Southwest Florida Cottages ￥28,908

Q: 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.

Q: 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.

Q: 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.

Q: 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.

Q: 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.

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

Naples

￥28,908 total

includes taxes & fees

Aug 1 - Aug 2

2. Siesta Heron 6 / Sunset

Siesta Key

￥121,651 total

includes taxes & fees

Aug 25 - Aug 26

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

Port Charlotte

4. Beach Road

Siesta Key

￥166,158 total

includes taxes & fees

Aug 15 - Aug 16

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

North Port

￥71,182 total

includes taxes & fees

Aug 4 - Aug 5

6. Beach Days & Backyard Nights! Fort Myers Retreat

Harlem Heights

￥51,801 total

includes taxes & fees

Aug 3 - Aug 4

7. 4544 Auburn Ave

Alabama Grove Terrace

￥467,330 total

includes taxes & fees

Aug 3 - Aug 4

8. 3716 7th Ave W

Bradenton

￥492,495 total

includes taxes & fees

Aug 8 - Aug 9

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

Bradenton

Rob

￥53,626 total

includes taxes & fees

Aug 2 - Aug 3

10. Unwind Poolside + Walk to Beach! Sarasota Retreat

South Village

"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. "

Eleuterio

￥108,600 total

includes taxes & fees

Aug 5 - Aug 6

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

Naples Park

￥96,909 total

includes taxes & fees

Aug 13 - Aug 14

12. Siesta Heron 7

Siesta Key

￥170,948 total

includes taxes & fees

Aug 12 - Aug 13

13. Pool, Dock & Kayaks: Waterfront Palmetto Home

Palmetto

Carley

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

Bay Pines

Anita

￥37,010 total

includes taxes & fees

Aug 4 - Aug 5

15. Modern 3 Bedroom Retreat With Pool & Fire Pit

Walsingham

￥484,259 total

includes taxes & fees

Aug 11 - Aug 12

16. Great for Digital Nomads! Spacious Home in Largo

Walsingham

￥93,937 total

includes taxes & fees

Aug 14 - Aug 15

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

Indian Rocks Beach

￥151,711 total

includes taxes & fees

Aug 26 - Aug 27

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

St. Petersburg

￥80,049 total

includes taxes & fees

Aug 11 - Aug 12

19. Largo Pool House and Firepit

Walsingham

￥464,706 total

includes taxes & fees

Aug 4 - Aug 5

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

Seminole

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Top Southwest Florida Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent

"The hotel is very comfortable for a short stay. The staff is exceptionally friendly and always willing to help, which made our experience even better. The breakfast offers a wide variety of options, although it’s best to arrive early since the dining area is quite small and can get crowded. The rooms are comfortable and clean. However, the hotel doesn’t offer many amenities for families traveling with children, so it’s better suited for short visits than extended family vacations. Overall, we had a pleasant stay and would recommend it for anyone looking for a comfortable hotel with excellent service."

Lani Kai Beachfront Resort

8/10 Good

"The proximity to where the pier used to be and restaurants was great. Property has a great old Florida feel. The room was very clean. The pool was small and crowded. It would be helpful to have an outdoor rinse station when coming off of the beach. You also had to pay for the beach chairs and umbrella which I wasn’t expecting. Wonderful spot especially for the price. Will defy go again!!!!!"

Sanibel Island Beach Resort

10/10 Excellent

"We had a wonderful stay Our room was spacious, well maintained and clean. The air-conditioning worked perfectly. It kept the room cool and comfortable throughout our stay. The staff from the time you checked in, to the restaurant, to the bar was friendly, attentive and provided excellent service. Definitely don’t miss out on having breakfast, lunch or dinner on site, the food was excellent. Would definitely stay here again and recommend to others."

Naples Bay Resort & Marina

10/10 Excellent

"We had a blast. The resort was very nice and fun. The staff were so kind and helpful. The only thing I would say negative is the pricing was confusing. I thought since I booked through Expedia as a package that I had paid everything. But when I checked out of the resort I had to pay another $350 plus tax in resort fees. I want really prepared for that."

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.

Explore a world of travel with Expedia

Naples Vacations

Book Cottages in Southwest Florida on Expedia.com

Search Southwest Florida Cottage Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Florida cottages

1. 2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2. Siesta Heron 6 / Sunset

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

4. Beach Road

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

6. Beach Days & Backyard Nights! Fort Myers Retreat

7. 4544 Auburn Ave

8. 3716 7th Ave W

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

10. Unwind Poolside + Walk to Beach! Sarasota Retreat

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

12. Siesta Heron 7

13. Pool, Dock & Kayaks: Waterfront Palmetto Home

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

15. Modern 3 Bedroom Retreat With Pool & Fire Pit

16. Great for Digital Nomads! Spacious Home in Largo

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

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

19. Largo Pool House and Firepit

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

Find vacation rentals that suit your style

Top Southwest Florida Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Find out more about Southwest Florida

Southwest Florida Cottages information

Frequently asked questions

Explore a world of travel with Expedia