Search Cottages in Southwest Florida

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

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

2.0 star property
Englewood Central
The price is HK$933
HK$2,119 total
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"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 HK$1,499
HK$2,125 total
includes taxes & fees
13 Nov - 14 Nov
The Inn On Siesta Key

Serenity in the Woods: Gacebo, Jacuzzi, Fire Pit, Hammocks and Barbecue.

2.0 star property
Rural Estates
The price is HK$2,177
HK$2,665 total
includes taxes & fees
15 Nov - 16 Nov
Serenity in the Woods: Gacebo, Jacuzzi, Fire Pit, Hammocks and Barbecue.

Pet-friendly Home: 10 Mi to Lake Okeechobee!

3.0 star property
Clewiston
The price is HK$785
HK$2,932 total
includes taxes & fees
17 Nov - 18 Nov
Pet-friendly Home: 10 Mi to Lake Okeechobee!

Island Life! King Bed Studio-Steps to beach

Manasota Key
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 HK$631
HK$1,676 total
includes taxes & fees
30 Nov - 1 Dec
Island Life! King Bed Studio-Steps to beach

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, (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 HK$739
HK$1,724 total
includes taxes & fees
14 Nov - 15 Nov
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs
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 HK$466
HK$1,210 total
includes taxes & fees
12 Nov - 13 Nov
Charming cottage for 2 across warm mineral springs park

Studio#1-Back Bay Sunsets in Matlacha

Matlacha
9.6 out of 10, Exceptional, (10)
"It was peaceful "
United States
Jay s.
Studio#1-Back Bay Sunsets in Matlacha

#3 Small house walking distance to Warm Mineral Spring

Warm Mineral Springs
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 HK$466
HK$1,210 total
includes taxes & fees
12 Nov - 13 Nov
#3 Small house walking distance to Warm Mineral Spring

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

Bonita Shores
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 HK$708
HK$1,834 total
includes taxes & fees
12 Nov - 13 Nov
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

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)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is HK$747
HK$1,885 total
includes taxes & fees
13 Nov - 14 Nov
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

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

West End
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 HK$1,547
HK$3,708 total
includes taxes & fees
1 Dec - 2 Dec
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

7mi to Anna Maria Newly Renovated Private Cottage

Bradenton
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 HK$700
HK$2,134 total
includes taxes & fees
12 Nov - 13 Nov
7mi to Anna Maria Newly Renovated Private Cottage

Heated Pool + Spacious Yard: Port Charlotte Escape

3.0 star property
Port Charlotte
The price is HK$995
HK$3,031 total
includes taxes & fees
25 Nov - 26 Nov
Heated Pool + Spacious Yard: Port Charlotte Escape

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)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
The price is HK$762
HK$1,766 total
includes taxes & fees
12 Nov - 13 Nov
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

East End
9.4 out of 10, Exceptional, (57)
"We loved the beaches , the bikes and the appartment "
Germany
jasmin k.
The price is HK$1,158
HK$2,406 total
includes taxes & fees
14 Nov - 15 Nov
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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

Bonita Shores
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 HK$715
HK$1,714 total
includes taxes & fees
12 Nov - 13 Nov
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

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

LaBelle
9.8 out of 10, Exceptional, (76)
"Exactly "
United States
Gina G.
The price is HK$1,042
HK$2,005 total
includes taxes & fees
25 Nov - 26 Nov
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

East End
9.2 out of 10, Wonderful, (50)
"Fantastic little cottage. Just the right amount of space for a quick get away for two. Complimentary bikes and beach chairs were great amenities. Highly recommend. Would absolutely stay here again. "
United States
Teresa C.
The price is HK$1,236
HK$2,878 total
includes taxes & fees
14 Nov - 15 Nov
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is HK$925
HK$2,371 total
includes taxes & fees
12 Nov - 13 Nov
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
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 holidays 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 Theatre and David A. Straz Jr. Centre 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