A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Southwest Florida cottages

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, (25 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is NZ$243
includes taxes & fees
10 July - 11 July
Charming cottage for 2 across warm mineral springs park
House (3 Bedrooms) | Interior

4 Mi to Hospitals! Port Charlotte Home w/ Lanai

4 Mi to Hospitals! Port Charlotte Home w/ Lanai
3.0 star property
Port Charlotte
The price is NZ$561
includes taxes & fees
11 July - 12 July
4 Mi to Hospitals! Port Charlotte Home w/ Lanai
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (72 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is NZ$370
includes taxes & fees
21 July - 22 July
The "Grouper"
Balcony view

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The Inn On Siesta Key
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
Englewood Central
9.8 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay at this property. Home is perfect for couples or a small family. Very clean and adorable set up. Love the back yard and lanai! Thanks for a great stay - we would stay again."
United States
Mandy A.
The price is NZ$417
includes taxes & fees
14 July - 15 July
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Property grounds

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (10 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is NZ$444
includes taxes & fees
12 July - 13 July
Coastal Luxury 7mi to Anna Maria Private Cottage
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, (86 reviews)
"We and cozy with lots of amenities "
United States
Thirushan R.
The price is NZ$449
includes taxes & fees
10 July - 11 July
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Outdoor dining

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (37 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is NZ$859
includes taxes & fees
9 Aug - 10 Aug
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Shower, towels

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, (73 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is NZ$555
includes taxes & fees
6 Aug - 7 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Exterior

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

Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
East End
9.6 out of 10, Exceptional, (52 reviews)
"Our stay was perfect! It was just what we needed and in the best location! Loved the bikes, we used them everyday!"
United States
SANDY S.
The price is NZ$533
includes taxes & fees
13 July - 14 July
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River

Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Bonita Shores
9.8 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Rykadin
The price is NZ$357
includes taxes & fees
28 July - 29 July
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
Cottage (1 Bedroom) | Interior

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is NZ$318
includes taxes & fees
12 July - 13 July
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
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, (9 reviews)
"The host has great communication, and the unit we stayed in was nice inside and cozy & relaxing. The property was scenic & quiet and we loved being able to go down to the dock to do some fishing. We would definitely stay here again."
United States
Kristina S.
The price is NZ$353
includes taxes & fees
15 July - 16 July
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Terrace/patio

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida

Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
Bokeelia
8.0 out of 10, Very good, (3 reviews)
"The cottage was very cute inside, and had everything we needed. Be sure that you have your entrance information ahead of time as cell service is limited in the area."
United States
Lisa E.
The price is NZ$392
includes taxes & fees
13 July - 14 July
Captain's Cottage: One-bedroom cottage with a spa in tropical Bokeelia, Florida
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, (5 reviews)
"Comfortable, quiet retreat. Very friendly and helpful hosts!"
United States
CORRINE H.
The price is NZ$406
includes taxes & fees
28 July - 29 July
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
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, (10 reviews)
"Great location, nice place, just was very responsive. Enjoyed sitting on the dock "
United States
Sean B.
The price is NZ$359
includes taxes & fees
14 July - 15 July
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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 review)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
The price is NZ$359
includes taxes & fees
14 July - 15 July
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Property grounds

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

Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Jacarandas
6.8 out of 10, (3 reviews)
"The place was very clean. "
United States
Kari M.
The price is NZ$371
includes taxes & fees
16 July - 17 July
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Exterior

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is NZ$762
includes taxes & fees
22 July - 23 July
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is NZ$595
includes taxes & fees
12 July - 13 July
Cozy Lido Key Bungalow by Pool & 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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Excellent location near shops and restaurants; clean room. The breakfast lacked a variety of protein options."
Glorianny 4-night trip
Posted 5 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
607
Accommodation
38 Cottages
Lowest Price
NZ$243
Highest Price
NZ$859

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between NZ$243 and NZ$859 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 38 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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