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Next weekend
21 Nov - 23 Nov
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28 Nov - 30 Nov
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12 Dec - 14 Dec
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9 Jan - 11 Jan

Featured 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
The price is NZ$485
includes taxes & fees
12 Nov - 13 Nov
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, (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 NZ$512
includes taxes & fees
19 Nov - 20 Nov
The Inn On Siesta Key
Property grounds
Serenity in the Woods: Gacebo, Jacuzzi, Fire Pit, Hammocks and Barbecue.

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

2.0 star property
Rural Estates
The price is NZ$610
includes taxes & fees
15 Nov - 16 Nov
Serenity in the Woods: Gacebo, Jacuzzi, Fire Pit, Hammocks and Barbecue.
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
The price is NZ$671
includes taxes & fees
16 Nov - 17 Nov
Pet-friendly Home: 10 Mi to Lake Okeechobee!
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.
The price is NZ$384
includes taxes & fees
30 Nov - 1 Dec
Island Life! King Bed Studio-Steps to beach
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.
The price is NZ$394
includes taxes & fees
14 Nov - 15 Nov
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
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.
The price is NZ$277
includes taxes & fees
14 Nov - 15 Nov
Charming cottage for 2 across warm mineral springs park
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.
Studio#1-Back Bay Sunsets in Matlacha
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.
The price is NZ$277
includes taxes & fees
12 Nov - 13 Nov
#3 Small house walking distance to Warm Mineral Spring
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.
The price is NZ$419
includes taxes & fees
12 Nov - 13 Nov
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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.
The price is NZ$421
includes taxes & fees
12 Nov - 13 Nov
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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.
The price is NZ$840
includes taxes & fees
12 Dec - 13 Dec
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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.
The price is NZ$488
includes taxes & fees
12 Nov - 13 Nov
7mi to Anna Maria Newly Renovated Private Cottage
House (3 Bedrooms) | Interior
Heated Pool + Spacious Yard: Port Charlotte Escape

Heated Pool + Spacious Yard: Port Charlotte Escape

3.0 star property
Port Charlotte
The price is NZ$693
includes taxes & fees
12 Nov - 13 Nov
Heated Pool + Spacious Yard: Port Charlotte Escape
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.
The price is NZ$412
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
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.
The price is NZ$566
includes taxes & fees
14 Nov - 15 Nov
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.
The price is NZ$400
includes taxes & fees
14 Nov - 15 Nov
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 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.
The price is NZ$459
includes taxes & fees
12 Nov - 13 Nov
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Property grounds
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

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 NZ$657
includes taxes & fees
12 Nov - 13 Nov
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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 NZ$542
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.
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Top Southwest Florida Hotel Reviews

Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

10/10 Excellent
"The room was very clean and comfortable.. I would definitely stay hare again and recommend to any one."
Maritza 1-night trip
Posted 2 days ago
Compass by Margaritaville Hotel Naples

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.
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.

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