Search Cottages in Southwest Florida

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 22 Cottages in Southwest Florida with updated reviews, rates, and availability.

The "Grouper"

9.6 out of 10, Exceptional, (10)
"I was very pleased with the final results after unfortunately getting double booked . The host was able to get us in their other property. Even though we had to change all our plans. We still ended up having a very comfortable and relaxing time. And was able to check out a little later. Very pleased with how they handled everything!!"
The price is SAR 371
SAR 791 total
includes taxes & fees
27 Feb - 28 Feb
The "Grouper"

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

9.6 out of 10, Exceptional, (46)
"Great location! Loved access to beach chairs, towels and bikes. Cute rental that has everything you need. Beach is walking distance. Wickies restaurant across the street is amazing!"
The price is SAR 1,234
SAR 1,853 total
includes taxes & fees
25 Feb - 26 Feb
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (254)
"Always wonder what the placees lookes like veerry small but cute places . My only sugggestion, whhsjcj make at mosdtcprlces ie stay is a ccoi"
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (33)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2

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

9.0 out of 10, Wonderful, (51)
"The place was great. Only negatives were an uncomfortable mattress,it wanted to curl up on the edges as we moved around, and you had to stand strategically in the shower to keep water off the floor from the gap in the door."
The price is SAR 1,125
SAR 1,752 total
includes taxes & fees
2 Mar - 3 Mar
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

3 Pools, lazy river, walk to 5th ave restaurants!

9.8 out of 10, Exceptional, (107)
"We have been coming to Naples Bay Resort for 15 years now & this villa was the best equipped for all of our family’s needs! We will definitely book it again, overlooking the tennis courts & pool with luxury immenitie!"
3 Pools, lazy river, walk to 5th ave restaurants!

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (112)
"We enjoyed our stay. It is perfect for families and the location is perfect!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (40)
"Clean and quiet - nice to have basket bikes"
The price is SAR 1,234
SAR 1,850 total
includes taxes & fees
2 Mar - 3 Mar
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

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

9.2 out of 10, Wonderful, (42)
"Only thing I didn't like was that the water in the shower started getting cold pretty quickly. Otherwise, everything was great! Specifically the customer service! I talked on the phone with Paige with Breakaway Vacations multiple times and she was incredibly friendly and helpful!"
The price is SAR 1,384
SAR 2,213 total
includes taxes & fees
2 Mar - 3 Mar
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

Very Cute Cottage , in Bonita- Queen Bed + 2 Rollaway Beds. Near the Beach!

9.6 out of 10, Exceptional, (5)
"Although small, this house was both clean and well furnished. Location, location, location! It’s in the middle of everything, which makes it a perfect base for exploring the area and pretty close to the beach. Would we go back? Absolutely!!"
Very Cute Cottage , in Bonita- Queen Bed + 2 Rollaway Beds. Near the Beach!

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

9.0 out of 10, Wonderful, (21)
"WAS NICE BUT NOT AS BIG AS THOUGHT IT WOULD BE"
The price is SAR 1,234
SAR 2,213 total
includes taxes & fees
4 Mar - 5 Mar
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

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

9.6 out of 10, Exceptional, (35)
"please was very nice and comfortable close to several places"
The price is SAR 1,234
SAR 1,880 total
includes taxes & fees
6 Mar - 7 Mar
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

9.6 out of 10, Exceptional, (17)
"Great property, very clean and comfortable! The pond in the backyard and wildlife was beautiful. Hosts were very responsive and accommodating!"
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

9.6 out of 10, Exceptional, (40)
"The property was as described and absolutely amazing! It was beautiful inside, beds were comfortable, living area had comfortable furniture. Amenities were excellent. Not a bad thing to say about this place. Easy check in/out. Will definitely stay there again! "
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

9.8 out of 10, Exceptional, (36)
"Good communication, great location, private and clean. We never left the island! Enjoyed using the bikes and private beach access. Close to all restaurants but in a residential like setting. Would highly recommend this cute cottage. Would definitely return."
The price is SAR 1,309
SAR 2,320 total
includes taxes & fees
2 Mar - 3 Mar
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.

9.6 out of 10, Exceptional, (9)
"A very nice home. Plenty of space and very clean. George was responsive to all our questions. Well located near sites to visit and beaches and shopping. "
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.

Cozy and Private our island home on North Captiva is the perfect escape

8.6 out of 10, Excellent, (7)
"I booked this house because of the location and fantastic price. It was adorable and exactly as expected. I couldn't get the dryer door to open but I think that may have been operator error. The property managers, Duncan and Laurie with Tortuga, went above and beyond to make my stay not just ok, but exceptional. I would have missed the ferry due to my plane delay had Duncan not reached out to give me additional options. He even called the ferry captain to make sure he new I was coming for the...
Cozy and Private our island home on North Captiva is the perfect escape

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

9.6 out of 10, Exceptional, (8)
"The hostess was very nice, and helpful. Place was clean, comfy and we had everything we needed for our short stay. "
The price is SAR 488
SAR 1,217 total
includes taxes & fees
4 Mar - 5 Mar
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

9.4 out of 10, Exceptional, (181)
"We were actually at a property in Venice Beach, a house with private pool. It was very nicely decorated and so comfortable. Close to everything. We had a blast."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

Classic dog-friendly cottage with kitchen, washer/dryer, & central AC

10.0 out of 10, Exceptional, (3)
"The houde was super cute and cozy, the trees in the yard were huge and breath taking. Super easy to get too, and to get to other places. The town is super cute and decorated for chridtmas !"
Classic dog-friendly cottage with kitchen, washer/dryer, & central AC
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.
Don't see what you're looking for?
See all available properties in Southwest Florida
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southwest Florida

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (762)
"Always a pleasure coming here. My second time and will Come back again "
The price is SAR 1,387
SAR 1,553 total
includes taxes & fees
2 Mar - 3 Mar
The Suites at Fishermen’s Village- 2 Bedroom Suites

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2109)
"Beautiful one bedroom condo in the heart of Naples. "
The price is SAR 3,118
SAR 3,565 total
includes taxes & fees
2 Mar - 3 Mar
Bellasera Resort

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1247)
"Great room for family of 4. We had 2 bedrooms and 2 bathrooms so lots of room. Kitchen had the basics but could be better stocked. There were only 5 forks, 5 spoons, etc so we were doing dishes often. Perfect location right on the beach. They had chairs you could borrow for free which was great. The only negative was that we couldn’t use the pool all week due to maintenance and no one emailed in advance to let us know. "
The price is SAR 1,144
SAR 1,275 total
includes taxes & fees
24 Feb - 25 Feb
Edison Beach House
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.

Frequently asked questions

How much do cottages in Southwest Florida cost?
Rates for cottages in Southwest Florida range between SAR 488 and SAR 1,384 per night. No matter your budget, you’re sure to find a perfect place to immerse yourself in nature. 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?
You can choose from 22 cottages in Southwest Florida. Whether you’re traveling with the entire family, as a table-for-two or with a group of pals, Expedia makes it easy to find an ideal place.
Why book your cottage in Southwest Florida with Expedia?
Reserving a cottage in Southwest Florida is as easy as clicking on your travel dates and choosing an ideal place for a vacation in nature. From ritzy retreats to low-cost stays and cottages that come with amenities like a kitchenette, Expedia has something for all tastes. As for terrific deals? We’ve have them as well!
How can I find cheap cottages in Southwest Florida?
With Expedia’s helpful filter tool, comparing cheap cottages in Southwest Florida has never been simpler. To discover accommodations that’ll make your bank balance smile, narrow down your search by amenities, budget and star rating.