which felt funny rolling right by people eating or drinking. Better route would have been inside away from outside area. Everything else was very nice. "

Find out more about Osprey

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Frequently asked questions

Can I find vacation rentals in Osprey?

Yes, we have vacation rentals in Osprey near Jim Neville Marine Preserve, or you can go with a more secluded option if you're looking for extra privacy while you relax. Visitors to Osprey speak positively about the popular beaches and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and shops.

What are some of the best vacation rentals in Osprey?

Charming Florida Beach Home w King Bed Patio: Visitors give good reviews to this Osprey vacation home rental, which offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Osprey?

With 30 Expedia vacation rentals, you're sure to find just the right place for your Osprey stay.

What’s there to see and do in Osprey?

Family-friendly attractions include Jim Neville Marine Preserve and Nancy's Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places like Siesta Key Beach and Lido Beach.

What’s a vacation rental in Osprey like?

Vacation rentals are private properties you can stay in for a long or short time in Osprey. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for families.

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Osprey Vacation Rentals

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Vacation Rentals in Osprey

Charming Florida Beach Home w King Bed Patio

Tropical Beach Resorts

SeaSpray Resort

Hibiscus Suites - Gateway to Siesta Key

The Ringling Beach House

Tiny House Siesta

Captiva Beach Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

Sea Club I Beach Resort

Kon Tiki Inn

Siesta Key Island Rentals

Venice Beach Villas

The Inn On Siesta Key

Tropical Villas of Venice Beach

Siesta Palms By the Beach

Bradenton Apartments by Landing

Siesta Heron Suites & Villas

Chadwick Cove Resort & Marina

Paradise Cove at Lemon Bay

Casey Key Resort - Gulf Shores

Top Osprey Hotel Reviews

Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Tropical Beach Resorts

DoubleTree by Hilton Sarasota Bradenton Airport

Extended Stay America Premier Suites - Bradenton

SeaSpray Resort

Zota Beach Resort

Carlisle Inn

Siesta Key Beach Resort and Suites

Kompose Boutique Hotel

Find out more about Osprey

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Frequently asked questions