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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Southwest Florida cottages

House (3 Bedrooms) | Front of property

Pet-friendly Home: 10 Mi to Lake Okeechobee!

Pet-friendly Home: 10 Mi to Lake Okeechobee!
3.0 star property
Clewiston
The price is CA $126
CA $583 total
includes taxes & fees
Feb 10 - Feb 11
Pet-friendly Home: 10 Mi to Lake Okeechobee!
Interior

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is CA $386
CA $1,002 total
includes taxes & fees
Mar 1 - Mar 2
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Exterior

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"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.
The price is CA $190
CA $483 total
includes taxes & fees
Feb 28 - Mar 1
7mi to Anna Maria Newly Renovated Private Cottage
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The price is CA $623
CA $780 total
includes taxes & fees
Feb 16 - Feb 17
The Inn On Siesta Key
Exterior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.4 out of 10, Exceptional, (13 reviews)
"Property was perfect for the price."
United States
William M.
The price is CA $89
CA $221 total
includes taxes & fees
Mar 1 - Mar 2
Charming cottage for 2 across warm mineral springs park
Property grounds

#3 Small house walking distance to Warm Mineral Spring

#3 Small house walking distance to Warm Mineral Spring
Warm Mineral Springs
9.0 out of 10, Wonderful, (12 reviews)
"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.
The price is CA $103
CA $236 total
includes taxes & fees
Mar 1 - Mar 2
#3 Small house walking distance to Warm Mineral Spring
Property grounds

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (5 reviews)
"Is good , and Beauty"
United States
Jorge T.
The price is CA $202
CA $402 total
includes taxes & fees
Feb 11 - Feb 12
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Exterior

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (80 reviews)
"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.
The price is CA $204
CA $376 total
includes taxes & fees
Mar 1 - Mar 2
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Exterior

Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha
Matlacha
9.0 out of 10, Wonderful, (11 reviews)
"The location and the property were both ideal for our getaway. "
United States
Trent
The price is CA $123
CA $284 total
includes taxes & fees
Feb 20 - Feb 21
Studio#1-Back Bay Sunsets in Matlacha
Terrace/patio

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
Ochopee
9.6 out of 10, Exceptional, (10 reviews)
"Spotless room, nice kitchen and private location. Great deck with fire pit overlooking a tidal creek. "
United States
Paul
The price is CA $274
CA $480 total
includes taxes & fees
Feb 25 - Feb 26
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
House (3 Bedrooms) | Interior

Beach Gear Provided! Omas House in Bradenton!

Beach Gear Provided! Omas House in Bradenton!
3.0 star property
Bradenton
The price is CA $201
CA $643 total
includes taxes & fees
Feb 11 - Feb 12
Beach Gear Provided! Omas House in Bradenton!
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is CA $135
CA $291 total
includes taxes & fees
Mar 4 - Mar 5
The "Grouper"
Property grounds

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Bonita Shores
10.0 out of 10, Exceptional, (1 review)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
The price is CA $198
CA $394 total
includes taxes & fees
Feb 10 - Feb 11
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Exterior

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Bayou Oaks
10.0 out of 10, Exceptional, (1 review)
"Charming cottage equipped with everything needed for a comfortable stay. "
United States
Marilinne C.
The price is CA $137
CA $182 total
includes taxes & fees
Feb 12 - Feb 13
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Terrace/patio

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Bonita Shores
10.0 out of 10, Exceptional, (9 reviews)
"The home & location were both excellent. The surroundings were very quiet.We enjoyed our stay immensely and would definitely stay again.Thank you for a great experience!"
United States
debbra f.
The price is CA $205
CA $403 total
includes taxes & fees
Feb 10 - Feb 11
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Outdoor dining

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
The price is CA $216
CA $552 total
includes taxes & fees
Feb 10 - Feb 11
Casey Key Beachfront Escape: Charming 1BR Cottage
Property grounds

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (6 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is CA $252
CA $446 total
includes taxes & fees
Mar 3 - Mar 4
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Property grounds

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Bonita Shores
10.0 out of 10, Exceptional, (3 reviews)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is CA $278
CA $519 total
includes taxes & fees
Mar 3 - Mar 4
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Outdoor dining

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and nicely decorated condo. Appreciated the extras...dish soap, soap, shampoo and body wash, & TP. Also, beach chairs and towels! Nice outside area and short drive to beaches. Host is very responsive...issue with heat resolved same day. "
United States
Susan E.
The price is CA $185
CA $445 total
includes taxes & fees
Mar 5 - Mar 6
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
10.0 out of 10, Exceptional, (1 review)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is CA $244
CA $529 total
includes taxes & fees
Mar 5 - Mar 6
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
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

Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"It’s a great place "
Robert 2-night trip
Posted 22 hours ago
Lido Beach Resort

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
498
Accommodation
62 Cottages
Lowest Price
CA $221
Highest Price
CA $780

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between CA $221 and CA $780 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.
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.
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 Theater and David A. Straz Jr. Center 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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