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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Cottages in Southwest Florida

Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Fridge, microwave, coffee/tea maker

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

9.2 out of 10, Wonderful, (65)
"Had a lovely stay.. close to beach and Food. "
The price is AU$422
includes taxes & fees
7 Sept - 8 Sept
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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$597
includes taxes & fees
1 Sept - 2 Sept
Family Retreat w/ Heated Pool in Port Charlotte!
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Terrace/patio

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$335
includes taxes & fees
1 Sept - 2 Sept
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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$308
includes taxes & fees
1 Sept - 2 Sept
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is AU$331
includes taxes & fees
9 Sept - 10 Sept
The "Grouper"
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Beach nearby

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$621
includes taxes & fees
1 Sept - 2 Sept
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (44)
"Proximity to things to do on the island was great!"
The price is AU$431
includes taxes & fees
9 Sept - 10 Sept
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
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

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$292
includes taxes & fees
1 Sept - 2 Sept
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
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, (6)
"We stayed at the star fish little home away from home. This place was exactly as pictured. My neice and I absolutely loved this place and would highly recommend this to others. Price was well worth the stay to have privacy and all the amenities needed. We ate at local restaurants Coconut Joes was amazing and beach is close and absolutely beautiful!!"
The price is AU$292
includes taxes & fees
1 Sept - 2 Sept
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Studio#1-Back Bay Sunsets in Matlacha
Interior

Studio#1-Back Bay Sunsets in Matlacha

9.6 out of 10, Exceptional, (10)
"Such a quaint and lovely place. We definitely recommend 10/10. "
The price is AU$316
includes taxes & fees
1 Sept - 2 Sept
Studio#1-Back Bay Sunsets in Matlacha
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Property grounds

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$340
includes taxes & fees
1 Sept - 2 Sept
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun-loungers, beach towels

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

9.6 out of 10, Exceptional, (77)
"Its right next to everything we needed"
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
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)
"Exactly "
The price is AU$401
includes taxes & fees
11 Sept - 12 Sept
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Sun-loungers, beach towels

1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South

10.0 out of 10, Exceptional, (16)
"It was the perfect place for my holiday getaway visiting family!"
The price is AU$668
includes taxes & fees
31 Aug - 1 Sept
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
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)
"3rd time staying at Parrot Nest. Like everything about this little place. "
The price is AU$484
includes taxes & fees
10 Sept - 11 Sept
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Property grounds

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$313
includes taxes & fees
1 Sept - 2 Sept
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
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$286
includes taxes & fees
10 Sept - 11 Sept
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Beachy Port Charlotte Home w/ Hot Tub & Pool!
House (3 Bedrooms) | Interior

Beachy Port Charlotte Home w/ Hot Tub & Pool!

3.0 star property
Beachy Port Charlotte Home w/ Hot Tub & Pool!
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Sport court

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

8.0 out of 10, Very good, (1)
"Property was very clean. All essential items on the property worked fine. One missing item from the property and that was the space heater. Understandable considering there is normally not a huge call for such an item in FL! Owner/manager was responsive when contacted. Would not recommend this property for anyone with any mobility disabilities due to property layout. This property met my needs for a week visit(well close to a week) to my parents. For the price it worked just fine. ...
The price is AU$326
includes taxes & fees
31 Aug - 1 Sept
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
Fridge, microwave, oven, stovetop

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$393
includes taxes & fees
1 Sept - 2 Sept
Quiet Quaint Cottage Right on Gulf Access Imperial River Close To Everything
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

Find out more about Southwest Florida

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
1,094
Accommodation
58 Cottages
Lowest Price
AU$331
Highest Price
AU$803

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Southwest Florida cost?
You'll pay between AU$331 and AU$803 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 58 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.