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Cottages in Southwest Florida

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Terrace/patio

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (134)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
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, (272)
"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!
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.
The "Grouper"
Stylish single-story home with a vibrant exterior, featuring a turquoise front door and a small garden area.

The "Grouper"

9.6 out of 10, Exceptional, (31)
"Great location."
The price is ￥14,593
￥31,392 total
includes taxes & fees
Aug 14 - Aug 15
The "Grouper"
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 ￥23,437
￥39,969 total
includes taxes & fees
Aug 4 - Aug 5
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
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 ￥17,835
￥77,725 total
includes taxes & fees
Aug 12 - Aug 13
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
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
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 ￥21,963
￥38,979 total
includes taxes & fees
Aug 3 - Aug 4
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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 ￥13,001
￥62,557 total
includes taxes & fees
Aug 3 - Aug 4
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
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 ￥21,963
￥39,421 total
includes taxes & fees
Aug 9 - Aug 10
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Enjoy dining or relaxing on the covered porch with a glass table and wicker chairs.

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

9.6 out of 10, Exceptional, (79)
"We were in town for a lacrosse tournament and this house was so perfect, clean and relaxing."
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Residential area with modern homes and apartment buildings surrounded by lush greenery and palm trees.

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.8 out of 10, Excellent, (8)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
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)
"Perfect setting for my yearly getaway"
The price is ￥22,110
￥39,152 total
includes taxes & fees
Aug 6 - Aug 7
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
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Guests can enjoy a lively beach scene with ocean views and access to various activities.

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"This property is perfect all around. The location is perfect, close enough to walk to everything. Easy quick walk to the beach or the circle to eat or shop. Quiet area with few other people and little traffic. Quick response to any questions we had. Our family thoroughly enjoyed our stay. Would definitely stay here again!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
Set amidst a serene natural environment, this single-story home offers an entrance and a garage.

Chic cottage, Vamo area, close to beaches, pet friendly, kayaks

9.8 out of 10, Exceptional, (20)
"Nice place "
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks
Sarasota Vacation Rental w/ Private Pool & Lanai!
Enjoy the view from this balcony with a green artificial turf floor, overlooking a quiet residential street lined with palm trees.

Sarasota Vacation Rental w/ Private Pool & Lanai!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."
Sarasota Vacation Rental w/ Private Pool & Lanai!
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
Situated in a residential neighborhood, this house features a front door, small porch, and window with decorative lattice, surrounded by potted plants and a garden bed.

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

9.8 out of 10, Exceptional, (196)
"We had stayed here for a month last year and once again this year and are looking forward to the same nextcyear. I cannot say enough wonderful things about the extraordinary efforts by Ed and Audrey to make our stay possible this year after the devastating hurricanes! We are eternally grateful "
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!
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, (115)
"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!
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 Florida Hotel Reviews

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Right ON THE BEACH!!!"
Elizabeth Ann 3-night trip
Posted 9 hours ago
Lani Kai Beachfront Resort

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between ￥13,001 and ￥23,437 per night. No matter your budget, you're sure to find an ideal place to soak up nature's beauty. 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 Florida?
Southwest Florida has 58 cottages to choose from. Enter your dates and destination and start planning your perfect stay today.
Why book your cottage in Southwest Florida with Expedia?
We think that vacations should be stress-free, so if you're searching for cottages in Southwest Florida at the perfect price, Expedia can help. Keep the budget in check and pick a low-cost option far away from the city rush, or book a luxury cottage to pamper your loved ones.