Search Cottages in Southwest Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Southwest Florida cottages

Balcony view

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 Inn On Siesta Key
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (67 reviews)
"Perfect location to Anna Maria Island-real “old Florida” feel."
United States
Mary W.
The price is AED 364
AED 775 total
includes taxes & fees
26 Jun - 27 Jun
The "Grouper"
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 AED 294
AED 654 total
includes taxes & fees
2 Jun - 3 Jun
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
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 AED 184
AED 530 total
includes taxes & fees
7 Jun - 8 Jun
Charming cottage for 2 across warm mineral springs park
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
9.8 out of 10, Exceptional, (8 reviews)
"We all had a wonderful stay!!! The home was clean, beautifully furnished and appointed with all sorts of amenities: coffee, tea, beach chairs, towels, laundry detergent and more. The fenced in yard was wonderful for privacy and the dogs. The owners were very responsive to our questions and needs. We would definitely stay here again!!! Not only was the home super cute, it was close to everything: grocery store, pharmacy, downtown, beaches and restaurants. "
United States
Jade C.
The price is AED 258
AED 867 total
includes taxes & fees
2 Jun - 3 Jun
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
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)
"Absolutely love this space. Third time visiting will definitely be back."
United States
Leigh S.
The price is AED 493
AED 944 total
includes taxes & fees
3 Jun - 4 Jun
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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, (51 reviews)
"The unit appeared to be recently remodeled….its beautiful! Perfect for a weekend get away! "
United States
Mary Kay M.
The price is AED 551
AED 1,178 total
includes taxes & fees
5 Jun - 6 Jun
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Shower, towels

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, (72 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is AED 584
AED 1,224 total
includes taxes & fees
9 Jun - 10 Jun
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Property grounds

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (7 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 AED 349
AED 1,032 total
includes taxes & fees
14 Jun - 15 Jun
Coastal Luxury 7mi to Anna Maria Private Cottage
Property grounds

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Palmetto
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were very comfortable and clean. Quiet neighborhood. Host was extremely helpful and pleasant. The screened porch off of the kitchen was a great place to relax with the dogs. We didn't get an opportunity to enjoy the pool and hot tub because of our other obligations but definitely will plan on staying again the next time I need to visit the area. It was like a home away from home."
United States
Douglas T.
The price is AED 367
AED 926 total
includes taxes & fees
18 Jun - 19 Jun
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Interior

Seaside Serenity Steps to Beach

Seaside Serenity Steps to Beach
3.0 star property
Naples Park
The price is AED 479
AED 1,681 total
includes taxes & fees
9 Jun - 10 Jun
Seaside Serenity Steps to Beach
Fridge, microwave, stovetop, dishwasher

Lido Key Getaway - Bikes & Beach Gear

Lido Key Getaway - Bikes & Beach Gear
Lido Key
The price is AED 382
AED 1,523 total
includes taxes & fees
21 Jun - 22 Jun
Lido Key Getaway - Bikes & Beach Gear
House (3 Bedrooms) | Interior

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
10.0 out of 10, Exceptional, (1 review)
"This place was wonderful! The host is quick to respond to any questions. Cleanliness excellent. The kitchen has anything and everything you could possibly need. We would highly recommend It. Also is a convenient location to the beaches and downtown Cape Coral. We lived in Fort Myers and Cape Coral before hurricane Ian so we were familiar with the area. It’s also located in a very nice neighborhood. Thankyou for a great stay🍊☀️"
United States
Michael
The price is AED 342
AED 1,334 total
includes taxes & fees
13 Jun - 14 Jun
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
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, (5 reviews)
"Comfortable, quiet retreat. Very friendly and helpful hosts!"
United States
CORRINE H.
The price is AED 301
AED 826 total
includes taxes & fees
2 Jun - 3 Jun
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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 AED 316
AED 733 total
includes taxes & fees
4 Jun - 5 Jun
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Outdoor dining

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is AED 602
AED 1,341 total
includes taxes & fees
15 Jun - 16 Jun
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
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
7.0 out of 10, Good, (2 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 AED 228
AED 733 total
includes taxes & fees
2 Jun - 3 Jun
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Property grounds

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
West End
9.0 out of 10, Wonderful, (23 reviews)
"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.
The price is AED 768
AED 1,791 total
includes taxes & fees
2 Jun - 3 Jun
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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 AED 279
AED 733 total
includes taxes & fees
2 Jun - 3 Jun
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Exterior

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is AED 661
AED 1,754 total
includes taxes & fees
2 Jun - 3 Jun
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Extremely pleased with my experience and the location. We will be staying here again in the future."
lygia 2-night trip
Posted 1 hour ago
Kompose Boutique Hotel

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between AED 530 and AED 1,791 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 42 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.

Explore a world of travel with Expedia