Search Southwest Coast Florida Cottages

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Our top choices for Southwest Coast Florida cottages

The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio
The Inn On Siesta Key

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
$394 nightly
The price is $446
Dec 28 - Dec 29
Total with taxes and fees
The Inn On Siesta Key
Exterior
Charming cottage for 2 across warm mineral springs park

Cottage in Warm Mineral Springs

Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
$155 nightly
The price is $173
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Exterior
#3 Small house walking distance to Warm Mineral Spring

Cottage in Warm Mineral Springs

#3 Small house walking distance to Warm Mineral Spring
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.
$140 nightly
The price is $156
Dec 24 - Dec 25
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
Exterior
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Cottage in LaBelle

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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.
$239 nightly
The price is $258
Dec 27 - Dec 28
Total with taxes and fees
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

Cottage in Bradenton

7mi to Anna Maria Newly Renovated Private Cottage
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.
$279 nightly
The price is $312
Jan 1 - Jan 2, 2026
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Cottage in West End

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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.
$501 nightly
The price is $531
Jan 3 - Jan 4, 2026
Total with taxes and fees
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Exterior
Studio#1-Back Bay Sunsets in Matlacha

Cottage in Matlacha

Studio#1-Back Bay Sunsets in Matlacha
9.0 out of 10, Wonderful, (11)
"The location and the property were both ideal for our getaway. "
United States
Trent
$188 nightly
The price is $207
Jan 23 - Jan 24, 2026
Total with taxes and fees
Studio#1-Back Bay Sunsets in Matlacha
Property grounds
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Cottage in Bonita Shores

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
$246 nightly
The price is $271
Dec 25 - Dec 26
Total with taxes and fees
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Property grounds
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Cottage in Bonita Shores

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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.
$267 nightly
The price is $294
Dec 25 - Dec 26
Total with taxes and fees
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Property grounds
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

Cottage in East End

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
9.4 out of 10, Exceptional, (58)
"Great locationThe bikes were a great asset "
United States
Brian Z.
$412 nightly
The price is $442
Jan 19 - Jan 20, 2026
Total with taxes and fees
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
House (3 Bedrooms) | Interior
Heated Pool + Spacious Yard: Port Charlotte Escape

Cottage in Port Charlotte

Heated Pool + Spacious Yard: Port Charlotte Escape
3.0 star property
$388 nightly
The price is $431
Dec 30 - Dec 31
Total with taxes and fees
Heated Pool + Spacious Yard: Port Charlotte Escape
Terrace/patio
Direct Beachfront 2BR Cottage on Casey Key!

Cottage in Casey Key

Direct Beachfront 2BR Cottage on Casey Key!
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.
$391 nightly
The price is $436
Dec 29 - Dec 30
Total with taxes and fees
Direct Beachfront 2BR Cottage on Casey Key!
Property grounds
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Cottage in Bonita Shores

Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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.
$279 nightly
The price is $307
Dec 24 - Dec 25
Total with taxes and fees
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Exterior
The "Grouper"

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.
$189 nightly
The price is $211
Dec 29 - Dec 30
Total with taxes and fees
The "Grouper"
Property grounds
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

Cottage in Jacarandas

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
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.
$189 nightly
The price is $209
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Property grounds
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Cottage in Bonita Shores

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
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.
$264 nightly
The price is $291
Dec 24 - Dec 25
Total with taxes and fees
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Terrace/patio
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Cottage in Bonita Shores

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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.
$260 nightly
The price is $286
Dec 25 - Dec 26
Total with taxes and fees
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Outdoor dining
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Cottage in Englewood Central

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
2.0 star property
$226 nightly
The price is $252
Jan 6 - Jan 7, 2026
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Terrace/patio
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.

Cottage in Ochopee

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
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.
$316 nightly
The price is $347
Dec 24 - Dec 25
Total with taxes and fees
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
1 bedroom, free WiFi, bed sheets
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Cottage in East End

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
9.2 out of 10, Wonderful, (70)
"This was a cute little cottage close to the beach. Wonderful lighthouse restaurant next door. Bikes were conveniently available for use."
United States
consuelo
$418 nightly
The price is $448
Jan 3 - Jan 4, 2026
Total with taxes and fees
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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 Coast Florida Hotel Reviews

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"Was a quiet and peaceful area. Had all the necessary amenities and drink selections were great at the bar."
Brandon 4-night trip
Posted 17 hours ago
Golden Host Resort - Sarasota

Find out more about Southwest Coast Florida

Southwest Coast Florida Cottages information

Number of reviews
591
Accommodation
62 Cottages
Lowest Price
$156
Highest Price
$531

Frequently asked questions

How much do cottages in Southwest Coast Florida cost?
Prices for cottages in Southwest Coast Florida range between $156 and $531 per night. No matter your budget, you're sure to find the ideal place to touch base with 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 Coast Florida?
Select from 62 cottages in Southwest Coast Florida. Whether you're traveling with the whole family, as a duo or with a group of old friends, Expedia can help you find the perfect space.
Why book your cottage in Southwest Coast Florida with Expedia?
Booking a cottage in Southwest Coast Florida is as easy as clicking on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all traveler styles. As for irresistible deals? We have them too!
How can I find cheap cottages in Southwest Coast Florida?
With Expedia's helpful filter tool, scoring cheap cottages in Southwest Coast Florida is a breeze. To discover accommodations that'll make your wallet happy, narrow your search results by star rating, budget and amenities.
What is there to do in Southwest Coast Florida near my cottage?
You'll discover almost endless things to do in Southwest Coast Florida. If you're vacationing in Tampa, don't miss Henry B. Plant Museum, Orpheum Theater and David A. Straz Jr. Center for the Performing Arts. Planning a getaway in Sarasota? Sarasota BayWalk, Ed Smith Stadium and Robert L. Taylor Community Complex are popular attractions in this city.

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