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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Southwest Florida

Sarasota Vacation Rental w/ Private Pool & Lanai!
Enjoy the view from this balcony with a green artificial turf floor, overlooking a quiet residential street lined with palm trees.

Sarasota Vacation Rental w/ Private Pool & Lanai!

3.0 star property
10.0 out of 10, Exceptional, (2)
"This home was great for our family. Everything was clean and well-kept. We enjoyed the pool and backyard. The home is also conveniently located with many stores and restaurants nearby."
Sarasota Vacation Rental w/ Private Pool & Lanai!
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
Interior

12 Mi to Beach: Home w/ Patio & Yard in Bradenton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean & close to the convention center"
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
2 Mi to Anna Maria Island: Newly Built Home!
Interior

2 Mi to Anna Maria Island: Newly Built Home!

3.0 star property
2 Mi to Anna Maria Island: Newly Built Home!
Salty Sunrise
Property amenity

Salty Sunrise

4.0 star property
9.8 out of 10, Exceptional, (6)
"We had an amazing experience at this property in Fort Myers! The home was in excellent condition and spotlessly clean, which made for a truly comfortable and relaxing stay. Being right on the water was such a treat – the views were stunning, and we loved having easy access to the dock and enjoying the peaceful surroundings. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a clean, well-maintained waterfront...
Salty Sunrise
3 Mi to Dtwn Bradenton: Home w/ Yard!
Interior

3 Mi to Dtwn Bradenton: Home w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The pictures did not do this house justice! This property was beautiful and absolutely worth the money for the week! "
3 Mi to Dtwn Bradenton: Home w/ Yard!
Dog-friendly Bradenton Home w/ Private Pool & Yard
Stroll through the garden, surrounded by lush greenery and vibrant plants, to this charming single-story home with a garage.

Dog-friendly Bradenton Home w/ Private Pool & Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
Dog-friendly Bradenton Home w/ Private Pool & Yard
Naples Retreat With Private Pool & Spa!
Interior

Naples Retreat With Private Pool & Spa!

3.0 star property
Naples Retreat With Private Pool & Spa!
Marco Island Home w/ Heated Pool + Screened Lanai!
Interior

Marco Island Home w/ Heated Pool + Screened Lanai!

3.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing stay!"
Marco Island Home w/ Heated Pool + Screened Lanai!
Palm View
Stunning two-story building with a balcony and charming front entrance, surrounded by lush tropical plants and a small porch area.

Palm View

3.5 star property
10.0 out of 10, Exceptional, (1)
Palm View
'the Melrose Sarasota' w/ Large Private Lanai
Interior

'the Melrose Sarasota' w/ Large Private Lanai

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great, spacious, and clean. Highly recommend!"
'the Melrose Sarasota' w/ Large Private Lanai
5 Mi to Beach: Family Retreat in Sarasota!
Situated in a suburban neighborhood, this single-story house offers a lawn with lush greenery and a palm tree.

5 Mi to Beach: Family Retreat in Sarasota!

3.0 star property
5 Mi to Beach: Family Retreat in Sarasota!
Pet-friendly Naples Vacation Rental w/ Fire Pit!
Interior

Pet-friendly Naples Vacation Rental w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We came to spend time with my sister for Easter and we were very pleased with this property. It was nice and clean and enough space for my family. "
Pet-friendly Naples Vacation Rental w/ Fire Pit!
5 Mi to Dtwn: Family Getaway in Punta Gorda
Cozy home with a small porch and well-manicured lawn.

5 Mi to Dtwn: Family Getaway in Punta Gorda

3.0 star property
The price is RM249
RM489 total
includes taxes & fees
10 Aug - 11 Aug
5 Mi to Dtwn: Family Getaway in Punta Gorda
Luxury Ave Maria Rental w/ Private Pool & Spa!
Relax in a sheltered outdoor space surrounded by lush greenery and contemporary architecture.

Luxury Ave Maria Rental w/ Private Pool & Spa!

3.0 star property
Luxury Ave Maria Rental w/ Private Pool & Spa!
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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Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between RM249 and RM249 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 7 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 holidays 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.