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Cottages in Southwest Florida

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

2.0 star property
Englewood Central
$300 nightly
The price is $335
Nov 8 - Nov 9
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio
The Inn On Siesta Key

The Inn On Siesta Key

3.5 star property
Siesta Key
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
$260 nightly
The price is $294
Nov 11 - Nov 12
Total with taxes and fees
The Inn On Siesta Key
House (3 Bedrooms) | Interior
Pet-friendly Home: 10 Mi to Lake Okeechobee!

Pet-friendly Home: 10 Mi to Lake Okeechobee!

3.0 star property
Clewiston
$344 nightly
The price is $377
Nov 16 - Nov 17
Total with taxes and fees
Pet-friendly Home: 10 Mi to Lake Okeechobee!
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, (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.
$140 nightly
The price is $156
Nov 8 - Nov 9
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Beach nearby
Island Life! King Bed Studio-Steps to beach

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.
$191 nightly
The price is $212
Nov 30 - Dec 1
Total with taxes and fees
Island Life! King Bed Studio-Steps to beach
Exterior
#3 Small house walking distance to Warm Mineral Spring

#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.
$140 nightly
The price is $156
Nov 8 - Nov 9
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
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, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
$211 nightly
The price is $233
Nov 11 - Nov 12
Total with taxes and fees
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
1 bedroom, iron/ironing board, WiFi, bed sheets
Studio#1-Back Bay Sunsets in Matlacha

Studio#1-Back Bay Sunsets in Matlacha

Matlacha
9.6 out of 10, Exceptional, (10)
"It was peaceful "
United States
Jay s.
$193 nightly
The price is $213
Nov 8 - Nov 9
Total with taxes and fees
Studio#1-Back Bay Sunsets in Matlacha
Property grounds
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

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.
$300 nightly
The price is $318
Nov 10 - Nov 11
Total with taxes and fees
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
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, (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.
$193 nightly
The price is $213
Nov 8 - Nov 9
Total with taxes and fees
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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
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.
$219 nightly
The price is $241
Nov 11 - Nov 12
Total with taxes and fees
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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, (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.
$202 nightly
The price is $223
Dec 2 - Dec 3
Total with taxes and fees
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
House (3 Bedrooms) | Interior
Heated Pool + Spacious Yard: Port Charlotte Escape

Heated Pool + Spacious Yard: Port Charlotte Escape

3.0 star property
Port Charlotte
$351 nightly
The price is $390
Nov 9 - Nov 10
Total with taxes and fees
Heated Pool + Spacious Yard: Port Charlotte Escape
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

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.
$246 nightly
The price is $274
Nov 11 - Nov 12
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

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.
$196 nightly
The price is $216
Nov 11 - Nov 12
Total with taxes and fees
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
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, (76)
"Exactly "
United States
Gina G.
$238 nightly
The price is $257
Nov 9 - Nov 10
Total with taxes and fees
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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)
"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.
$453 nightly
The price is $477
Dec 1 - Dec 2
Total with taxes and fees
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Outdoor dining
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Casey Key
9.4 out of 10, Exceptional, (104)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
$406 nightly
The price is $453
Nov 8 - Nov 9
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Fridge, microwave, coffee/tea maker
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, (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
$304 nightly
The price is $322
Nov 10 - Nov 11
Total with taxes and fees
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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
$218 nightly
The price is $243
Nov 9 - Nov 10
Total with taxes and fees
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
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

Inn on Fifth

Inn on Fifth

10/10 Excellent
"Service and overall condition of property "
Welton 1-night trip
Posted 1 day ago
Inn on Fifth

Find out more about Southwest Florida

Southwest Florida Cottages information

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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.

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