Search Cottages in Southwest Florida

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Southwest Florida cottages

Balcony view

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (198 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 price is HK$2,163
HK$2,878 total
includes taxes & fees
3 Jun - 4 Jun
The Inn On Siesta Key
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (66 reviews)
"Short stay to see a friend that was in the area it was a great olace"
United States
deborah f.
The price is HK$775
HK$1,653 total
includes taxes & fees
25 May - 26 May
The "Grouper"
Front of property

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 HK$627
HK$1,395 total
includes taxes & fees
26 May - 27 May
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
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, (7 reviews)
"Very clean and nicely decorated condo. Appreciated the extras...dish soap, soap, shampoo and body wash, & TP. Also, beach chairs and towels! Nice outside area and short drive to beaches. Host is very responsive...issue with heat resolved same day. "
United States
Susan E.
The price is HK$550
HK$1,840 total
includes taxes & fees
24 May - 25 May
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, (7 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 HK$634
HK$2,061 total
includes taxes & fees
26 May - 27 May
Coastal Luxury 7mi to Anna Maria Private Cottage
1 bedroom, free WiFi, bed sheets

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, (72 reviews)
"Great little place, really enjoyed having the kitchen and the grill. "
United States
Eric W.
The price is HK$1,175
HK$2,527 total
includes taxes & fees
25 May - 26 May
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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, (85 reviews)
"The cottage was very clean. It is exactly as described. The host was extremely responsive and very helpful."
United States
Silvana C.
The price is HK$1,050
HK$2,012 total
includes taxes & fees
25 May - 26 May
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
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, (50 reviews)
"Great place "
United States
Christine
The price is HK$1,175
HK$2,504 total
includes taxes & fees
24 May - 25 May
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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, (24 reviews)
"Great little place! Wish we could have spent more time"
United States
Tricia W.
The price is HK$392
HK$1,130 total
includes taxes & fees
28 May - 29 May
Charming cottage for 2 across warm mineral springs park
Outdoor dining

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is HK$1,285
HK$2,867 total
includes taxes & fees
9 Jun - 10 Jun
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
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 reviews)
"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 HK$1,637
HK$3,820 total
includes taxes & fees
2 Jun - 3 Jun
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
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 HK$752
HK$1,860 total
includes taxes & fees
25 May - 26 May
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Interior

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
10.0 out of 10, Exceptional, (1 review)
"This place was wonderful! The host is quick to respond to any questions. Cleanliness excellent. The kitchen has anything and everything you could possibly need. We would highly recommend It. Also is a convenient location to the beaches and downtown Cape Coral. We lived in Fort Myers and Cape Coral before hurricane Ian so we were familiar with the area. It’s also located in a very nice neighborhood. Thankyou for a great stay🍊☀️"
United States
Michael
The price is HK$728
HK$2,844 total
includes taxes & fees
13 Jun - 14 Jun
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
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, (7 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is HK$713
HK$1,606 total
includes taxes & fees
25 May - 26 May
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
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
9.4 out of 10, Exceptional, (3 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 HK$1,410
HK$3,757 total
includes taxes & fees
6 Jun - 7 Jun
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Exterior

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, (52 reviews)
"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!"
United States
Jenny R.
The price is HK$1,175
HK$2,840 total
includes taxes & fees
26 May - 27 May
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
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 HK$689
HK$1,668 total
includes taxes & fees
26 May - 27 May
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Terrace/patio

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

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Ochopee
10.0 out of 10, Exceptional, (21 reviews)
"Cool place, beautiful inside"
United States
Sarah J
The price is HK$1,551
HK$2,691 total
includes taxes & fees
24 May - 25 May
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
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
10.0 out of 10, Exceptional, (12 reviews)
"Great location, super clean, EASY details for check-in and out. Hope to stay again. "
United States
Travis W.
The price is HK$885
HK$2,063 total
includes taxes & fees
26 May - 27 May
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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 HK$799
HK$1,806 total
includes taxes & fees
11 Jun - 12 Jun
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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

Fairways Inn of Naples

Fairways Inn of Naples

10/10 Excellent
"Such a delightful place to stay! We enjoyed meeting the neighbors, the privacy, the lovely patio and especially the gardens with all of the little lizards! Would stay here again in a heartbeat!"
Stacy 6-night trip
Posted less than an hour ago
Fairways Inn of Naples

Find out more about Southwest Florida

Southwest Florida Cottages information

Number of reviews
652
Accommodation
42 Cottages
Lowest Price
HK$1,130
Highest Price
HK$3,820

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between HK$1,130 and HK$3,820 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 42 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.
How can I find cheap cottages in Southwest Florida?
With Expedia's useful filter tool, scoring cheap cottages in Southwest Florida is a cinch. To view properties that are friendly on the wallet, narrow down your search by amenities, star rating and budget.
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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