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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Southwest Florida cottages

A modern house with a covered outdoor area, a swimming pool, and a well-maintained lawn.

1. 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 Rp2.839.973
Rp8.594.988 total
includes taxes & fees
23 Nov - 24 Nov
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
An outdoor patio with green metal chairs and tables, a red umbrella, and a building with balconies in the background.

2. Beach Tree Cottage,Walk To Beach& Siesta

Beach Tree Cottage,Walk To Beach& Siesta
2.0 star property
Siesta Key Village
The price is Rp2.018.732
Rp6.369.282 total
includes taxes & fees
9 Nov - 10 Nov
Beach Tree Cottage,Walk To Beach& Siesta
A house with a gravel driveway leading to a blue building with a porch.

3. Beach Days & Backyard Nights! Fort Myers Retreat

Beach Days & Backyard Nights! Fort Myers Retreat
3.0 star property
Harlem Heights
The price is Rp1.465.209
Rp6.074.829 total
includes taxes & fees
23 Nov - 24 Nov
Beach Days & Backyard Nights! Fort Myers Retreat
A yellow house with a porch, a mailbox, and a number 5306 on the door.

4. Yellow Palm Cottage, Heart of Siesta Key

Yellow Palm Cottage, Heart of Siesta Key
2.0 star property
Siesta Key Village
The price is Rp3.183.664
Rp8.401.074 total
includes taxes & fees
9 Nov - 10 Nov
Yellow Palm Cottage, Heart of Siesta Key
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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Learn more about Southwest Florida

Amazing beaches, golf courses and popular sights from Key West Express to Siesta Key Beach—explore Southwest Florida, a destination also known for its island views.

See all hotels in Southwest Florida
A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Frequently Asked Questions

How much do cottages in Southwest Florida cost?

Prices for cottages in Southwest Florida range between Rp1.465.209 and Rp3.183.664 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 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.