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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Southwest Coast Florida and around

The Inn On Siesta Key
Enjoy the serene view from this balcony with a wicker chair and table.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Guests can park their golf cart at the charging station near the building with a green roof.

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (274)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Enjoy a serene beachfront retreat surrounded by lush greenery and a tranquil ocean view.

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Anna Maria Cottage with Golf Cart
Stylish home with a black door, flanked by windows, and a cozy porch area.

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Guest laundry facility and storage area surrounded by lush greenery.

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (43)
"Proximity to things to do on the island was great!"
The price is €237
includes taxes & fees
10 Aug - 11 Aug
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
The Cottage by Anna Maria Island
Relax on the covered porch with a view of lush greenery, featuring a table, vase, and two comfortable chairs.

The Cottage by Anna Maria Island

9.8 out of 10, Exceptional, (12)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Relax on the patio with a comfortable bench and wicker sofa, surrounded by a peaceful atmosphere.

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
Exterior

West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite

9.4 out of 10, Exceptional, (23)
"My husband and I thoroughly enjoyed our 4 night stay here! The property and neighborhood was perfect! Everything you need is provided, from kitchen to beach accessories! It was clean, and comfortable. Loved having the parking pass for the private beach area. I preferred something quiet away from the crowds, and this was perfect! I found so many beautiful shells! Can’t wait for our next trip! Would definitely book this place again!"
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Guests enter through a glass door with wooden shutters, surrounded by lush greenery and a small garden.

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

9.6 out of 10, Exceptional, (45)
"Great place "
The price is €230
includes taxes & fees
11 Aug - 12 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is €445
includes taxes & fees
12 Aug - 13 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Relax on the deck surrounded by lush tropical plants and a serene lawn.

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (13)
"It was the perfect place for my holiday getaway visiting family!"
The price is €373
includes taxes & fees
12 Aug - 13 Aug
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Charming cottage in quiet area, close to beach & bay.
Guests can enjoy a porch with a sliding glass door leading to a cozy room.

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (280)
"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "
Charming cottage in quiet area, close to beach & bay.
3 Pools, lazy river, walk to 5th ave restaurants!
Experience the serene atmosphere of our hotel, surrounded by lush greenery and palm trees in a tropical setting.

3 Pools, lazy river, walk to 5th ave restaurants!

9.8 out of 10, Exceptional, (116)
"We enjoyed our stay! The condo was very clean and had everything we needed. Thank you Alan!"
3 Pools, lazy river, walk to 5th ave restaurants!
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and ample counter space.

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

9.2 out of 10, Wonderful, (63)
"Had a lovely stay.. close to beach and Food. "
The price is €235
includes taxes & fees
9 Aug - 10 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Guest laundry services available for a fee, adjacent to a storage room.

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

9.4 out of 10, Exceptional, (54)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
The price is €231
includes taxes & fees
13 Aug - 14 Aug
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
Outdoor dining

West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

9.8 out of 10, Exceptional, (16)
"Great property, very clean and comfortable! The pond in the backyard and wildlife was beautiful. Hosts were very responsive and accommodating!"
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Stroll through the serene garden, surrounded by lush tropical plants and a charming picket fence.

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (23)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Stroll through a vibrant garden filled with a variety of flowering plants and decorative flamingo statues.

Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South

9.2 out of 10, Wonderful, (5)
"Loved the cottage and the location. "
The price is €578
includes taxes & fees
9 Aug - 10 Aug
Cottage B - 2 Blocks to the Beach, 5th Street and 3rd Ave. South
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Relax in this serene sunroom with a lush tropical view, a ceiling fan, and comfortable seating area.

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

9.8 out of 10, Exceptional, (39)
"Great location,nice neighborhood,well equipped. We enjoyed our stay very much!"
The price is €371
includes taxes & fees
10 Aug - 11 Aug
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Relax in the serene outdoor seating area surrounded by lush greenery and a charming brick patio.

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

10.0 out of 10, Exceptional, (11)
"nice place great location, we will stay there again"
The price is €459
includes taxes & fees
11 Aug - 12 Aug
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
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 Southwest Coast Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Amazing view from room beautiful sunsets, great food amazing people "
Brandon 6-night trip
Posted 14 hours ago
Lani Kai Beachfront Resort

Frequently asked questions

How much do cottages in Southwest Coast Florida cost?
Prices for cottages in Southwest Coast Florida range between €230 and €578 per night. No matter your budget, you're sure to find the ideal place to touch base with nature. 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.
How many cottages are there in Southwest Coast Florida?
Select from 58 cottages in Southwest Coast Florida. Whether you're travelling with the whole family, as a duo or with a group of old friends, Expedia can help you find the perfect space.
Why book your cottage in Southwest Coast Florida with Expedia?
Booking a cottage in Southwest Coast Florida is as easy as clicking on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all traveller styles. As for irresistible deals? We have them too!