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Our top choices for Southwest Florida cottages

3.0 star property
Pet-friendly Home: 10 Mi to Lake Okeechobee!

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The Inn On Siesta Key
9.0 out of 10, Wonderful, (9)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
#3 Small house walking distance to Warm Mineral Spring
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
Charming cottage for 2 across warm mineral springs park
10.0 out of 10, Exceptional, (3)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
7mi to Anna Maria Newly Renovated Private Cottage
9.0 out of 10, Wonderful, (23)
"Loved our stay at the cottage. It was a perfect getaway for 2. Short walk to a quiet beach. Convenient to restaurants and Ding Darling.We will be back!"
United States
Catherine B.
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
9.8 out of 10, Exceptional, (78)
"A relaxing and magical place for your escape and mental peace. The place was excellent, and the check-in process was magnificent, with excellent communication from the host. This place is a paradise to clear your mind. Thank you so much for all the attention, Kevin, Lorena and Lilo "
United States
Kevin D.
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
9.0 out of 10, Wonderful, (11)
"The location and the property were both ideal for our getaway. "
United States
Trent
Studio#1-Back Bay Sunsets in Matlacha
3.0 star property
Heated Pool + Spacious Yard: Port Charlotte Escape
9.4 out of 10, Exceptional, (58)
"Great locationThe bikes were a great asset "
United States
Brian Z.
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
Direct Beachfront 2BR Cottage on Casey Key!
10.0 out of 10, Exceptional, (1)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
9.8 out of 10, Exceptional, (9)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
10.0 out of 10, Exceptional, (8)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
United States
Michele A.
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
8.0 out of 10, Very good, (1)
"Property was very clean. All essential items on the property worked fine. One missing item from the property and that was the space heater. Understandable considering there is normally not a huge call for such an item in FL! Owner/manager was responsive when contacted. Would not recommend this property for anyone with any mobility disabilities due to property layout. This property met my needs for a week visit(well close to a week) to my parents. For the price it worked just fine. ...
United States
Diane S.
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (43)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
The "Grouper"
9.6 out of 10, Exceptional, (7)
"The property was perfect if you’re looking for good amenities while still feeling removed from an urban or suburban environment. Loved being isolated, great view of the stars, cool ambiance on back deck, and interior was very comfortable. Perfect for access to both parks in the area!"
United States
Ross P.
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
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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Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
522
Accommodation
62 Cottages
Lowest Price
NZ$276
Highest Price
NZ$990

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between NZ$276 and NZ$990 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 62 cottages to choose from. Enter your dates and destination and start planning your perfect stay today.
What is there to do in Southwest Florida near my cottage?
Whether you're into shopping, dining, history or culture, Southwest Florida is one place where it's difficult to be bored! The leading city of Tampa has loads of attractions, including Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts. If you're taking off to Sarasota, Sarasota BayWalk, Ed Smith Stadium and Robert L. Taylor Community Complex shouldn't be missed.

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