Osprey Village Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Osprey Village vacation rentals

Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (264 reviews)
"Very nice rooms and close to everything. Owner is very welcoming."
United States
Jennifer
The price is NT$4,703
NT$5,315 total
includes taxes & fees
Apr 1 - Apr 2
Kon Tiki Inn
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,379 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is NT$7,026
NT$8,769 total
includes taxes & fees
Apr 23 - Apr 24
Tropical Beach Resorts
House (2 Bedrooms) | Interior

Relax in Hot Tub, Walk to Springs: North Port Home

Relax in Hot Tub, Walk to Springs: North Port Home
3.0 star property
North Port
Relax in Hot Tub, Walk to Springs: North Port Home
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (478 reviews)
"Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too."
United States
Kathy
The price is NT$4,363
NT$4,930 total
includes taxes & fees
Apr 27 - Apr 28
Venice Beach Villas
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,272 reviews)
"Clean room, quiet and in a location convenient to Siesta Key. The pool is very nice, although located at the front of the property alongside a busy road. Would definitely recommend this hotel, especially if a kitchenette is desired."
United States
CAROLYN
The price is NT$5,665
NT$6,401 total
includes taxes & fees
Apr 12 - Apr 13
Hibiscus Suites - Gateway to Siesta Key
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (613 reviews)
"Literally steps to the beach. "
United States
william
The price is NT$6,032
NT$6,816 total
includes taxes & fees
Apr 27 - Apr 28
A Beach Retreat
Cabin (Tiny House - Green Lifeguard Stand) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (359 reviews)
"super clean and comfortable. we were 4 people and had a very comfortable and lovely stay. i felt super at home and the location is very centralized to everything "
United States
Adanna
The price is NT$3,511
NT$7,845 total
includes taxes & fees
Apr 20 - Apr 21
Tiny House Siesta
Condo, 2 Bedrooms | Beach | Beach nearby

Just Beachy 2 Bedroom Condo by RedAwning

Just Beachy 2 Bedroom Condo by RedAwning
3.0 star property
Longboat Key
Just Beachy 2 Bedroom Condo by RedAwning
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (103 reviews)
"VERY ENJOYABLE /STAFF WAS EXCELLENT"
United States
KARL
The price is NT$12,096
NT$13,668 total
includes taxes & fees
Apr 19 - Apr 20
SeaSpray Resort
Exterior

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,217 reviews)
"Room was clean and well stocked. Staff were easy to access and helpful. Location was great!"
United States
Daniel
The price is NT$8,033
NT$9,618 total
includes taxes & fees
Apr 12 - Apr 13
Captiva Beach Resort
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (245 reviews)
"Staff very accommodating."
United States
Genevieve
The price is NT$5,278
NT$6,685 total
includes taxes & fees
Apr 22 - Apr 23
Tropical Villas of Venice Beach
Aerial view

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (356 reviews)
"Nice beach house center to town and the Main Beach. Beach access across street as well. "
United States
Timothy
The price is NT$10,547
NT$15,164 total
includes taxes & fees
Mar 31 - Apr 1
The Ringling Beach House
Apartment (1 Bedroom) | Interior

< 1 Mi to Beach: Peaceful Escape in Nokomis

< 1 Mi to Beach: Peaceful Escape in Nokomis
3.0 star property
Nokomis
< 1 Mi to Beach: Peaceful Escape in Nokomis
Outdoor wedding area

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very Good, (269 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
The price is NT$6,859
NT$8,139 total
includes taxes & fees
Mar 31 - Apr 1
Casey Key Resort - Gulf Shores
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NT$6,373
NT$13,620 total
includes taxes & fees
Apr 20 - Apr 21
Siesta Heron Suites & Villas
Condo (Siesta Bayside Closest to the Beach) | Exterior

Siesta Bayside Closest to the Beach

Siesta Bayside Closest to the Beach
3.5 star property
Siesta Key
Siesta Bayside Closest to the Beach
Interior

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
The price is NT$1,564
NT$9,518 total
includes taxes & fees
Apr 1 - Apr 2
Artsy Getaway With Vibrant Design Flair
House | 3 bedrooms

Sleeps 8 Pets Welcome Fenced In Backyard

Sleeps 8 Pets Welcome Fenced In Backyard
2.0 star property
Southgate
Sleeps 8 Pets Welcome Fenced In Backyard
Beach nearby, white sand, beach umbrellas, beach towels

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (195 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The Inn On Siesta Key
Outdoor pool

4BR Spacious Paradise

4BR Spacious Paradise
2.0 star property
Siesta Key Village
The price is NT$15,393
NT$26,968 total
includes taxes & fees
Apr 3 - Apr 4
4BR Spacious Paradise
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osprey Village Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"Carlisle Inn is well run, with friendly and helpful people. "
William 1-night trip
Posted 1 hour ago
Carlisle Inn

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
  • Use the map to find apartments and other holiday homes in the Osprey Village neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osprey Village while they last

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 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.