Search Cottages in Southwest Coast Florida

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In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Cottages in Southwest Coast Florida

Our top choices for Southwest Coast Florida cottages

The Inn On Siesta Key
The Lookout, 1 King Bedroom 1 Bath | Balcony view

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (183)
"Great place to stay! "
The Inn On Siesta Key
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Property grounds

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (278)
"We had the most wonderful stay. Home and pool was perfect!!!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Outdoor dining

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (97)
"Right on the beach, quiet, clean and absolutely perfect for a couple's getaway. Andrew was great to work and went out of his way to make our stay perfect!"
The price is SAR 743
SAR 1,702 total
includes taxes & fees
8 Sep - 9 Sep
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Exterior

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (62)
"We loved this little cottage and will absolutely go back in the future. Thank you so much for a wonderful retreat. "
The price is SAR 743
SAR 1,798 total
includes taxes & fees
13 Sep - 14 Sep
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Terrace/patio

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay so much! Just right for us with short walks to the Beach and Bay, peaceful back porch and comfy beds. It is a beautiful and clean house in the trees. Evan is a helpful host with great communication. We hope to go back again. "
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
The "Grouper"
Exterior

The "Grouper"

9.6 out of 10, Exceptional, (35)
"Great location."
The "Grouper"
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Outdoor dining

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 SAR 352
SAR 1,616 total
includes taxes & fees
10 Sep - 11 Sep
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Keys stilt cottage lower unit
Property grounds

Keys stilt cottage lower unit

9.6 out of 10, Exceptional, (33)
"We visited for the Naples US pickleball open for try week. This home gave us everything we needed. It was clean and nicely put together. Would definitely stay again."
Keys stilt cottage lower unit
Tropical Paradise On The Beach Permit VRC17-000168
Property grounds

Tropical Paradise On The Beach Permit VRC17-000168

9.2 out of 10, Wonderful, (138)
"We loved our stay! The location was perfect and made it so easy to enjoy the beautiful beach. The house had everything we needed and the property manager was quick to resolve the minor issue we had. We would be happy to return!"
Tropical Paradise On The Beach Permit VRC17-000168
Charming cottage in quiet area, close to beach & bay.
Exterior

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (284)
"Excellent location. House looks exactly like pics. Very clean and decorated beautifully. Short walk to beach. Restaurants within walking distance overall great location. Quiet area, easy checkin. Everything we needed was supplied in house. Would definitely stay again for a longer trip. "
Charming cottage in quiet area, close to beach & bay.
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 SAR 559
SAR 1,206 total
includes taxes & fees
8 Sep - 9 Sep
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Exterior

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

9.6 out of 10, Exceptional, (46)
"Great place "
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Terrace/patio

The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.

10.0 out of 10, Exceptional, (14)
"nice place great location, we will stay there again"
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Romantic Getaway, #302, 2 min walk to the beach.
Exterior

Romantic Getaway, #302, 2 min walk to the beach.

9.4 out of 10, Exceptional, (61)
"Cute place - really nice location and super vibe "
Romantic Getaway, #302, 2 min walk to the beach.
Shell Cottage - sleeps 2
Exterior

Shell Cottage - sleeps 2

9.6 out of 10, Exceptional, (38)
"We could not ask for any better of a vacation"
Shell Cottage - sleeps 2
Anna Maria Cottage with Golf Cart
Exterior

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (12)
"We had a family of four stay here. Perfect size for what we needed and close to everything. It was our 2nd time on the Island and this place was perfect. "
Anna Maria Cottage with Golf Cart
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Outdoor dining

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS

9.8 out of 10, Exceptional, (39)
"Great location,nice neighborhood,well equipped. We enjoyed our stay very much!"
The price is SAR 747
SAR 1,779 total
includes taxes & fees
8 Sep - 9 Sep
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
On the beach, sun loungers, beach towels

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (127)
"We enjoyed our stay and will definitely come back. Very clean! Comfy beds . Well stocked "
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Property grounds

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

9.4 out of 10, Exceptional, (56)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
The price is SAR 563
SAR 1,196 total
includes taxes & fees
8 Sep - 9 Sep
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
The Cottage by Anna Maria Island
Outdoor dining

The Cottage by Anna Maria Island

9.0 out of 10, Wonderful, (14)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island
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 Coast Florida Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"The hotel was very clean and very comfortable. We had a nice dinner and a very pleasant breakfast. All good"
Gildon 1-night trip
Posted 3 days ago
The Westin Sarasota
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

10/10 Excellent
"Lazy river was awesome. "
Timothy 3-night trip
Posted 5 days ago
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do cottages in Southwest Coast Florida cost?
Prices for cottages in Southwest Coast Florida range between SAR 352 and SAR 747 per night. No matter your budget, you're sure to find the ideal place to touch base with nature. 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 Coast Florida?
Select from 58 cottages in Southwest Coast Florida. Whether you're traveling with the whole family, as a duo or with a group of old friends, Expedia can help you find the perfect space.
Why book your cottage in Southwest Coast Florida with Expedia?
Booking a cottage in Southwest Coast Florida is as easy as clicking on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all traveler styles. As for irresistible deals? We have them too!