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In two weeks
31 Oct - 2 Nov
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12 Dec - 14 Dec
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6 Feb - 8 Feb

Featured Cottages in Southwest Florida

5 Mi to Dtwn: Family Getaway in Punta Gorda
House (2 Bedrooms) | Interior
5 Mi to Dtwn: Family Getaway in Punta Gorda
3.0 star property
The price is AU$180
includes taxes & fees
14 Oct - 15 Oct
5 Mi to Dtwn: Family Getaway in Punta Gorda
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Exterior
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. "
The price is AU$332
includes taxes & fees
20 Oct - 21 Oct
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Family Retreat w/ Heated Pool in Port Charlotte!
House (3 Bedrooms) | Interior
Family Retreat w/ Heated Pool in Port Charlotte!
3.0 star property
The price is AU$602
includes taxes & fees
14 Oct - 15 Oct
Family Retreat w/ Heated Pool in Port Charlotte!
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Terrace/patio
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
9.6 out of 10, Exceptional, (4)
"We would stay at the cabin again. The location is secluded enough to be quiet but close to all the local places you would want to go, including a public beach. The neighborhood is a wonderful mixture.of homes from affluent to not so affluent. The river adds a nice ambience for the location. Streaming on the TV worked well. Overal a great experience for our getaway..Comfortable and clean, Cute as the pictures!!! "
The price is AU$304
includes taxes & fees
14 Oct - 15 Oct
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Exterior
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."
The price is AU$337
includes taxes & fees
14 Oct - 15 Oct
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Walk to Sugar Sands: Retreat in Fort Myers Beach
House (2 Bedrooms) | Interior
Walk to Sugar Sands: Retreat in Fort Myers Beach
3.0 star property
Walk to Sugar Sands: Retreat in Fort Myers Beach
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Exterior
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."
The price is AU$291
includes taxes & fees
14 Oct - 15 Oct
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!
Property grounds
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
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. "
The price is AU$497
includes taxes & fees
26 Oct - 27 Oct
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
Terrace/patio
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
10.0 out of 10, Exceptional, (7)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
The price is AU$291
includes taxes & fees
26 Oct - 27 Oct
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Property grounds
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
9.2 out of 10, Wonderful, (50)
"Great condo, plenty of room for 3 of us, very quiet and peaceful, love the ice cream shop right next door, would definitely stay here again!"
The price is AU$580
includes taxes & fees
17 Oct - 18 Oct
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Outdoor dining
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
10.0 out of 10, Exceptional, (17)
"It was the perfect place for my holiday getaway visiting family!"
The price is AU$683
includes taxes & fees
18 Oct - 19 Oct
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Property grounds
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
10.0 out of 10, Exceptional, (9)
"We enjoyed sitting right by the Imperial River. Our cabin had a nice private patio or we could join other guest on the dock. "
The price is AU$392
includes taxes & fees
14 Oct - 15 Oct
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Studio#1-Back Bay Sunsets in Matlacha
Exterior
Studio#1-Back Bay Sunsets in Matlacha
9.6 out of 10, Exceptional, (10)
"We were very impressed with the cleanliness, comforts and the central location!!"
The price is AU$336
includes taxes & fees
14 Oct - 15 Oct
Studio#1-Back Bay Sunsets in Matlacha
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Exterior
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
10.0 out of 10, Exceptional, (1)
"I highly recommend these properties. Unit was just as described. Very comfortable and with everything you need. I will definitely be back! "
The price is AU$311
includes taxes & fees
14 Oct - 15 Oct
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Property grounds
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!"
The price is AU$620
includes taxes & fees
17 Oct - 18 Oct
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Property grounds
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
The price is AU$343
includes taxes & fees
19 Oct - 20 Oct
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Exterior
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
9.6 out of 10, Exceptional, (5)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
The price is AU$285
includes taxes & fees
19 Oct - 20 Oct
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Exterior
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
9.8 out of 10, Exceptional, (75)
"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 "
The price is AU$403
includes taxes & fees
14 Oct - 15 Oct
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds
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."
The price is AU$374
includes taxes & fees
14 Oct - 15 Oct
7mi to Anna Maria Newly Renovated Private Cottage
Vacation Home Near the Beach!
Property grounds
Vacation Home Near the Beach!
9.6 out of 10, Exceptional, (21)
"Great location"
The price is AU$776
includes taxes & fees
14 Oct - 15 Oct
Vacation Home Near the Beach!
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

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"Great Staff!! Perfect Hotel! "
juan ramon 3-night trip
Posted 3 days ago
The Westin Sarasota

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?
You'll pay between and per night for cottages in Southwest Florida. Whatever your budget, a wonderful stay is only clicks away on Expedia. This price was 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?
Browse our cottages in Southwest Florida and then book your favourite. Whether you're dreaming of a holiday with the fam or a break with buddies, your perfect stay is just a few clicks away with Expedia.
What is there to do in Southwest Florida near my cottage?
Whether you enjoy food, shopping, history or sightseeing, Southwest Florida offers it all, and more! The top city of Tampa has lots of things to see and do, including Florida Aquarium, Tampa Theatre and Tampa Museum of Art. If you're on your way to Naples, Naples Beach, Naples Zoo at Caribbean Gardens and Collier County Museum are worth putting on your itinerary.

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