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

In two weeks
In two months
In three months
In four months

Featured Cottages in Southwest Florida and around

The Inn On Siesta Key

3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (189)
"Great place to stay! "
United States
Carlos
The price is €210
includes taxes & fees
19 Nov - 20 Nov
The Inn On Siesta Key

Relax in Hot Tub, Walk to Springs: North Port Home

3.0 star property
North Port
The price is €179
includes taxes & fees
19 Nov - 20 Nov
Relax in Hot Tub, Walk to Springs: North Port Home

Island Life! King Bed Studio-Steps to beach

Manasota Key
9.6 out of 10, Exceptional, (169)
"Close to the beach and room was decorated very cute. Enjoyed our stay. "
United States
Wendy
The price is €171
includes taxes & fees
1 Dec - 2 Dec
Island Life! King Bed Studio-Steps 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, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is €218
includes taxes & fees
2 Dec - 3 Dec
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Charming cottage for 2 across warm mineral springs park

Warm Mineral Springs
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
The price is €138
includes taxes & fees
19 Nov - 20 Nov
Charming cottage for 2 across warm mineral springs park

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

Palmetto
10.0 out of 10, Exceptional, (2)
"My wife and I thoroughly enjoyed our weekend stay here. Kathleen was very friendly, attentive to all our needs, and went above and beyond to ensure we had an enjoyable experience.The indoor space is cozy and private with well-stocked supplies and well-maintained amenities. But the real draw is the backyard as the spacious, fenced-in area provides so many different opportunities to enjoy the beautiful weather. We couldn't get enough of feeding the chickens who roam the property and will literally...
United States
Jake D.
The price is €215
includes taxes & fees
19 Nov - 20 Nov
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

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 €422
includes taxes & fees
1 Dec - 2 Dec
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

#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 €138
includes taxes & fees
19 Nov - 20 Nov
#3 Small house walking distance to Warm Mineral Spring

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 €261
includes taxes & fees
20 Nov - 21 Nov
7mi to Anna Maria Newly Renovated Private Cottage

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

Bonita Shores
9.8 out of 10, Exceptional, (9)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
The price is €224
includes taxes & fees
2 Dec - 3 Dec
Old Florida Fishing Cottage See The Water From Living Room on 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, (4)
"Is good , and Beauty"
United States
Jorge T.
The price is €185
includes taxes & fees
19 Nov - 20 Nov
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Pet-friendly Home: 10 Mi to Lake Okeechobee!

3.0 star property
Clewiston
The price is €325
includes taxes & fees
19 Nov - 20 Nov
Pet-friendly Home: 10 Mi to Lake Okeechobee!

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 €206
includes taxes & fees
19 Nov - 20 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)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
United States
Dan V.
The price is €273
includes taxes & fees
30 Nov - 1 Dec
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)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
United States
Michele A.
The price is €193
includes taxes & fees
19 Nov - 20 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)
"A relaxing and magical place for your escape and mental peace. The place was excellent, and the check-in process was magnificent, with excellent communication from the host. This place is a paradise to clear your mind. Thank you so much for all the attention, Kevin, Lorena and Lilo "
United States
Kevin D.
The price is €228
includes taxes & fees
19 Nov - 20 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 €322
includes taxes & fees
20 Nov - 21 Nov
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

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

2.0 star property
Englewood Central
The price is €191
includes taxes & fees
19 Nov - 20 Nov
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly

2.0 star property
Nokomis
10.0 out of 10, Exceptional, (1)
"Host was very accommodating and kind. The cottage was cozy and well kept. Waking up with the ocean breeze off the river and the quiet neighborhood was so relaxing. I would highly recommend!"
United States
Michael A.
The price is €146
includes taxes & fees
1 Dec - 2 Dec
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly

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

East End
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 €285
includes taxes & fees
19 Nov - 20 Nov
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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