A crowded beach with people sunbathing and swimming.

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Our top choices for Southwest Florida cottages

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 ¥16,280
¥28,908 total
includes taxes & fees
Aug 1 - Aug 2
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ¥70,388
¥121,651 total
includes taxes & fees
Aug 25 - Aug 26
Siesta Heron 6 / Sunset

3. 4 Mi to Hospitals! Port Charlotte Home w/ Lanai

4 Mi to Hospitals! Port Charlotte Home w/ Lanai
3.0 star property
Port Charlotte
4 Mi to Hospitals! Port Charlotte Home w/ Lanai

4. Beach Road

Beach Road
2.0 star property
Siesta Key
The price is ¥123,379
¥166,158 total
includes taxes & fees
Aug 15 - Aug 16
Beach Road

5. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is ¥23,942
¥71,182 total
includes taxes & fees
Aug 4 - Aug 5
Home < 1-mi Walk to Warm Mineral Springs Park!

6. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is ¥12,290
¥51,801 total
includes taxes & fees
Aug 3 - Aug 4
Beach Days & Backyard Nights! Fort Myers Retreat

7. 4544 Auburn Ave

4544 Auburn Ave
2.0 star property
Alabama Grove Terrace
The price is ¥350,312
¥467,330 total
includes taxes & fees
Aug 3 - Aug 4
4544 Auburn Ave

8. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ¥376,680
¥492,495 total
includes taxes & fees
Aug 8 - Aug 9
3716 7th Ave W

9. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is ¥27,932
¥53,626 total
includes taxes & fees
Aug 2 - Aug 3
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

10. Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very Good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ¥53,150
¥108,600 total
includes taxes & fees
Aug 5 - Aug 6
Unwind Poolside + Walk to Beach! Sarasota Retreat

11. Naples Home w/ Lanai & Pool Near Vanderbilt Beach!

Naples Home w/ Lanai & Pool Near Vanderbilt Beach!
3.0 star property
Naples Park
The price is ¥28,730
¥96,909 total
includes taxes & fees
Aug 13 - Aug 14
Naples Home w/ Lanai & Pool Near Vanderbilt Beach!

12. Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ¥97,998
¥170,948 total
includes taxes & fees
Aug 12 - Aug 13
Siesta Heron 7

13. Pool, Dock & Kayaks: Waterfront Palmetto Home

Pool, Dock & Kayaks: Waterfront Palmetto Home
3.0 star property
Palmetto
10.0 out of 10, Exceptional, (1 review)
"This house was absolutely stunning. The kitchen is fully loaded with double appliances. The pool is warm, clean, and salt water! The view is stunning. The area is safe and quiet. We walked 20 min to hit up a cute coffee shop, paddled the kayaks, and took Uber to the Moat Marine and Planetarium. Great for a family. Better if you have a car. "
United States
Carley
Pool, Dock & Kayaks: Waterfront Palmetto Home

14. Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
The price is ¥14,205
¥37,010 total
includes taxes & fees
Aug 4 - Aug 5
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

15. Modern 3 Bedroom Retreat With Pool & Fire Pit

Modern 3 Bedroom Retreat With Pool & Fire Pit
3.0 star property
Walsingham
The price is ¥359,729
¥484,259 total
includes taxes & fees
Aug 11 - Aug 12
Modern 3 Bedroom Retreat With Pool & Fire Pit

16. Great for Digital Nomads! Spacious Home in Largo

Great for Digital Nomads! Spacious Home in Largo
3.0 star property
Walsingham
The price is ¥34,316
¥93,937 total
includes taxes & fees
Aug 14 - Aug 15
Great for Digital Nomads! Spacious Home in Largo

17. Ocean View, Pool & Boat Dock: Indian Rocks Retreat

Ocean View, Pool & Boat Dock: Indian Rocks Retreat
3.0 star property
Indian Rocks Beach
The price is ¥65,919
¥151,711 total
includes taxes & fees
Aug 26 - Aug 27
Ocean View, Pool & Boat Dock: Indian Rocks Retreat

18. 4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is ¥22,026
¥80,049 total
includes taxes & fees
Aug 11 - Aug 12
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

19. Largo Pool House and Firepit

Largo Pool House and Firepit
3.0 star property
Walsingham
The price is ¥350,312
¥464,706 total
includes taxes & fees
Aug 4 - Aug 5
Largo Pool House and Firepit

20. 4 Mi to Beach: Gem w/ Pool & Lanai in Seminole!

4 Mi to Beach: Gem w/ Pool & Lanai in Seminole!
3.0 star property
Seminole
10.0 out of 10, Exceptional, (2 reviews)
"We had the best stay at this place it was so comfortable and welcoming awesome and peaceful we would definitely stay here again"
United States
Anonymous traveler
4 Mi to Beach: Gem w/ Pool & Lanai in Seminole!
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

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
207
Accommodation
42 Cottages
Lowest Price
¥28,908
Highest Price
¥492,495

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between ¥28,908 and ¥492,495 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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