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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Cottages in Osprey

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 SAR 274
SAR 841 total
includes taxes & fees
14 Dec - 15 Dec
Relax in Hot Tub, Walk to Springs: North Port Home
Exterior
#3 Small house walking distance to Warm Mineral Spring

Cottage in Warm Mineral Springs

9.0 out of 10, Wonderful, (8)
"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 SAR 225
SAR 584 total
includes taxes & fees
13 Dec - 14 Dec
#3 Small house walking distance to Warm Mineral Spring
Exterior
Charming cottage for 2 across warm mineral springs park

Cottage in Warm Mineral Springs

9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
The price is SAR 225
SAR 584 total
includes taxes & fees
7 Dec - 8 Dec
Charming cottage for 2 across warm mineral springs park
Outdoor dining
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly

Cottage in Nokomis

2.0 star property
10.0 out of 10, Exceptional, (2)
"Host was very accommodating and kind. The cottage was cozy and well kept. Waking up with the ocean breeze off the river and the quiet neighborhood was so relaxing. I would highly recommend!"
United States
Michael A.
The price is SAR 378
SAR 672 total
includes taxes & fees
7 Dec - 8 Dec
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
Outdoor dining
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Cottage in Englewood Central

2.0 star property
The price is SAR 273
SAR 808 total
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
The Lookout, 1 King Bedroom 1 Bath | Terrace/patio
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 SAR 833
SAR 1,149 total
includes taxes & fees
7 Dec - 8 Dec
The Inn On Siesta Key
Exterior
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

Cottage in Casey Key

9.2 out of 10, Wonderful, (69)
"Quiet beautiful beachfront location! We had a wonderful stay and plan on coming back! Thank you very much!"
United States
Katherine Z.
The price is SAR 631
SAR 1,660 total
includes taxes & fees
13 Dec - 14 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Cottage in Siesta Key

9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is SAR 450
SAR 1,145 total
includes taxes & fees
7 Dec - 8 Dec
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Cottage in Manasota Key

10.0 out of 10, Exceptional, (1)
"This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. "
United States
John C.
The price is SAR 563
SAR 1,651 total
includes taxes & fees
7 Dec - 8 Dec
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Cottage in Manasota Key

8.0 out of 10, Very Good, (1)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is SAR 938
SAR 2,120 total
includes taxes & fees
7 Dec - 8 Dec
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior
Blue Dolphin Cottage steps from the beach

Cottage in Siesta Key Village

The price is SAR 491
SAR 2,105 total
includes taxes & fees
7 Dec - 8 Dec
Blue Dolphin Cottage steps from the beach
Exterior
Escape near Siesta Key with Hot Tub, BBQ, and Fireplace

Cottage in Sarasota

2.0 star property
The price is SAR 694
SAR 1,445 total
includes taxes & fees
2 Jan - 3 January 2026
Escape near Siesta Key with Hot Tub, BBQ, and Fireplace
Exterior
Yellow Palm Cottage steps from the beach

Cottage in Siesta Key Village

The price is SAR 517
SAR 2,007 total
includes taxes & fees
7 Dec - 8 Dec
Yellow Palm Cottage steps from the beach
Property grounds
Pink Mango Cottage steps from the beach

Cottage in Siesta Key Village

The price is SAR 517
SAR 2,029 total
includes taxes & fees
7 Dec - 8 Dec
Pink Mango Cottage steps from the beach
Terrace/patio
Cabana Cottage Across street from Beach and Heated Pool

Cottage in Siesta Key

10.0 out of 10, Exceptional, (5)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
Cabana Cottage Across street from Beach and Heated Pool
Terrace/patio
Nook Cottage Across street from beach and Heated Pool

Cottage in Siesta Key

10.0 out of 10, Exceptional, (4)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
Nook Cottage Across street from beach and Heated Pool
Terrace/patio
5 star Guest House heated pool on the water!

Cottage in South Sarasota

The price is SAR 938
SAR 1,884 total
includes taxes & fees
7 Dec - 8 Dec
5 star Guest House heated pool on the water!
Outdoor dining
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Cottage in Casey Key

9.4 out of 10, Exceptional, (107)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
The price is SAR 631
SAR 1,567 total
includes taxes & fees
7 Dec - 8 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Terrace/patio
Haven cottage Across street from beach and Heated Pool

Cottage in Siesta Key

9.8 out of 10, Exceptional, (7)
"It was a beautiful place. Great staff. Awesome experience."
United States
Nicholas M.
The price is SAR 1,023
SAR 1,991 total
includes taxes & fees
7 Dec - 8 Dec
Haven cottage Across street from beach and Heated Pool
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

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 1 day ago
Siesta Key Palms Resort

Frequently asked questions

How much do cottages in Osprey cost?
Cottages in Osprey range between SAR 584 and SAR 2,120 per night. These stays offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osprey?
Osprey has multiple cottages with a total average guest review rating of 9.3. The Inn On Siesta Key is a terrific option if you're into nature and an easy-breezy pace. Guests of this 3.5-star stay will have access to a swimming pool and a garden. Flip Flop Cottages is another popular choice. This 3-star cottage features a swimming pool and a barbecue grill.
How many cottages are there in Osprey?
Take your pick of 326 cottages in Osprey. Whether you're vacationing with the kids or organizing a weekend break with close friends, Expedia can help you find the right space to get in touch with nature.
Why book your cottage in Osprey with Expedia?
We think that traveling should be simple, so if you're after cottages in Osprey at a competitive rate, Expedia has you covered. Keep the budget in check and stay in an economical option far away from the city rush, or book a 5-star cottage to spoil the ones you love most.
How can I find cheap cottages in Osprey?
The quickest way to track down cheap cottages in Osprey is with Expedia's useful filter tool. Refine your search by budget, amenities and star rating to grab unbeatable deals in just a few keystrokes.