Search Southwest Florida Cottage Rentals from CA $196

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

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 CA $64
CA $196 total
includes taxes & fees
Jun 24 - Jun 25
Charming cottage for 2 across warm mineral springs park
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 CA $140
CA $303 total
includes taxes & fees
Jun 26 - Jun 27
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 CA $113
CA $252 total
includes taxes & fees
Jun 28 - Jun 29
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
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, (8 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 CA $101
CA $359 total
includes taxes & fees
Jun 25 - Jun 26
Coastal Luxury 7mi to Anna Maria Private Cottage
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 price is CA $547
CA $706 total
includes taxes & fees
Jul 6 - Jul 7
The Inn On Siesta Key
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 CA $198
CA $439 total
includes taxes & fees
Jun 21 - Jun 22
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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 CA $99
CA $339 total
includes taxes & fees
Jul 1 - Jul 2
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Interior

Seaside Serenity Steps to Beach

Seaside Serenity Steps to Beach
3.0 star property
Naples Park
The price is CA $167
CA $631 total
includes taxes & fees
Jun 24 - Jun 25
Seaside Serenity Steps to Beach
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 CA $212
CA $454 total
includes taxes & fees
Jun 23 - Jun 24
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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)
"Peaceful, loved listening to the cows and roosters in the early morning while sitting on the porch drinking our coffee.Daily visits from the dog’s were a plus. Sleeping in the hammock and sitting by the fire was very relaxing for my wife and I. Our host was also responsive in a timely manner . We hope to visit again soon ! "
United States
Fred F.
The price is CA $211
CA $389 total
includes taxes & fees
Jul 10 - Jul 11
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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 CA $108
CA $287 total
includes taxes & fees
Jun 22 - Jun 23
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
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 CA $88
CA $285 total
includes taxes & fees
Jun 21 - Jun 22
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
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 CA $225
CA $684 total
includes taxes & fees
Jun 24 - Jun 25
Home < 1-mi Walk to Warm Mineral Springs Park!
Marina

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

Cozy Getaway!

Cozy Getaway!
Bonita Shores
9.6 out of 10, Exceptional, (38 reviews)
"Good response to any issues we had. Great location!"
United States
Sue S.
The price is CA $195
CA $530 total
includes taxes & fees
Jun 21 - Jun 22
Cozy Getaway!
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 CA $122
CA $330 total
includes taxes & fees
Jun 22 - Jun 23
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 CA $116
CA $280 total
includes taxes & fees
Jun 22 - Jun 23
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
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, (10 reviews)
"Great location, nice place, just was very responsive. Enjoyed sitting on the dock "
United States
Sean B.
The price is CA $143
CA $326 total
includes taxes & fees
Jul 14 - Jul 15
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Outdoor dining

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (36 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is CA $198
CA $705 total
includes taxes & fees
Jul 11 - Jul 12
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Property grounds

Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Bonita Shores
10.0 out of 10, Exceptional, (12 reviews)
"Great location, super clean, EASY details for check-in and out. Hope to stay again. "
United States
Travis W.
The price is CA $134
CA $343 total
includes taxes & fees
Jun 29 - Jun 30
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"I liked the air conditioning and the outdoor pool"
Thong van 4-night trip
Posted 2 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
655
Accommodation
42 Cottages
Lowest Price
CA $196
Highest Price
CA $706

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between CA $196 and CA $706 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.
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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