Search Southwest Florida Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Cottages in Southwest Florida

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (188)
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
United States
Brooke
The price is ¥31,263
¥43,866 total
includes taxes & fees
Nov 6 - Nov 7
The Inn On Siesta Key
Lake Okeechobee Fishing Retreat w/ Fire Pit!
3.0 star property
10.0 out of 10, Exceptional, (2)
"Was exactly what they said it was. Large bedrooms and nice showers. Peaceful with plenty of room for parking "
United States
Thomas
Lake Okeechobee Fishing Retreat w/ Fire Pit!
Island Life! King Bed Studio-Steps to beach
9.6 out of 10, Exceptional, (168)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
The price is ¥12,510
¥32,639 total
includes taxes & fees
Nov 30 - Dec 1
Island Life! King Bed Studio-Steps to beach
Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (10)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
United States
Andy B.
The price is ¥9,239
¥23,960 total
includes taxes & fees
Nov 23 - Nov 24
Charming cottage for 2 across warm mineral springs park
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.
The price is ¥15,091
¥37,675 total
includes taxes & fees
Nov 6 - Nov 7
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
9.6 out of 10, Exceptional, (4)
"This updated and comfortable place is a great landing pad for people who are mostly out and about. It is clean and comfortable but best suited for 1-2 people since it is quite small. Well-appointed, very clean, and equipped with all basic kitchen items and linens. Of note, there is no dishwasher. Hosts were very communicative and check in/check out was very smooth. The TV requires a Google TV account to access streaming capability. "
United States
Daniel J.
The price is ¥13,416
¥32,813 total
includes taxes & fees
Nov 7 - Nov 8
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
#3 Small house walking distance to Warm Mineral Spring
9.0 out of 10, Wonderful, (8)
"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 ¥9,253
¥23,995 total
includes taxes & fees
Nov 5 - Nov 6
#3 Small house walking distance to Warm Mineral Spring
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
9.8 out of 10, Exceptional, (8)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
The price is ¥12,165
¥34,104 total
includes taxes & fees
Nov 5 - Nov 6
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (2)
"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 ¥15,245
¥43,350 total
includes taxes & fees
Dec 2 - Dec 3
7mi to Anna Maria Newly Renovated Private Cottage
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.
The price is ¥12,319
¥31,565 total
includes taxes & fees
Nov 5 - Nov 6
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
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.
The price is ¥30,688
¥73,557 total
includes taxes & fees
Dec 1 - Dec 2
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Pet-friendly Home: 10 Mi to Lake Okeechobee!
3.0 star property
The price is ¥15,553
¥58,087 total
includes taxes & fees
Nov 16 - Nov 17
Pet-friendly Home: 10 Mi to Lake Okeechobee!
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
10.0 out of 10, Exceptional, (7)
"House was immaculate. Decor beautiful. Property was lush and well kept. Enjoyed the dock on the river surrounded by a live oak and mango trees. Will definitely be back!!!!"
United States
Michele A.
The price is ¥12,337
¥31,610 total
includes taxes & fees
Nov 5 - Nov 6
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
9.4 out of 10, Exceptional, (57)
"We loved the beaches , the bikes and the appartment "
Germany
jasmin k.
The price is ¥22,977
¥49,106 total
includes taxes & fees
Nov 5 - Nov 6
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
9.4 out of 10, Exceptional, (103)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
The price is ¥30,534
¥69,787 total
includes taxes & fees
Nov 8 - Nov 9
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
9.8 out of 10, Exceptional, (76)
"Exactly "
United States
Gina G.
The price is ¥20,650
¥39,717 total
includes taxes & fees
Nov 16 - Nov 17
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
The price is ¥15,399
¥37,781 total
includes taxes & fees
Nov 13 - Nov 14
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
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
The price is ¥22,977
¥49,723 total
includes taxes & fees
Nov 10 - Nov 11
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
9.2 out of 10, Wonderful, (50)
"Close to the beach this beautiful little cottage was modern and fresh. Just a stones throw from a parade of shops which included a lovely restaurant which we ate at twice. Food was amazing"
United States
Joanne
The price is ¥24,519
¥57,236 total
includes taxes & fees
Nov 12 - Nov 13
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
10.0 out of 10, Exceptional, (9)
"This is a delightful place. The setting on the river is relaxing. Boat noise is no problem. The cottage was clean and well stocked. It is convenient to Publix, Doc's, Wylds Cafe, and Royal Scoop."
United States
Steve R.
The price is ¥17,272
¥40,599 total
includes taxes & fees
Nov 5 - Nov 6
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Florida Hotel Reviews

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
Accommodation
Cottages
Lowest Price
Highest Price

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.

Explore a world of travel with Expedia