Osprey Village Vacation Rentals

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Check prices for these dates

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Jul 28 - Jul 29
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Jul 29 - Jul 30
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Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Osprey Village

Tropical Beach Resorts
Relax by the serene pool surrounded by lush tropical vegetation and lounge under the shade of a blue umbrella.

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4807)
"Excellent location, cute and clean rooms!! "
The price is ￥21,216
￥27,313 total
includes taxes & fees
Aug 14 - Aug 15
Tropical Beach Resorts
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
8.8 out of 10, Excellent, (5)
"Nice place to stay in SK! "
The price is ￥40,177
￥45,399 total
includes taxes & fees
Aug 3 - Aug 4
SeaSpray Resort
Hibiscus Suites - Gateway to Siesta Key
Relax by the pool surrounded by palm trees and a soothing waterfall.

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2153)
"The hotel rooms inside were super nice and right by the beach."
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Classic hotel with a symmetrical facade, central entrance, and upper-level balcony.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (316)
"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."
The Ringling Beach House
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Relax by the serene pool surrounded by lush greenery and palm trees, set amidst a tranquil atmosphere.

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

10.0 out of 10, Exceptional, (22)
"The house was in great condition and near everything. "
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Tiny House Siesta
Relax in a cozy seating area with a sofa and flat-screen TV, plus a staircase to an upper level.

Tiny House Siesta

2.0 star property
8.4 out of 10, Very Good, (305)
"Great place to stay. "
The price is ￥11,815
￥21,695 total
includes taxes & fees
Aug 1 - Aug 2
Tiny House Siesta
Captiva Beach Resort
Relax in the Captiva chair, surrounded by lush greenery and a stylish sign.

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1118)
"We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus. "
Captiva Beach Resort
Sea Club I Beach Resort
Relax in style with comfortable lounge chairs overlooking the ocean.

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (318)
"Nice place "
Sea Club I Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (273)
"Fun place to stay for family vacation "
The Residences at Siesta Key Beach by Hyatt Vacation Club
Kon Tiki Inn
Relax in a serene outdoor space surrounded by palm trees and a low wall, featuring a central pathway and decorative door.

Kon Tiki Inn

2.0 star property
10.0 out of 10, Exceptional, (214)
"One of my fave places ever!"
The price is ￥20,555
￥23,227 total
includes taxes & fees
Jul 31 - Aug 1
Kon Tiki Inn
Siesta Key Island Rentals
Enjoy cooking in this kitchen with a refrigerator, oven, and dishwasher, and a convenient green tiled backsplash.

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (38)
"I want use Expedia to select a vacation destination again."
The price is ￥31,606
￥58,361 total
includes taxes & fees
Jul 30 - Jul 31
Siesta Key Island Rentals
Venice Beach Villas
Relax in our outdoor patio area, featuring a seating arrangement, barbecue grill, and lush greenery.

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (425)
"Everything was great. Great people to work with."
Venice Beach Villas
The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"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. "
The price is ￥40,687
￥52,653 total
includes taxes & fees
Aug 3 - Aug 4
The Inn On Siesta Key
Tropical Villas of Venice Beach
Walk along the weathered boardwalk to the serene beach surrounded by lush greenery.

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (238)
"Great Location !!"
Tropical Villas of Venice Beach
Siesta Palms By the Beach
Stunning palm tree stands tall amidst lush greenery.

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (124)
"An outstanding experience — a place that leaves you with a strong desire to return."
Siesta Palms By the Beach
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Guests can enjoy access to a wide, sandy beach with clear waters.

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.6 out of 10, Exceptional, (17)
"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!
Guests can enjoy a wide, sandy beach with the ocean at their doorstep.

Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!

9.4 out of 10, Exceptional, (34)
"Very nice location, clean, nice amenities"
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!
VH106AMelissa
Luxury Apartment | Private kitchen

VH106AMelissa

3.0 star property
3.0 out of 10, (2)
VH106AMelissa
Bradenton Apartments by Landing
Surrounded by lush greenery, this residential area features a serene body of water and a variety of homes and buildings.

Bradenton Apartments by Landing

4.0 star property
7.4 out of 10, Good, (42)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
Relax by the serene pool surrounded by lush vegetation and natural rock formations.

Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views

10.0 out of 10, Exceptional, (40)
"We were very pleased to stay at such a beautiful property. Everything was very clean, well maintained and comfortable. The hottub was a perfect fit as it was cooler in Florida when we arrived. Thank you!"
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
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 Village Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Great place "
Kandy 2-night trip
Posted 6 hours ago
The Westin Sarasota

Frequently asked questions

Can I find a vacation rental in Osprey Village?

Yes, we give you a choice of vacation rentals in Osprey Village close to Nancy's Consignments, or you can go with a more remote option if you're looking for extra privacy while you relax.

What's the top vacation rental that Osprey Village has to offer?

Siesta Key Island Rentals: This vacation home rental near Osprey Village comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Osprey Village?

Expedia has 4 vacation rentals for your stay in Osprey Village.

What can I see and do in Osprey Village?

While exploring the area, visit family-friendly sights like Nancy's Consignments, or get outside and enjoy nature at Siesta Key Beach. Lido Beach and Oscar Scherer State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Osprey Village?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Osprey Village. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.