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

The "Grouper"

9.4 out of 10, Exceptional, (6)
"My partner and I stayed during a recent visit to see family/friends. The place is larger than expected with new appliances and split AC/HEAT elements and a nice little Keurig for those morning coffee drinkers. The neighborhood was quiet and located close both family in Bradenton and Anna Maria Island. Check in was quick and convenient. **Also the sink that most people seem to complain about worked just fine**A couple cups/dishes weren’t washed in the cabinet but wasn’t a problem. Dish soap and...
The price is AED 364
AED 775 total
includes taxes & fees
2 Feb - 3 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 AED 1,208
AED 1,833 total
includes taxes & fees
6 Feb - 7 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, (252)
"Stayed there again for a few days for our anniversary. Great location, nice place, wonderful host. We couldn't ask for anything better. That's why we keep going back. We left just before Hurricane Helene and are praying for Cindy and Anna Maria Island. "
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, (50)
"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 AED 1,102
AED 1,683 total
includes taxes & fees
16 Feb - 17 Feb
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, (111)
"Rented both their cottages. Steps from the beach and walking distance to bars/restaurants. Everyone in the family enjoyed the trip! Owners kept us up to date on all the repairs from the hurricanes and had the property in ready condition as promised!"
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, (39)
"Great place - thanks so much!"
The price is AED 1,208
AED 1,808 total
includes taxes & fees
2 Feb - 3 Feb
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

9.4 out of 10, Exceptional, (41)
"Great location and very comfortable cottage, but kitchen equipment almost non existent. We didn’t need to use the enormous oven but no oven ware at all if we did. Very little workspace due to unnecessarily huge oven and sink. Outside space was nice but was in full sun with no shade at all so we couldn’t use it. Bed was great but bathroom tiny and could do with a shelf and a shower gel holder."
The price is AED 1,355
AED 2,141 total
includes taxes & fees
12 Feb - 13 Feb
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!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay here, the house was perfectly cleaned, stocked with snacks and water, and had all of the items we needed. Bed is very comfortable, and there is a nice amount of space to move around in. "
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"
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, (34)
"please was very nice and comfortable close to several places"
The price is AED 1,208
AED 1,804 total
includes taxes & fees
14 Feb - 15 Feb
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 AED 1,282
AED 2,283 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, (8)
"We had a wonderful stay at this lovely, clean house! As a family of five, we found the space sufficient for everyone to feel comfortable. The house is well-maintained and welcoming, with all the essentials provided. While it's a bit far to walk downtown or the pier, we rented a car, which made getting around super easy. Overall, we had a great experience and would highly recommend this property to others."
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, (7)
"Our family stayed at La Mia Casa, the listing of the rental was accurate so we weren’t surprised by anything. The host does a WONDERFUL job of providing any and everything you might need while you stay. The proximity to the beach and points of interest is great it never took us more than 10-15mins to go to the beach or eateries. Our host even extended our checkout which I thought was very nice."
The price is AED 477
AED 1,236 total
includes taxes & fees
6 Feb - 7 Feb
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.
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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, (737)
"Loved it"
The price is AED 1,379
AED 1,544 total
includes taxes & fees
12 Feb - 13 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2098)
"We have been bringing our kids to this hotel every year and we always have a nice stay. We love the suites! Great location close to downtown restaurants and easy to get to the beach. "
The price is AED 2,421
AED 2,789 total
includes taxes & fees
2 Feb - 3 Feb
Bellasera Resort

Marco Beach Vacation Suites

3.5 star property
8.0 out of 10, Very Good, (757)
"Overall I thoroughly enjoyed my 3 day stay! Heated pool, 2 dedicated pickle ball courts directly behind building, ample parking available, very short walk across the street to South Beach. Tremendous shelling at the rock jetty about 5 minutes going to left once on beach ! Prefer to have daily house keeping services such as new towels, make bed, provide toiletries (shampoo,conditioner) Bathroom shower could use safety bar to hold onto. Weak water flow in kitchen. "
Marco Beach Vacation Suites
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 and 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 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.