Search Cottages in Southwest Florida

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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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

The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (19)
"Wish there were instructions for the fan/thermostats."
The price is SAR 371
SAR 799 total
includes taxes & fees
31 Mar - 1 Apr
The "Grouper"
We will be accepting new reservations from January 2025 going forward only.
Beach nearby, sun loungers, beach towels

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

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

9.8 out of 10, Exceptional, (261)
"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.
Cozy Getaway with pool and minutes to the beach!!!
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (18)
"If everything is perfect at check-in, that’s great. But we did have several issues. The owner got on each right away! Couldn’t ask for any faster problem solving and response time, he even compensated us for inconvenience. Great owner to rent from! Well equipped place with a fantastic pool!"
Cozy Getaway with pool and minutes to the beach!!!
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Beach nearby, sun loungers, beach towels

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
Outdoor pool, a heated pool

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
Outdoor pool, a heated pool

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
Lake front cottage less than 1mile from Fifth Ave S. The heart of old Naples.
Fridge, microwave, oven, stovetop

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.
Property grounds

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.
Adorable Cottage with Covered Balconies and Private Pool
A heated pool

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (34)
"Great property in such a cute area and just a short walk to the beach. Love the pool area and all the rooms were perfect for my friends and family."
Adorable Cottage with Covered Balconies and Private Pool
Classic dog-friendly cottage with kitchen, washer/dryer, & central AC
Outdoor dining

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
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Fridge, microwave, coffee/tea maker

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 1,046
SAR 1,660 total
includes taxes & fees
8 Apr - 9 Apr
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Aerial view

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 SAR 934
SAR 1,495 total
includes taxes & fees
18 Apr - 19 Apr
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Aerial view

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 934
SAR 1,465 total
includes taxes & fees
14 Apr - 15 Apr
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Aerial view

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 1,046
SAR 1,634 total
includes taxes & fees
9 Apr - 10 Apr
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Lovely Private Cottage, less than 5 miles to the beach!!!
Outdoor pool

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!!!
West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
Beach nearby

West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views

9.0 out of 10, Wonderful, (11)
"Basic needs met. Thanks"
West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Property grounds

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

10.0 out of 10, Exceptional, (66)
"We loved it. Our second stay at this house. The owners are amazing. We are coming back next year already reserved the house "
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
On the beach, sun loungers, beach towels

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, (113)
"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
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Beach nearby

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

Edison Beach House
Beach/ocean view

Edison Beach House

3.5 star property
9.4 out of 10, Exceptional, (1266)
"Very Kind & Amazing Front Desk Staff! thank u guys!"
The price is SAR 1,052
SAR 1,173 total
includes taxes & fees
1 Apr - 2 Apr
Edison Beach House
The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

The Suites at Fishermen’s Village- 2 Bedroom Suites

3.0 star property
9.8 out of 10, Exceptional, (810)
"You cannot beat the location. It was fantastic. We didn't realize that the hotel was actually incorporated right into the pier. My only complaint was it was noisy at night, but that may have just been our suite as it was close to the stairs and the elevator. it seemed that there were many deliveries during the night highly recommend the location other than that "
The price is SAR 879
SAR 984 total
includes taxes & fees
1 Apr - 2 Apr
The Suites at Fishermen’s Village- 2 Bedroom Suites
Bellasera Resort
Lobby

Bellasera Resort

4.0 star property
9.6 out of 10, Exceptional, (2126)
"Very nice, friendly hotel. Easy to walk everywhere other than crossing the busy street, but still not bad. 5 minute walk to all the shopping and restaurants on 5th- easy to walk the Old Naples neighborhood and a walk to see the sunset at the beach. Rooms are a bit dated in terms of style, but everything was in great condition and very clean. Pool was very nice and lunch at the pool was excellent."
The price is SAR 2,282
SAR 2,637 total
includes taxes & fees
30 Mar - 31 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 SAR 934 and SAR 1,046 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.