A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Southwest Florida cottages

A residential house with a front porch, a garage, and a white fence.

1. 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 €185
includes taxes & fees
22 Oct - 23 Oct
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
A two-story house with a green exterior, a blue door, and orange trim.

2. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (76 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is €198
includes taxes & fees
14 Oct - 15 Oct
The "Grouper"
A small building with a sign for guest laundry and beach carts.

3. The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!

The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
East End
9.2 out of 10, Wonderful, (45 reviews)
"So close to everything, and the perfect little spot for a vacation:)"
United States
Dan S.
The Rosella-Great value on Sanibel! Walk to dining, shops and The Lighthouse-on Historic East End!
A covered outdoor area with a hammock, wooden deck, and string lights.

4. 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 €251
includes taxes & fees
14 Oct - 15 Oct
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.

5. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"Host responded quicklyWould stay again"
United States
VIKTOR M.
The price is €123
includes taxes & fees
16 Oct - 17 Oct
Charming cottage for 2 across warm mineral springs park
A bathroom with a toilet, sink, and mirror.

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

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.0 out of 10, Wonderful, (76 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is €295
includes taxes & fees
15 Oct - 16 Oct
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
A wooden deck with benches, surrounded by palm trees and a body of water, with a caution sign visible.

7. 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, (24 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 €365
includes taxes & fees
24 Oct - 25 Oct
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

8. 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, (10 reviews)
The price is €181
includes taxes & fees
2 Nov - 3 Nov
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.

9. 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, (9 reviews)
"Great stay!"
United States
Rykadin
The price is €174
includes taxes & fees
2 Nov - 3 Nov
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

10. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is €299
includes taxes & fees
13 Nov - 14 Nov
Cozy Private Cottage, Minutes to Anna Maria Island
A modern house with a covered outdoor area, a swimming pool, and a well-maintained lawn.

11. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is €426
includes taxes & fees
15 Oct - 16 Oct
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
A pair of stacked front-loading washing machines in a commercial setting.

12. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is €339
includes taxes & fees
16 Oct - 17 Oct
Beach View 100ft To Beach and SPA
A covered outdoor seating area with wicker chairs and a table, overlooking a residential street with houses and palm trees.

13. 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 €183
includes taxes & fees
14 Oct - 15 Oct
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
A two-story house with a brick driveway leading to a front door, surrounded by various plants and trees.

14. 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, (58 reviews)
The price is €344
includes taxes & fees
14 Oct - 15 Oct
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
A hot tub with water bubbling, a life ring on the door, and a sign prohibiting chemicals.

15. Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.6 out of 10, Excellent, (4 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is €192
includes taxes & fees
14 Oct - 15 Oct
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
A covered patio with a round table set for four, surrounded by wicker chairs.

16. Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (16 reviews)
"Very clean house, nice place to stay"
United States
Linda G.
The price is €219
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
A garage with a metal gate and a driveway leading to a house.

17. Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Jacarandas
6.8 out of 10, (3 reviews)
"The place was very clean. "
United States
Kari M.
The price is €195
includes taxes & fees
14 Oct - 15 Oct
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

18. 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)
The price is €198
includes taxes & fees
14 Oct - 15 Oct
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.

19. 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
9.8 out of 10, Exceptional, (7 reviews)
"Comfortable, quiet retreat. Very friendly and helpful hosts!"
United States
CORRINE H.
The price is €217
includes taxes & fees
14 Oct - 15 Oct
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

20. 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 €206
includes taxes & fees
14 Oct - 15 Oct
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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

The Perry Hotel Naples

The Perry Hotel Naples

10/10 Excellent
"Excelente de verdad!"
Omar 2-night trip
Posted less than an hour ago
The Perry Hotel Naples

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
320
Accommodation
42 Cottages
Lowest Price
€123
Highest Price
€426

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between €123 and €426 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 holidays 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 Theatre and David A. Straz Jr. Centre 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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