Osprey Village Vacation Rentals

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Vacation Rentals in Osprey Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5034)
"Great place and loved the closeness to the beach!"
$147 nightly
The price is $166
Oct 16 - Oct 17
Total with taxes and fees
Tropical Beach Resorts
Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1143)
"Great place close to the beach"
$167 nightly
The price is $187
Oct 16 - Oct 17
Total with taxes and fees
Captiva Beach Resort
SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (50)
"Pleasant stay, walk to beach and the Village. Good size mini apartment "
$229 nightly
The price is $259
Oct 20 - Oct 21
Total with taxes and fees
SeaSpray Resort
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2180)
"Friendly staff, room was really clean!"
$129 nightly
The price is $146
Oct 16 - Oct 17
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, (331)
"We liked the stay very much "
$191 nightly
The price is $216
Oct 16 - Oct 17
Total with taxes and fees
The Ringling Beach House
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (292)
"Loved our stay! "
$485 nightly
The price is $548
Oct 22 - Oct 23
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club
Sea Club I Beach Resort
3.0 star property
9.2 out of 10, Wonderful, (329)
"Clean room, quiet and safe, right on the beach. "
Sea Club I Beach Resort
Tiny House Siesta
2.0 star property
8.4 out of 10, Very Good, (332)
"We had a great time at Tiny House, location can not be better and everything was as described."
$154 nightly
The price is $173
Oct 19 - Oct 20
Total with taxes and fees
Tiny House Siesta
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
9.8 out of 10, Exceptional, (24)
"Beatiful property, one block from the beach. Plenty of amenities"
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (237)
"Charming, clean, and comfortable. Will definitely stay again when I'm the area. "
$121 nightly
The price is $137
Oct 27 - Oct 28
Total with taxes and fees
Kon Tiki Inn
Siesta Palms By the Beach
3.5 star property
9.2 out of 10, Wonderful, (132)
"We loved the condo. The distance to the beach was amazing. The wagon and beach chairs that were provided were so nice! The condo was clean and in great shape. The pool/ outdoor area was beautiful! We couldn’t have asked for a better place! "
Siesta Palms By the Beach
Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (48)
"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "
Siesta Key Island Rentals
Venice Beach Villas
3.0 star property
9.4 out of 10, Exceptional, (448)
"Staff was great. Room was very clean. Laundry onsite and the pool was wonderful! Will stay again!!!"
Venice Beach Villas
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (239)
"Great Location !!"
Tropical Villas of Venice Beach
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (184)
"clean and close proximity to beach and restaurants"
$242 nightly
The price is $274
Oct 16 - Oct 17
Total with taxes and fees
The Inn On Siesta Key
Bradenton Apartments by Landing
4.5 star property
7.6 out of 10, Good, (47)
"Perfect place "
Bradenton Apartments by Landing
Zach’s Siesta Key Beach House|Pet Friendly| #1 Beach in USA
Zach’s Siesta Key Beach House|Pet Friendly| #1 Beach in USA
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
10.0 out of 10, Exceptional, (40)
"This was the perfect place to stay for a large family with kids. The location to the beach and restaurants couldn't have been more convenient. Amazing vacation!"
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!
9.4 out of 10, Exceptional, (35)
"Great location and experience"
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!
Private Home Directly on Siesta Key Beach!
9.8 out of 10, Exceptional, (6)
"The home was beautiful and well equipped and management was quick to respond to any questions that we had. Direct access to a gorgeous beach was definitely the highlight!! "
Private Home Directly on Siesta Key Beach!
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

Find out more about Osprey Village

Everything you need to know about Osprey Village vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey Village vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osprey Village vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osprey Village vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osprey Village. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Osprey Village in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $137 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osprey Village rentals

At Expedia, we put the best Osprey Village vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osprey Village rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osprey Village vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osprey Village. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Tropical Villas of Venice Beach: This vacation home rental near Osprey Village is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Osprey Village?

Expedia has 6 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.