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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Southwest Florida cottages

The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Great place to stay! "
United States
Carlos
The price is AED 1,391
AED 1,801 total
includes taxes & fees
23 Feb - 24 Feb
The Inn On Siesta Key
House (3 Bedrooms) | Interior

Pet-friendly Home: 10 Mi to Lake Okeechobee!

Pet-friendly Home: 10 Mi to Lake Okeechobee!
3.0 star property
Clewiston
The price is AED 338
AED 1,567 total
includes taxes & fees
9 Mar - 10 Mar
Pet-friendly Home: 10 Mi to Lake Okeechobee!
Property grounds

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!

Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
East End
9.4 out of 10, Exceptional, (59 reviews)
"Great locationThe bikes were a great asset "
United States
Brian Z.
The price is AED 1,102
AED 1,918 total
includes taxes & fees
8 Mar - 9 Mar
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
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, (80 reviews)
"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 933 total
includes taxes & fees
1 Mar - 2 Mar
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
Terrace/patio

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
The price is AED 1,462
AED 2,580 total
includes taxes & fees
3 Mar - 4 Mar
Casey Key Beachfront Escape: Charming 1BR Cottage
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 AED 1,208
AED 2,395 total
includes taxes & fees
8 Mar - 9 Mar
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (46 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is AED 364
AED 775 total
includes taxes & fees
4 Mar - 5 Mar
The "Grouper"
Exterior

Cozy Beach Cottage

Cozy Beach Cottage
Manasota Beach
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
The price is AED 727
AED 1,839 total
includes taxes & fees
28 Feb - 1 Mar
Cozy Beach Cottage
Interior

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is AED 746
AED 2,362 total
includes taxes & fees
1 Mar - 2 Mar
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
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, (71 reviews)
"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 1,102
AED 1,848 total
includes taxes & fees
23 Feb - 24 Feb
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
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
9.8 out of 10, Exceptional, (12 reviews)
"Spotless room, nice kitchen and private location. Great deck with fire pit overlooking a tidal creek. "
United States
Paul
The price is AED 661
AED 1,196 total
includes taxes & fees
25 Feb - 26 Feb
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
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, (4 reviews)
"We stayed over kids spring break. Great location- not far from beaches and great restaurants. "
United States
Molly B.
The price is AED 632
AED 1,238 total
includes taxes & fees
3 Mar - 4 Mar
Large Deck On Imperial Gulf Access River Kayak Launch Kit W&D 1.3M To Beach
House (2 Bedrooms) | Interior

Port Charlotte Gem on Gulf Canal, 1 Mi to Beach

Port Charlotte Gem on Gulf Canal, 1 Mi to Beach
3.0 star property
Port Charlotte
The price is AED 404
AED 1,057 total
includes taxes & fees
20 Mar - 21 Mar
Port Charlotte Gem on Gulf Canal, 1 Mi to Beach
Property grounds

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"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 430
AED 1,176 total
includes taxes & fees
28 Feb - 1 Mar
7mi to Anna Maria Newly Renovated Private Cottage
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, (11 reviews)
"Great property, nice area and communication with the host was awesome."
United States
Henly G.
The price is AED 654
AED 1,267 total
includes taxes & fees
3 Mar - 4 Mar
Old Florida Fishing Cottage See The Water From Living Room on Imperial River
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, (6 reviews)
"Great little beach cottage in a peaceful neighborhood near the beaches!"
United States
HOLLY M.
The price is AED 668
AED 1,163 total
includes taxes & fees
9 Mar - 10 Mar
Cute Cottage 1.5Mi 2 Beach Duplex Has Dock on Gulf Access Imperial River
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 AED 668
AED 1,211 total
includes taxes & fees
9 Mar - 10 Mar
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

Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
Bonita Shores
10.0 out of 10, Exceptional, (9 reviews)
"The home & location were both excellent. The surroundings were very quiet.We enjoyed our stay immensely and would definitely stay again.Thank you for a great experience!"
United States
debbra f.
The price is AED 643
AED 1,190 total
includes taxes & fees
3 Mar - 4 Mar
Peaceful Cottage On Imperial River W Dock W&D Kitchen King Bed Can Sleep 4
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
9.4 out of 10, Exceptional, (6 reviews)
"Is good , and Beauty"
United States
Jorge T.
The price is AED 558
AED 1,088 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Cottage 1.5 Mi To Beach Kitchen W&D King Bed Dock On The Imperial River
Property grounds

Vacation Home Near the Beach!

Vacation Home Near the Beach!
Naples Park
9.6 out of 10, Exceptional, (21 reviews)
" Nice property great location"
United States
david c.
Vacation Home Near the 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

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"The cleaning staff was not friendly, but everyone else was. The breakfast was fabulous and the room was fine. We enjoyed the pool. We will be back."
sandra 3-night trip
Posted 2 days ago
Compass Hotel by Margaritaville Anna Maria Sound

Frequently asked questions

How much do cottages in Southwest Florida cost?
Prices for cottages in Southwest Florida range between AED 1,567 and AED 2,725 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.