Search Cottages in Southwest Florida

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Southwest Florida cottages

House (2 Bedrooms) | Interior
Relax in Hot Tub, Walk to Springs: North Port Home

Cottage in North Port

3.0 star property
The price is AED 268
AED 823 total
includes taxes & fees
14 Dec - 15 Dec
Relax in Hot Tub, Walk to Springs: North Port Home
The Lookout, 1 King Bedroom 1 Bath | Terrace/patio
The Inn On Siesta Key

Cottage in Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
The price is AED 847
AED 1,160 total
includes taxes & fees
10 Dec - 11 Dec
The Inn On Siesta Key
Exterior
#3 Small house walking distance to Warm Mineral Spring

Cottage in Warm Mineral Springs

9.0 out of 10, Wonderful, (8)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is AED 220
AED 571 total
includes taxes & fees
13 Dec - 14 Dec
#3 Small house walking distance to Warm Mineral Spring
Exterior
Charming cottage for 2 across warm mineral springs park

Cottage in Warm Mineral Springs

9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
The price is AED 220
AED 571 total
includes taxes & fees
10 Dec - 11 Dec
Charming cottage for 2 across warm mineral springs park
Outdoor dining
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

Cottage in Casey Key

9.4 out of 10, Exceptional, (107)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
The price is AED 617
AED 1,530 total
includes taxes & fees
12 Dec - 13 Dec
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Property grounds
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach

Cottage in Bonita Shores

10.0 out of 10, Exceptional, (3)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is AED 393
AED 943 total
includes taxes & fees
10 Dec - 11 Dec
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

Cottage in Bradenton

10.0 out of 10, Exceptional, (3)
"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."
United States
MO L.
The price is AED 413
AED 1,112 total
includes taxes & fees
15 Dec - 16 Dec
7mi to Anna Maria Newly Renovated Private Cottage
Property grounds
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes

Cottage in West End

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!"
United States
Catherine B.
The price is AED 731
AED 1,715 total
includes taxes & fees
12 Dec - 13 Dec
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Property grounds
Old Florida Fishing Cottage See The Water From Living Room on Imperial River

Cottage in Bonita Shores

9.8 out of 10, Exceptional, (9)
"Hosts were responsive and addressed all questions in a timely manner. Would stay there again."
United States
Marie R.
The price is AED 441
AED 1,003 total
includes taxes & fees
14 Dec - 15 Dec
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
Property grounds
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse

Cottage in East End

9.2 out of 10, Wonderful, (50)
"Fantastic little cottage. Just the right amount of space for a quick get away for two. Complimentary bikes and beach chairs were great amenities. Highly recommend. Would absolutely stay here again. "
United States
Teresa C.
The price is AED 584
AED 1,345 total
includes taxes & fees
13 Dec - 14 Dec
The Lovebird-sleeps 3! Great value on Sanibel-walk to dining, shops and Historic East End Lighthouse
House (3 Bedrooms) | Interior
Pet-friendly Home: 10 Mi to Lake Okeechobee!

Cottage in Clewiston

3.0 star property
The price is AED 338
AED 1,567 total
includes taxes & fees
28 Dec - 29 Dec
Pet-friendly Home: 10 Mi to Lake Okeechobee!
Property grounds
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River

Cottage in Bonita Shores

9.6 out of 10, Exceptional, (4)
"Is good , and Beauty"
United States
Jorge T.
The price is AED 320
AED 785 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Exterior
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!

Cottage in East End

9.6 out of 10, Exceptional, (46)
"Great place "
United States
Christine
The price is AED 584
AED 1,220 total
includes taxes & fees
15 Dec - 16 Dec
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4

Cottage in Bonita Shores

10.0 out of 10, Exceptional, (1)
"Close enough to the beach to enjoy the area. The place was clean and had the necessities."
Singapore
Elizabeth M.
The price is AED 452
AED 955 total
includes taxes & fees
15 Dec - 16 Dec
Updated 2024 King Bed Kit W/D Dock On Imperial River 1.3 Mi to Beach Sleeps 4
Terrace/patio
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4

Cottage in Bonita Shores

10.0 out of 10, Exceptional, (8)
"Loved the cabin feel. Spent most evenings by the river on the amazing deck. "
United States
Michele A.
The price is AED 433
AED 931 total
includes taxes & fees
14 Dec - 15 Dec
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Exterior
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Cottage in LaBelle

9.8 out of 10, Exceptional, (77)
"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 "
United States
Kevin D.
The price is AED 493
AED 947 total
includes taxes & fees
10 Dec - 11 Dec
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Exterior
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!

Cottage in Jacarandas

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. ...
United States
Diane S.
The price is AED 364
AED 807 total
includes taxes & fees
31 Dec - 1 January 2026
Cozy cottage at Sunseekers Resort. Pool, pets,pickleball,close to everything!
Outdoor dining
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Cottage in Englewood Central

2.0 star property
The price is AED 303
AED 830 total
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Exterior
The "Grouper"

Cottage in Sunny Shores

9.4 out of 10, Exceptional, (43)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
The price is AED 364
AED 790 total
includes taxes & fees
10 Dec - 11 Dec
The "Grouper"
Fridge, microwave, coffee/tea maker
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!

Cottage in East End

9.2 out of 10, Wonderful, (70)
"This was a cute little cottage close to the beach. Wonderful lighthouse restaurant next door. Bikes were conveniently available for use."
United States
consuelo
The price is AED 547
AED 1,184 total
includes taxes & fees
10 Dec - 11 Dec
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"Very nice staff! Loved the theme of the place! "
Julianna 1-night trip
Posted 16 hours ago
Golden Host Resort - Sarasota

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between AED 571 and AED 1,715 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 62 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 vacations 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.

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