Osprey Village Vacation Rentals

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Our top choices for Osprey Village vacation rentals

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (272 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
$122 nightly
The price is $138
Jun 1 - Jun 2
Total with taxes and fees
Kon Tiki Inn

4 Mi to Siesta Key Beach: Condo w/ Private Patio

4 Mi to Siesta Key Beach: Condo w/ Private Patio
3.5 star property
Sarasota
4 Mi to Siesta Key Beach: Condo w/ Private Patio

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,243 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
$207 nightly
The price is $232
May 5 - May 6
Total with taxes and fees
Captiva Beach Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (116 reviews)
"Amazing staff, and beautiful property. Very nice place to visit and kid friendly."
United States
Ahmad
$299 nightly
The price is $338
May 27 - May 28
Total with taxes and fees
SeaSpray Resort

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (479 reviews)
"Clean room, staff was excellent. Close to downtown area and beach, all within walking distance. "
Canada
John
$129 nightly
The price is $146
May 11 - May 12
Total with taxes and fees
Venice Beach Villas

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (42 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
$291 nightly
The price is $329
May 3 - May 4
Total with taxes and fees
Siesta Heron Suites & Villas

Minorga on the Gulf

Minorga on the Gulf
3.0 star property
Siesta Key Village
Minorga on the Gulf

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,458 reviews)
"Great place to stay, beach 2 minute walk."
United States
Joseph
$170 nightly
The price is $192
May 3 - May 4
Total with taxes and fees
Tropical Beach Resorts

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (630 reviews)
"Love this place"
United States
Marialis
$221 nightly
The price is $249
May 18 - May 19
Total with taxes and fees
A Beach Retreat

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (365 reviews)
"Cute place perfect for our holiday beach stay."
United States
Shelly
$207 nightly
The price is $233
May 3 - May 4
Total with taxes and fees
Tiny House Siesta

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,302 reviews)
"Excellent location, great place to stay! "
United States
Lynn
$143 nightly
The price is $161
Jun 2 - Jun 3
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very Good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
$480 nightly
The price is $538
May 17 - May 18
Total with taxes and fees
Unwind Poolside + Walk to Beach! Sarasota Retreat

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very Good, (273 reviews)
"Great place"
United States
tony
$225 nightly
The price is $254
May 7 - May 8
Total with taxes and fees
Casey Key Resort - Gulf Shores

Sarasota Family Home Private Heated Pool Relax

Sarasota Family Home Private Heated Pool Relax
2.0 star property
Whitfield Estates
$492 nightly
The price is $556
May 5 - May 6
Total with taxes and fees
Sarasota Family Home Private Heated Pool Relax

Beach Road - Bari

Beach Road - Bari
3.0 star property
Siesta Key
$575 nightly
The price is $650
May 12 - May 13
Total with taxes and fees
Beach Road - Bari

Minorga Sand Dollar on the Key

Minorga Sand Dollar on the Key
3.5 star property
Siesta Key Village
$483 nightly
The price is $544
May 10 - May 11
Total with taxes and fees
Minorga Sand Dollar on the Key

Lulu's Key House Kemp Ridley 1/1 Downstairs

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
Siesta Key Village
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
$453 nightly
The price is $510
May 12 - May 13
Total with taxes and fees
Lulu's Key House Kemp Ridley 1/1 Downstairs

Lulu's Key House Loggerhead 2/2 Upstairs

Lulu's Key House Loggerhead 2/2 Upstairs
3.5 star property
Siesta Key Village
Lulu's Key House Loggerhead 2/2 Upstairs

Siesta Sands Beach Resort Gulf View

Siesta Sands Beach Resort Gulf View
2.5 star property
South Village
10.0 out of 10, Exceptional, (1 review)
"Loved to property! Clean and accommodating. Had a beautiful ocean view and could walk right out to the beach. Pool area was clean."
United States
Jessica
$578 nightly
The price is $651
May 13 - May 14
Total with taxes and fees
Siesta Sands Beach Resort Gulf View

Coastal Breeze Siesta - Manatee

Coastal Breeze Siesta - Manatee
2.0 star property
Siesta Key
$501 nightly
The price is $564
May 25 - May 26
Total with taxes and fees
Coastal Breeze Siesta - Manatee
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 $138 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?

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 3 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.