Search Cottages in Southwest Coast Florida

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Check prices for these dates

Next weekend
5 Sep - 7 Sep
In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct

Cottages in Southwest Coast Florida

Our top choices for Southwest Coast Florida cottages

The Inn On Siesta Key
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (183)
"Great place to stay! "
The price is AED 768
AED 1,071 total
includes taxes & fees
1 Sep - 2 Sep
The Inn On Siesta Key
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (277)
"We had the most wonderful stay. Home and pool was perfect!!!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
On the beach, sun loungers, beach towels

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
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun loungers, beach towels

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

9.2 out of 10, Wonderful, (60)
"We loved this little cottage and will absolutely go back in the future. Thank you so much for a wonderful retreat. "
The price is AED 727
AED 1,760 total
includes taxes & fees
13 Sep - 14 Sep
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun loungers, beach towels

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

9.2 out of 10, Wonderful, (96)
"We have stayed at this cottage before- just love this beach."
The price is AED 911
AED 1,899 total
includes taxes & fees
1 Sep - 2 Sep
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
Sun loungers, beach towels

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 AED 339
AED 1,576 total
includes taxes & fees
1 Sep - 2 Sep
1-bedroom cottage just a short walk to Naples Beach and Fifth Avenue South
The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is AED 364
AED 782 total
includes taxes & fees
8 Sep - 9 Sep
The "Grouper"
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Property grounds

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

9.6 out of 10, Exceptional, (46)
"Great place "
The price is AED 547
AED 1,173 total
includes taxes & fees
2 Sep - 3 Sep
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Outdoor dining

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
West End Paradise Unit Coral 4 - One bedroom efficiency suite
Property grounds

West End Paradise Unit Coral 4 - One bedroom efficiency suite

9.4 out of 10, Exceptional, (23)
"My husband and I thoroughly enjoyed our 4 night stay here! The property and neighborhood was perfect! Everything you need is provided, from kitchen to beach accessories! It was clean, and comfortable. Loved having the parking pass for the private beach area. I preferred something quiet away from the crowds, and this was perfect! I found so many beautiful shells! Can’t wait for our next trip! Would definitely book this place again!"
West End Paradise Unit Coral 4 - One bedroom efficiency suite
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Beach nearby

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

9.4 out of 10, Exceptional, (54)
"Location was excellent! Close to beaches and some really good restaurants. I recommend the Mudbug the food was awesome and large pirtions. "
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
Keys stilt cottage lower unit
Sun loungers, beach towels

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

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

9.8 out of 10, Exceptional, (283)
"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.
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Beach

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 AED 731
AED 1,763 total
includes taxes & fees
10 Sep - 11 Sep
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End Paradise Sanddollar 7 - Quaint Hotel Style Room near the Beach
Property grounds

West End Paradise Sanddollar 7 - Quaint Hotel Style Room near the Beach

7.2 out of 10, Good, (5)
"Real nice and clean place. Peaceful location."
West End Paradise Sanddollar 7 - Quaint Hotel Style Room near the Beach
Tropical Paradise On The Beach Permit VRC17-000168
Fridge, microwave, oven, stovetop

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (136)
"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
Anna Maria Cottage with Golf Cart
Terrace/patio

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (12)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Beach towels

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

9.6 out of 10, Exceptional, (120)
"Beautiful quiet stay on the water. I would definitely stay here again!"
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
The Cottage by Anna Maria Island
Beach

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
Romantic Getaway, #302, 2 min walk to the beach.
Beach nearby, sun loungers, beach towels

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.
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

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Frequently asked questions

How much do cottages in Southwest Coast Florida cost?
Prices for cottages in Southwest Coast Florida range between AED 339 and AED 911 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 57 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!