Search Cottages in Southwest Florida

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Check prices for these dates

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

The "Grouper"

9.4 out of 10, Exceptional, (19)
"Wish there were instructions for the fan/thermostats."
The price is SAR 371
SAR 791 total
includes taxes & fees
31 Mar - 1 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)
"We had an amazing getaway! The best location and amenities! The cottage is stocked with everything you need and more.. and it's decor is so cute! Highly recommend staying here. Thank you to our wonderful hosts - very accommodating they're super nice!!! We plan on a return trip! "
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 1,661 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)
"Cindy was the best host we’ve ever encountered. She is so accommodating and communicative. She made our trip so easy! The location is perfect, just a few minutes walk to the beach or the bay, a couple blocks over from all of the shopping and restaurants on Pine Street and just down the street from a trolley stop. She has all the amenities for making the beach trip easy & comfortable…a wagon to hold the chairs, an umbrella, a cooler and all of your bags. I would highly recommend!"
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (34)
"We could not ask for any better of a vacation"
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)
"Enjoyed the home and the amenities. Beds we're comfortable. Would recommend and return if in the area."
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)
"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.

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 2,431 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 859
SAR 1,392 total
includes taxes & fees
9 Apr - 10 Apr
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 934
SAR 1,495 total
includes taxes & fees
18 Apr - 19 Apr
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 1,122
SAR 2,086 total
includes taxes & fees
3 Apr - 4 Apr
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)
"The location of this property is amazing! It’s literally on the beach. The staff is also wonderful! The front desk staff was so nice and remembered our son by name. We will definitely be coming back. "
The price is SAR 893
SAR 996 total
includes taxes & fees
6 Apr - 7 Apr
Edison Beach House

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (818)
"Loved it "
The price is SAR 858
SAR 961 total
includes taxes & fees
22 Apr - 23 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2105)
"Great little hotel close to the beach, but not so close as to be over-priced. Easy 15 min walk to a public beach access in one direction and 10 min walk to several restaurants/groceries in the other direction. Very clean and updated room with a full size refrigerator and small kitchen. The pool was the best part. Comfortable chairs and never crowded."
The price is SAR 715
SAR 807 total
includes taxes & fees
3 Apr - 4 Apr
Hibiscus Suites - Gateway to 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.

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.