A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Southwest Florida cottages

A house with a gravel driveway leading to a blue building with a porch.

1. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is ￥12,184
￥51,354 total
includes taxes & fees
Sep 17 - Sep 18
Beach Days & Backyard Nights! Fort Myers Retreat
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

2. Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Rykadin
The price is ￥11,286
￥29,056 total
includes taxes & fees
Aug 25 - Aug 26
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
A covered outdoor seating area with wicker furniture and a blue umbrella.

3. Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (41 reviews)
"The pool was very clean and their are plenty of places nearby to walk too!"
United States
ruth l.
The price is ￥21,836
￥59,357 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Getaway!
A covered outdoor seating area with wicker chairs and a table, overlooking a residential street with houses and palm trees.

4. Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Bonita Shores
10.0 out of 10, Exceptional, (10 reviews)
"Great location, nice place, just was very responsive. Enjoyed sitting on the dock "
United States
Sean B.
The price is ￥11,922
￥32,015 total
includes taxes & fees
Sep 14 - Sep 15
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

5. Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (9 reviews)
"The host has great communication, and the unit we stayed in was nice inside and cozy & relaxing. The property was scenic & quiet and we loved being able to go down to the dock to do some fishing. We would definitely stay here again."
United States
Kristina S.
The price is ￥12,081
￥32,193 total
includes taxes & fees
Sep 10 - Sep 11
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

6. Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Bonita Shores
10.0 out of 10, Exceptional, (2 reviews)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
The price is ￥10,809
￥30,297 total
includes taxes & fees
Aug 24 - Aug 25
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

7. Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything

Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Bonita Shores
10.0 out of 10, Exceptional, (3 reviews)
"Super calm and private cottage. The host was great at communicating and gave clear, easy instructions as well. Would stay here again, no doubt! "
United States
Maria C.
The price is ￥13,830
￥33,983 total
includes taxes & fees
Aug 22 - Aug 23
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

8. Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Bonita Shores
10.0 out of 10, Exceptional, (12 reviews)
"Great location, super clean, EASY details for check-in and out. Hope to stay again. "
United States
Travis W.
The price is ￥12,717
￥35,701 total
includes taxes & fees
Sep 13 - Sep 14
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

9. Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Bonita Shores
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable, quiet retreat. Very friendly and helpful hosts!"
United States
CORRINE H.
The price is ￥12,717
￥35,860 total
includes taxes & fees
Sep 14 - Sep 15
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
A dock leading to a house with a covered patio.

10. Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything

Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Bonita Shores
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay. Dave and manager Jennifer were very helpful. The place was clean and cheerful and peaceful. Thanks!!"
United States
Jen B.
The price is ￥16,532
￥40,591 total
includes taxes & fees
Sep 14 - Sep 15
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
A residential house with a front porch, a garage, and a white fence.

11. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is ￥16,139
￥28,658 total
includes taxes & fees
Sep 19 - Sep 20
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

12. Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (38 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is ￥18,798
￥74,759 total
includes taxes & fees
Aug 23 - Aug 24
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
A bathroom with a toilet, sink, and mirror.

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (75 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is ￥21,994
￥48,694 total
includes taxes & fees
Sep 3 - Sep 4
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
A single-story building with a beige exterior and a red door.

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

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (54 reviews)
"Loved this place! So private and cute! We walked to Wickies for breakfast and lunch and did Mudbugs for dinner! Best beaches were Blind Pass and Tarpon Bay! Make sure to use the code for a discount for Adventures in Paradise Shelling tours!"
United States
Stephen
The price is ￥21,994
￥49,010 total
includes taxes & fees
Aug 27 - Aug 28
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

15. The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
East End
9.2 out of 10, Wonderful, (56 reviews)
"Great location for our needs! Very quiet neighborhood. Clean spacious rooms (lovebirds). Bathroom a little tight but no complaints for us. Propery is very cute. Would be great to have friends in other rooms! Bikes are convenient for a quick or longer ride. Wiki’s walkable for meals with Ice cream place next door. Check in instructions were easy to follow even getting in late. Would definitely stay again."
United States
Karen S.
The price is ￥22,095
￥55,435 total
includes taxes & fees
Aug 22 - Aug 23
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

16. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is ￥11,445
￥39,837 total
includes taxes & fees
Aug 29 - Aug 30
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
A covered outdoor area with a hammock, wooden deck, and string lights.

17. Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (86 reviews)
"Check in was easy, the cottage was clean and organized, the bed was very comfortable. "
United States
Jacob S.
The price is ￥21,219
￥40,653 total
includes taxes & fees
Aug 28 - Aug 29
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
A small, single-story building with a gray exterior, a white door, and a window with shutters.

18. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (27 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is ￥6,358
￥21,141 total
includes taxes & fees
Aug 22 - Aug 23
Charming cottage for 2 across warm mineral springs park
A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

19. Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
The price is ￥23,685
￥65,879 total
includes taxes & fees
Aug 25 - Aug 26
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
A two-story house with a green exterior, a blue door, and orange trim.

20. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (74 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ￥15,737
￥33,695 total
includes taxes & fees
Aug 26 - Aug 27
The "Grouper"
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

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Todo super bien"
Andy 2-night trip
Posted 1 hour ago
Compass Hotel by Margaritaville Anna Maria Sound

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
420
Accommodation
42 Cottages
Lowest Price
￥21,141
Highest Price
￥74,759

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between ￥21,141 and ￥74,759 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 42 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.
How can I find cheap cottages in Southwest Florida?
With Expedia's useful filter tool, scoring cheap cottages in Southwest Florida is a cinch. To view properties that are friendly on the wallet, narrow down your search by amenities, star rating and budget.
What is there to do in Southwest Florida near my cottage?
Whether you're into shopping, dining, history or culture, Southwest Florida is one place where it's difficult to be bored! The leading city of Tampa has loads of attractions, including Henry B. Plant Museum, Orpheum Theater and David A. Straz Jr. Center for the Performing Arts. If you're taking off to Sarasota, Sarasota BayWalk, Ed Smith Stadium and Robert L. Taylor Community Complex shouldn't be missed.

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