Osprey Village Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Osprey Village

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

Aparthotel in South Village

3.5 star property
9.4 out of 10, Exceptional, (5137)
"Wonderful trip! Great location! Great staff!"
United States
Kevin
The price is NT$4,222
NT$5,477 total
includes taxes & fees
Dec 7 - Dec 8
Tropical Beach Resorts
Front of property - evening/night
Captiva Beach Resort

Condo in South Village

3.0 star property
9.0 out of 10, Wonderful, (1171)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort
Exterior
Kon Tiki Inn

Aparthotel in Venice Island

2.5 star property
10.0 out of 10, Exceptional, (245)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is NT$5,090
NT$5,752 total
includes taxes & fees
Dec 15 - Dec 16
Kon Tiki Inn
House (2 Bedrooms) | Interior
Relax in Hot Tub, Walk to Springs: North Port Home

Cottage in North Port

3.0 star property
The price is NT$2,280
NT$7,003 total
includes taxes & fees
Dec 14 - Dec 15
Relax in Hot Tub, Walk to Springs: North Port Home
On the beach, white sand
A Beach Retreat

Condo in Casey Key

2.5 star property
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

Aparthotel in South Village

3.5 star property
9.6 out of 10, Exceptional, (298)
"Loved our stay! "
United States
Michelle
The price is NT$12,069
NT$15,230 total
includes taxes & fees
Dec 18 - Dec 19
The Residences at Siesta Key Beach by Hyatt Vacation Club
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services
Tiny House Siesta

Mobile Home in Sarasota

2.0 star property
8.4 out of 10, Very Good, (344)
"Enjoyable stay. "
United States
Lori
The price is NT$3,343
NT$7,573 total
includes taxes & fees
Dec 7 - Dec 8
Tiny House Siesta
Deluxe Studio, Bay View | View from room
Casey Key Resort - Gulf Shores

Apartment in Casey Key

3.0 star property
8.4 out of 10, Very Good, (264)
"Amazing place"
United States
Ricardo
Casey Key Resort - Gulf Shores
Front of property
The Ringling Beach House

Apartment in Siesta Key

3.5 star property
9.0 out of 10, Wonderful, (342)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key

Aparthotel in Sarasota

2.5 star property
8.6 out of 10, Excellent, (2205)
"This place is a gem!! I only stayed one night but wish it was more. The room was very clean and the staff was fantastic. The area is beautiful and at an excellent price. I highly recommend you stay here if you are in Siesta Keys!!"
United States
Ryan
Hibiscus Suites - Gateway to Siesta Key
Exterior
Siesta Key Island Rentals

Vacation Home in Siesta Key

3.0 star property
9.6 out of 10, Exceptional, (52)
"Very nice place, we loved it. Great location. "
United States
Derrick
The price is NT$3,949
NT$9,098 total
includes taxes & fees
Dec 7 - Dec 8
Siesta Key Island Rentals
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

Cottage in Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (190)
"Great place to stay! "
United States
Carlos
The price is NT$7,103
NT$9,757 total
includes taxes & fees
Dec 7 - Dec 8
The Inn On Siesta Key
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Siesta Heron Suites & Villas

Vacation Home in Siesta Key

3.5 star property
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is NT$4,271
NT$11,124 total
includes taxes & fees
Dec 18 - Dec 19
Siesta Heron Suites & Villas
Deluxe Suite, 2 Bedrooms | Living area | TV
SeaSpray Resort

Aparthotel in Siesta Key

4.0 star property
9.4 out of 10, Exceptional, (72)
"Clean room, incredibly helpful staff. Will be staying here again"
United States
Caleb
The price is NT$7,779
NT$8,790 total
includes taxes & fees
Dec 7 - Dec 8
SeaSpray Resort
Exterior
Siesta Sands Beach Resort 4th Floor With Elevator

Condo in South Village

3.5 star property
The price is NT$8,670
NT$21,842 total
includes taxes & fees
Dec 24 - Dec 25
Siesta Sands Beach Resort 4th Floor With Elevator
Outdoor pool
4BR Spacious Paradise

Apartment in Siesta Key Village

2.0 star property
The price is NT$15,067
NT$26,397 total
includes taxes & fees
Dec 7 - Dec 8
4BR Spacious Paradise
Condo (Minorga on the Gulf) | Exterior
Minorga on the Gulf

Condo in Siesta Key Village

3.0 star property
The price is NT$7,046
NT$15,868 total
includes taxes & fees
Dec 21 - Dec 22
Minorga on the Gulf
Condo (House of Sun Siesta Key Crescent Beac) | Exterior
House of The Sun Siesta Key Crescent Beach

Condo in South Village

4.0 star property
8.0 out of 10, Very Good, (2)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
The price is NT$16,833
NT$32,166 total
includes taxes & fees
Dec 28 - Dec 29
House of The Sun Siesta Key Crescent Beach
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior
Lulu's Key House Leatherback 2/2 Downstairs

Vacation Home in Siesta Key Village

4.0 star property
The price is NT$17,808
NT$30,336 total
includes taxes & fees
Dec 27 - Dec 28
Lulu's Key House Leatherback 2/2 Downstairs
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

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"The air conditioner worked well, unfortunately we had to use the heat. That worked great too. Bar was really cool. "
Lauren 8-night trip
Posted 2 days ago
Siesta Key Palms Resort

Find out more about Osprey Village

Search for holiday rentals in Osprey Village on Expedia! You can easily find your home rentals, villas, holiday apartments in Osprey Village using one of the methods below:

  • View our selection of featured holiday rentals in Osprey Village
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Look no further and take a look at our great range of rental properties in Osprey Village!

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 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.