Search Cottages in Southwest Florida

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Compare 33 Cottages in Southwest Florida with updated reviews, rates, and availability.

The "Grouper"

9.4 out of 10, Exceptional, (19)
"Property was very clean and just what we needed for a quick getaway to visit friends. Property owner was quick to respond and we had check in info a couple of days before. Very close to beaches, restaurants and the island."
The price is SAR 371
SAR 791 total
includes taxes & fees
17 Apr - 18 Apr
The "Grouper"

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.

Cozy Getaway with pool and minutes to the beach!!!

9.8 out of 10, Exceptional, (19)
"Location of property was Excellent for us. Very adequate parking, space and furnishings. Pool and deck were pluses that we sought out before reserving tis unit. We had 4 sets of duplex neighbors during our stay...and all were friendly and delightful."
Cozy Getaway with pool and minutes to the beach!!!

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

10.0 out of 10, Exceptional, (258)
"My sixth year returning to reset and relax… I was so relieved to see little Castaway still standing and looking fabulous after Helene and Milton- kudos to Dan and Goose for their hospitality and even welcoming a new puppy to the scene. It was wonderful to see businesses and folks coming back from the devastation and look forward to next time! "
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

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 SAR 1,047
SAR 1,660 total
includes taxes & fees
8 Apr - 9 Apr
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

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

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

9.8 out of 10, Exceptional, (263)
"This cottage is just as described. New appliances and a fully equipped kitchen. Lots of towels, two king beds with excellent mattresses, and a large back yard with lounge chairs, a grill and comfy screened porch. Contact with and instructions from the hostess were outstanding. Easy walk to the beach and several excellent restaurants. "
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (34)
"Shell Cottage was cute as can be . It was very clean , beautifully decorated and well equipped. However; there is an alarm on the entry door that is ear shattering. The check-in information states it is part of the rental license rules which I understand. There was no grey box on the outside of the door which can be pressed to allow entry within 45 seconds before the alarm goes off. There was a button on the inside that allowed us to leave the cottage.. I’m not sure I would stay here again...
Shell Cottage - sleeps 2

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

fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!

10.0 out of 10, Exceptional, (29)
"Awesome!"
fabulous waterfront resort, 3 pools, lazy river, walk to 5th Ave!

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

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (9)
"We had a soccer tournament in Lakewood Ranch. This was a perfect location between the fields and the beach. The house was nicely decorated and suited our needs perfectly. There were even beach chairs and beach towels for our use! It was a little cool for the screened in porch but that was a very nice area. The beds were comfortable and the kitchen had all the items. The host was easy to communicate with and very responsive in answering questions. I would definitely stay here again. "
The Cottage by Anna Maria Island

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

9.8 out of 10, Exceptional, (11)
"House was super clean. Quiet place to relax after enjoying the Florida sunshine. Would return in the future. "
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, (182)
"At first we didn't know what to expect. Once inside there is a cozy cottage atmosphere. Great set up for a small family. Several amenities."
This cottage is a 2 bedroom(s), 2 bathrooms, located in Englewood, FL.

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 SAR 1,002
SAR 2,430 total
includes taxes & fees
26 Apr - 27 Apr
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

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 746
SAR 1,227 total
includes taxes & fees
1 May - 2 May
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Mermaid Cottage

10.0 out of 10, Exceptional, (11)
"We loved the two living spaces and outdoor areas. It was perfect for our varied ages. Close to food, beaches, shops,and parks."
Mermaid Cottage

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

9.8 out of 10, Exceptional, (37)
"Only stayed for a few days but didn't want to leave. The cottage was very nice for the two of us, just the right size and the walk to the beach was not a problem. We did not drive (and use the beach pass) and walked it twice a day. Everything about the stay was fabulous and the beach was amazing (shells, Shells and MORE SHELLS) and there was almost no one there. We walked for miles along the beach and saw, at most, maybe 20 other people. "
The price is SAR 1,122
SAR 2,090 total
includes taxes & fees
21 Apr - 22 Apr
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

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

9.6 out of 10, Exceptional, (48)
"Cute room that had everything we needed. Bikes and beach wagons were a nice addition. Close to lighthouse with good restaurant and ice cream shop across the street. The only negative was that the hot water ran out quickly during showers. Nice to see Sanibel rebounding from the hurricanes. "
The price is SAR 746
SAR 1,227 total
includes taxes & fees
1 May - 2 May
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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 821
SAR 1,659 total
includes taxes & fees
1 May - 2 May
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1277)
"Great place on the beach with designated parking and friendly staff "
The price is SAR 733
SAR 818 total
includes taxes & fees
1 Apr - 2 Apr
Edison Beach House

Lazy Cuckoo Inn

2.0 star property
9.0 out of 10, Wonderful, (190)
"This was a nice surprise with a quick planned trip with friends. Better than a hotel, clean, updated, roomy, quiet and with all the amenities. Close to the beach, close to food, shopping and activities. "
The price is SAR 390
SAR 556 total
includes taxes & fees
1 Apr - 2 Apr
Lazy Cuckoo Inn

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2131)
"Excellent property and service. Highly recommended!"
The price is SAR 2,177
SAR 2,520 total
includes taxes & fees
7 Apr - 8 Apr
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 SAR 371 and SAR 1,122 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 33 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.