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

The "Grouper"

9.4 out of 10, Exceptional, (17)
"Very nice and clean"
The price is AED 364
AED 782 total
includes taxes & fees
31 Mar - 1 Apr
The "Grouper"

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

9.8 out of 10, Exceptional, (260)
"We loved our stay here… the cottage was in the perfect location and walkable to everything. Beds were huge and comfy and kitchen had everything we could need. It was our first time to Anna Maria and hopefully we will be back soon. Would definitely stay here again!"
Charming cottage in quiet area, close to beach & bay.

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

10.0 out of 10, Exceptional, (256)
"Everything thought about, all put together really well.Pool got dirty from trees a lot…..Didn’t understand it was not detached, but didn’t matter, but would have liked to know….."
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

2 Bedroom Cottage Sanibel Island Near Beach-Great! Newly renovated & refurnished

9.6 out of 10, Exceptional, (13)
"We loved this little beach cottage. Very clean and comfortable. Unfortunately it rained all week while we were there, but we still enjoyed ourselve immensely. You could tell it was recently renovated and was well done. It had everything you needed and is situated in a nice area. Would definitely stay again!"
2 Bedroom Cottage Sanibel Island Near Beach-Great! Newly renovated & refurnished

Sanibel Shores A2 Beautiful 2 bedroom Cottage short walk to the beach

10.0 out of 10, Exceptional, (25)
"Beautiful home with everything you need. "
Sanibel Shores A2 Beautiful 2 bedroom Cottage short walk to the beach

We will be accepting new reservations from January 2025 going forward only.

9.8 out of 10, Exceptional, (187)
"We enjoyed our stay. The rental is close to beaches and trolley takes you anywhere on the island. Rental is clean and owner checks in with you often. "
We will be accepting new reservations from January 2025 going forward only.

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

9.6 out of 10, Exceptional, (10)
"Had a nice stay with friends and my pup. Accurate listing. Very clean. Very quiet neighborhood "
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.

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.

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (65)
"Wife and I stayed in Flamingo for a month; love the neighborhood and area. Fortunately Lido hasn't gone high rise like surrounding key islands. Flamingo a very comfortable ranch style one story house exactly as advertised. Owners a delight to work with; any issue that came up they were right on it. Booked again for next year!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

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 AED 915
AED 1,445 total
includes taxes & fees
6 Apr - 7 Apr
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, (43)
"Cute efficiency unit, very clean and newer kitchen and bath. Bikes were great to get to Lighthouse Beach, helpful to have coin laundry. As stated in other reviews- missing items for oven cooking. Could use a rack/stand in the shower. Very close to a restaurant, ice cream and deli. Great for a beach getaway. Owners left a list of recommendations for places to go, which was helpful. "
The price is AED 915
AED 1,611 total
includes taxes & fees
4 Apr - 5 Apr
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

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 AED 1,025
AED 1,600 total
includes taxes & fees
9 Apr - 10 Apr
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (8)
"Just a two blocks walk to the beach! Just two blocks from the heart of third, the location couldn’t be better."
The price is AED 782
AED 2,119 total
includes taxes & fees
25 Mar - 26 Mar
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

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

9.0 out of 10, Wonderful, (4)
"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

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

9.8 out of 10, Exceptional, (108)
"We enjoyed our stay! The condo was very clean and had everything we needed. Thank you Alan!"
3 Pools, lazy river, walk to 5th ave restaurants!

Country Cottage Home

9.6 out of 10, Exceptional, (124)
"The house was as described, very quiet area. It was clean, the beds were comfortable, I would highly recommend to friends and families looking for a place in the area."
Country Cottage Home

Lovely Private Cottage, less than 5 miles to the beach!!!

9.4 out of 10, Exceptional, (13)
"I booked this private cottage in my neighborhood for my parents who are in their late seventies and have 2 little dogs. It was the perfect spot for them to relax during the holidays. It’s very close to shopping and dining and only a 10 min drive to the beach. The cottage felt very private and Deb does an amazing job of landscaping making it feel like a tropical oasis! Fully gated area for their dogs to hang out was a plus! We will be using this spot again when we have family in town. Thanks...
Lovely Private Cottage, less than 5 miles to the beach!!!

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

9.6 out of 10, Exceptional, (47)
"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 AED 1,208
AED 1,859 total
includes taxes & fees
29 Mar - 30 Mar
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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

9.0 out of 10, Wonderful, (52)
"We loved the east end of Sanibel and this place was just right. Great communication and cute little place in a great spot. We loved Wikies and all shops just a three minute walk away, as well as how quiet the area was. Lighthouse beach was easy, especially with the bikes. Buy/bring bug spray for calm wind days but overall it was wonderful. "
The price is AED 1,025
AED 1,626 total
includes taxes & fees
8 Apr - 9 Apr
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.0 out of 10, Very Good, (3)
"We rented the SeaShell Cottage for the weekend of our daughter's wedding for our son, daughter - in - law and their daughter. It was only 2 blocks from the Venue - The Sandbar which was very convenient for them with an infant. The cottage was super clean and just down right adorable! We would definitely recommend and would love to return soon. "
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
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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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, (798)
"Nicely Furnished. Beautiful view. Great walking area and great to sit on the little beach on the harbor. Super friendly staff. Loved it!"
The price is AED 871
AED 975 total
includes taxes & fees
1 Apr - 2 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1260)
"Great place to stay. "
The price is AED 1,030
AED 1,149 total
includes taxes & fees
18 Mar - 19 Mar
Edison Beach House

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2120)
"Nice pool, protected from wind with plenty of sun throughout the day. Great restaurant. Close to downtown and old Naples. Bike ride to the beach!"
The price is AED 2,714
AED 3,115 total
includes taxes & fees
13 Mar - 14 Mar
Bellasera Resort
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?
Prices for cottages in Southwest Florida range between and 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 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.