Holiday Rentals in Osprey Village

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Our top choices for Osprey Village holiday rentals

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,224 reviews)
"This place is very nice really close to the beach pool was amazing laid back"
United States
michael
The price is €159
includes taxes & fees
15 Jan - 16 Jan
Tropical Beach Resorts
3.5 star property
9.6 out of 10, Exceptional, (306 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is €373
includes taxes & fees
19 Jan - 20 Jan
The Residences at Siesta Key Beach by Hyatt Vacation Club
9.2 out of 10, Wonderful, (10 reviews)
"Property was perfect for the price."
United States
William M.
The price is €147
includes taxes & fees
16 Jan - 17 Jan
Charming cottage for 2 across warm mineral springs park

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,188 reviews)
"Excellent place and location, "
United States
Richard
The price is €195
includes taxes & fees
14 Jan - 15 Jan
Captiva Beach Resort
9.0 out of 10, Wonderful, (10 reviews)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is €147
includes taxes & fees
23 Jan - 24 Jan
#3 Small house walking distance to Warm Mineral Spring

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (250 reviews)
"Great place! "
United States
Michelle
The price is €282
includes taxes & fees
3 Feb - 4 Feb
Kon Tiki Inn

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very good, (347 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is €200
includes taxes & fees
15 Jan - 16 Jan
Tiny House Siesta

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (586 reviews)
"Room was nice & staff was friendly. "
United States
Paula
A Beach Retreat
2.5 star property
8.6 out of 10, Excellent, (2,231 reviews)
"Very nice place !"
United States
Ivette
The price is €242
includes taxes & fees
1 Feb - 2 Feb
Hibiscus Suites - Gateway to Siesta Key
9.8 out of 10, Exceptional, (27 reviews)
"The property was very clean and conveniently located ."
United States
David
The price is €239
includes taxes & fees
14 Jan - 15 Jan
[lounge like locals] walk to siesta beach +bikes
9.2 out of 10, Wonderful, (36 reviews)
"Very nice place, easy check in, and communicative host"
United States
Cristopher M.
The price is €152
includes taxes & fees
12 Feb - 13 Feb
Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more
10.0 out of 10, Exceptional, (21 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is €293
includes taxes & fees
15 Jan - 16 Jan
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Condo in Bayou Oaks

Riverside Oasis 1Bed/1Bath
9.2 out of 10, Wonderful, (42 reviews)
"Excellent place to stay"
United States
garry s.
The price is €123
includes taxes & fees
21 Jan - 22 Jan
Riverside Oasis 1Bed/1Bath

Apartment in Gulf Gate Estates

2 Miles to Siesta Key
10.0 out of 10, Exceptional, (19 reviews)
"Host was super attentive and location is terrific "
United States
Leon P.
2 Miles to Siesta Key

Apartment in Gulf Gate Estates

Two Miles to Siesta Key
10.0 out of 10, Exceptional, (43 reviews)
"Terry was a great host. The apartment was very comfortable and had everything we needed for our short stay in Sarasota. Would stay here again."
United States
Robert C.
Two Miles to Siesta Key

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (192 reviews)
"Great place to stay! "
United States
Carlos
The price is €212
includes taxes & fees
15 Jan - 16 Jan
The Inn On Siesta Key
9.6 out of 10, Exceptional, (22 reviews)
"Great place to stay, music at the tiki bar every night. Kitchen staff was incredible. The food was awesome. Definitely would stay here again."
United States
christopher s.
The price is €147
includes taxes & fees
15 Jan - 16 Jan
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

Holiday Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38 reviews)
"Clean pool great apartment could use more seating in living room. Beach chairs was cool patio was awesome parking good water pressure great bed clean and comfy "
United States
jason
The price is €312
includes taxes & fees
14 Jan - 15 Jan
Siesta Heron Suites & Villas

Aparthotel in Siesta Key

SeaSpray Resort
4.0 star property
9.4 out of 10, Exceptional, (84 reviews)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is €328
includes taxes & fees
19 Jan - 20 Jan
SeaSpray Resort
10.0 out of 10, Exceptional, (69 reviews)
"Enjoyed our stay. Great location close to everything we needed"
United States
Christine M.
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osprey Village holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osprey Village holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osprey Village holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osprey Village holiday rentals we have selected for you start as low as €158 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osprey Village rentals

At Expedia, we put the best Osprey Village holiday 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 holiday.

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 holiday rental in Osprey Village?

Yes, there are holiday rentals in Osprey Village close to Nancy's Consignments, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osprey Village has to offer?

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

How many holiday rentals will I find in Osprey Village?

Expedia has 4 holiday 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 St. Armands Circle are other popular places to visit in the area.

What are holiday rentals like in Osprey Village?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osprey Village. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.