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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Osprey holiday rentals

Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (266 reviews)
"Wonderful place! Super friendly host! Very clean, affordable! Great place!!"
United States
Carolyn
The price is Rp2.305.748
Rp2.605.495 total
includes taxes & fees
4 May - 5 May
Kon Tiki Inn
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,396 reviews)
"Love the location, excellent service and place clean and quite "
United States
Dayami
The price is Rp3.449.487
Rp4.339.239 total
includes taxes & fees
29 Apr - 30 Apr
Tropical Beach Resorts
Apartment (2 Bedrooms) | Front of property

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
The price is Rp1.867.800
Rp5.864.043 total
includes taxes & fees
19 Apr - 20 Apr
4 Mi to Siesta Key Beach: Condo w/ Private Patio
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 Rp2.321.030
Rp2.622.763 total
includes taxes & fees
27 Apr - 28 Apr
Venice Beach Villas
Beachside One Bedroom Suite | Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (616 reviews)
"Love this place"
United States
Marialis
The price is Rp3.048.759
Rp3.445.072 total
includes taxes & fees
3 May - 4 May
A Beach Retreat
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,275 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 Rp2.810.699
Rp3.176.109 total
includes taxes & fees
3 May - 4 May
Hibiscus Suites - Gateway to Siesta Key
Luxury Condo, Beach View | Balcony

Gulf View Condominiums

Gulf View Condominiums
3.5 star property
Manasota Key
The price is Rp6.418.440
Rp16.527.652 total
includes taxes & fees
16 Apr - 17 Apr
Gulf View Condominiums
House, 2 Bedrooms, Pets allowed | Private kitchen

Coastal 2-Bedroom Home Minutes to Beach

Coastal 2-Bedroom Home Minutes to Beach
3.0 star property
Englewood Central
10.0 out of 10, Exceptional, (3 reviews)
"Great space- had everything needed to enjoy a beach stay"
United States
Adriana
The price is Rp3.396.000
Rp7.233.479 total
includes taxes & fees
10 Apr - 11 Apr
Coastal 2-Bedroom Home Minutes to Beach
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 Rp2.807.983
Rp3.556.631 total
includes taxes & fees
22 Apr - 23 Apr
Tropical Villas of Venice Beach
Interior

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is Rp1.375.380
Rp6.594.077 total
includes taxes & fees
14 Apr - 15 Apr
Stylish Retro Vibes Private BBQ & Beach Access
Cabin (Tiny House - The Siesta) | 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, (360 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 Rp1.765.920
Rp4.058.560 total
includes taxes & fees
4 May - 5 May
Tiny House Siesta
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,223 reviews)
"Clean and very close to beach. "
United States
Daniel
The price is Rp3.754.023
Rp4.529.857 total
includes taxes & fees
3 May - 4 May
Captiva Beach Resort
Luxury Condo, 2 Bedrooms, Non Smoking, Pets allowed | Dining

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
The price is Rp2.445.120
Rp5.887.306 total
includes taxes & fees
6 Apr - 7 Apr
Cedar Run Resort - Roam Hospitality
House (3 Bedrooms) | Interior

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
The price is Rp3.107.340
Rp9.142.541 total
includes taxes & fees
7 Apr - 8 Apr
Unwind Poolside + Walk to Beach! Sarasota Retreat
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, (196 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The price is Rp6.208.058
Rp7.955.470 total
includes taxes & fees
13 Apr - 14 Apr
The Inn On Siesta Key
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, (104 reviews)
"Perfect location, nice amenities for the beach, pet friendly, would stay here again! Super convenient and clean "
United States
Jayline
The price is Rp5.246.820
Rp5.928.907 total
includes taxes & fees
3 May - 4 May
SeaSpray Resort
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
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 Rp2.653.413
Rp6.413.713 total
includes taxes & fees
28 Apr - 29 Apr
Siesta Heron Suites & Villas
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
Lulu's Key House Leatherback 2/2 Downstairs
Interior

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
The price is Rp1.324.440
Rp5.620.161 total
includes taxes & fees
12 Apr - 13 Apr
Artsy Getaway With Vibrant Design Flair
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 Hotel Reviews

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4/10 Poor
"This property is not the “resort” it shows online. The best part of the entire place was the little tiki bar and the staff. The rest of the “resort” was pretty terrible. Everything is extremely run down and old, there are no curtains in the rooms (only verticals) so the room stays lit up from the sun/parking lot lights all night long. I felt like everything gave off a dirty feel. Paint and tile were chipped, dirty grout, loud mini fridge, discolored toilet. We had to shower as quickly as we could because the drain was awful and collected about 1 1/2 inches of water in the bottom that just pooled around your feet, you essentially were standing in a little pool the entire time. There is no shower door or curtain, it is wide open. We definitely will not be staying here again. "
Sarah 1-night trip
Posted 1 hour ago
Casey Key Resorts - Mainland

Find out more about Osprey

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

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Look no further and take a look at our great range of rental properties in Osprey!

Frequently asked questions

Can I find holiday rentals in Osprey?

Yes, there are holiday rentals in Osprey close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Osprey speak positively about the popular beaches and lively bars in this destination. While you're in the area, you can also enjoy the top-notch restaurants and shops.

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

Siesta Key Island Rentals: This holiday home rental outside of Osprey 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 are there in Osprey?

With 17 Expedia holiday rentals, you're guaranteed to find just the right place for your Osprey stay.

What’s there to see and do in Osprey?

Family-friendly attractions include Jim Neville Marine Preserve and Nancy's Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. While in the area, you can also visit popular places such as Siesta Key Beach and Lido Beach.

What’s a holiday rental in Osprey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osprey. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.