A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
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Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Southwest Florida cottages

Exterior

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is ￥7,278
￥22,425 total
includes taxes & fees
Jul 1 - Jul 2
Charming cottage for 2 across warm mineral springs park
Cottage (1 Bedroom) | Interior

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is ￥16,497
￥29,294 total
includes taxes & fees
Jun 29 - Jun 30
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ￥16,012
￥34,769 total
includes taxes & fees
Jun 29 - Jun 30
The "Grouper"
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, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is ￥48,798
￥64,098 total
includes taxes & fees
Jun 30 - Jul 1
The Inn On Siesta Key
Exterior

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
9.8 out of 10, Exceptional, (10 reviews)
"The home was very clean Wish the Lawncare company came sooner than Thursday the 25th as we arrive on March 14 and the backyard could have used it. Great location close beach and Arturs "
United States
Cindy D.
The price is ￥11,354
￥37,996 total
includes taxes & fees
Jul 1 - Jul 2
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (9 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is ￥11,645
￥39,788 total
includes taxes & fees
Jun 30 - Jul 1
Coastal Luxury 7mi to Anna Maria Private Cottage
Exterior

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (52 reviews)
"The unit appeared to be recently remodeled….its beautiful! Perfect for a weekend get away! "
United States
Mary Kay M.
The price is ￥22,644
￥49,478 total
includes taxes & fees
Jun 30 - Jul 1
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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, (86 reviews)
"Check in was easy, the cottage was clean and organized, the bed was very comfortable. "
United States
Jacob S.
The price is ￥21,689
￥41,716 total
includes taxes & fees
Jun 29 - Jun 30
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
1 bedroom, free WiFi, bed sheets

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
East End
9.2 out of 10, Wonderful, (73 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is ￥24,261
￥52,181 total
includes taxes & fees
Jun 29 - Jun 30
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Outdoor dining

Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is ￥16,012
￥56,386 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Lido Key Studio Steps to Beach & Kayaking
Iron/ironing board, WiFi, bed sheets

Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
The price is ￥17,791
￥58,719 total
includes taxes & fees
Jul 1 - Jul 2
Sunny Lido Studio - Modern Touches
House (4 Bedrooms) | Interior

Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is ￥30,245
￥78,893 total
includes taxes & fees
Jun 29 - Jun 30
Home < 1-mi Walk to Warm Mineral Springs Park!
Exterior detail

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Southgate
9.6 out of 10, Exceptional, (15 reviews)
"Place had everything needed. Host was very communicative and helpful. "
United States
Chris R.
The price is ￥14,557
￥70,066 total
includes taxes & fees
Jun 30 - Jul 1
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
House (3 Bedrooms) | Interior

Naples Paradise Grill Hottub Close to Beach

Naples Paradise Grill Hottub Close to Beach
2.0 star property
Naples Park
The price is ￥20,073
￥67,295 total
includes taxes & fees
Jul 6 - Jul 7
Naples Paradise Grill Hottub Close to Beach
Interior

Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is ￥16,012
￥56,386 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Lido Key Bungalow by Pool & Beach
Terrace/patio

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.0 out of 10, Very Good, (3 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is ￥12,955
￥35,536 total
includes taxes & fees
Jul 2 - Jul 3
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
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, (9 reviews)
"The host has great communication, and the unit we stayed in was nice inside and cozy & relaxing. The property was scenic & quiet and we loved being able to go down to the dock to do some fishing. We would definitely stay here again."
United States
Kristina S.
The price is ￥12,292
￥32,270 total
includes taxes & fees
Jun 29 - Jun 30
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
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, (8 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is ￥12,131
￥30,286 total
includes taxes & fees
Jun 29 - Jun 30
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Exterior

Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is ￥18,759
￥96,255 total
includes taxes & fees
Jun 30 - Jul 1
Yellow Palm Cottage steps from the beach
Outdoor dining

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (39 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
The price is ￥22,320
￥59,865 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Getaway!
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

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"This is one of the best hotels I’ve ever stayed at because how well thought out everything was and staff is wonderful! Thank you all for amazing hospitality!"
Alma 4-night trip
Posted less than an hour ago
Compass by Margaritaville Hotel Naples

Find out more about Southwest Florida

Southwest Florida Cottages information

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Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between and 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 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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