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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 and around

Our top choices for Southwest Florida cottages

The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (183)
"Great place to stay! "
The price is €262
includes taxes & fees
1 Sept - 2 Sept
The Inn On Siesta Key
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 €283
includes taxes & fees
7 Sept - 8 Sept
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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 €351
includes taxes & fees
1 Sept - 2 Sept
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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 €179
includes taxes & fees
1 Sept - 2 Sept
Studio#1-Back Bay Sunsets in Matlacha
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 €333
includes taxes & fees
1 Sept - 2 Sept
Family Retreat w/ Heated Pool in Port Charlotte!
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 €227
includes taxes & fees
1 Sept - 2 Sept
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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 €174
includes taxes & fees
1 Sept - 2 Sept
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
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 €189
includes taxes & fees
1 Sept - 2 Sept
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

9.6 out of 10, Exceptional, (46)
"Great place "
The price is €283
includes taxes & fees
14 Sept - 15 Sept
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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 €165
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
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 €192
includes taxes & fees
3 Sept - 4 Sept
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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 €377
includes taxes & fees
1 Sept - 2 Sept
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
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 €165
includes taxes & fees
1 Sept - 2 Sept
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is €187
includes taxes & fees
8 Sept - 9 Sept
The "Grouper"
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Sports 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 €192
includes taxes & fees
30 Sept - 1 Oct
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Vacation Home Near the Beach!
Fridge, microwave, oven, stovetop

Vacation Home Near the Beach!

9.6 out of 10, Exceptional, (21)
"Great location"
The price is €423
includes taxes & fees
1 Sept - 2 Sept
Vacation Home Near the Beach!
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 €317
includes taxes & fees
1 Sept - 2 Sept
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
Private Pool, Patio & Peace: Marco Island Getaway
House (3 Bedrooms) | Interior

Private Pool, Patio & Peace: Marco Island Getaway

3.0 star property
The price is €752
includes taxes & fees
1 Sept - 2 Sept
Private Pool, Patio & Peace: Marco Island Getaway
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 €177
includes taxes & fees
7 Sept - 8 Sept
Spacious 3 Rooms 1.5 Mi 2 Beach On Gulf Access River W/ Dock Close 2 Everything
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
Terrace/patio

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.

9.4 out of 10, Exceptional, (6)
"Very private and clean with everything you need for the weekend."
The price is €304
includes taxes & fees
1 Sept - 2 Sept
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck & dock.
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
Accommodation
58 Cottages
Lowest Price
€187
Highest Price
€454

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?
Prices for cottages in Southwest Florida range between €187 and €454 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 58 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.