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Check prices for these dates

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

Featured Cottages in Southwest Coast Florida

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 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, (276)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
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 AU$746
includes taxes & fees
13 Sept - 14 Sept
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, (95)
"We have stayed at this cottage before- just love this beach."
The price is AU$805
includes taxes & fees
3 Sept - 4 Sept
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 AU$663
includes taxes & fees
28 Aug - 29 Aug
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 AU$328
includes taxes & fees
29 Aug - 30 Aug
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 AU$418
includes taxes & fees
2 Sept - 3 Sept
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
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. "
The price is AU$423
includes taxes & fees
5 Sept - 6 Sept
Macaw cottage, newly remodeled, walking distance to beach, shops, restaurants!
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
1-bedroom cottage just 10 minutes from Siesta Key Beach
Terrace/patio

1-bedroom cottage just 10 minutes from Siesta Key Beach

9.0 out of 10, Wonderful, (37)
"We greatly enjoyed our stay. The yard is very secluded and quite large, which was ideal for us. The house was exceptionally clean, and is well laid out. Powerful a/c system, super welcome for hot florida days. It also has a very large screened in lanai, which is perfect for relaxing. "
1-bedroom cottage just 10 minutes from Siesta Key Beach
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 AU$667
includes taxes & fees
28 Aug - 29 Aug
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
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.
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
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
On the beach, sun-loungers, beach towels

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"Wonderful quiet neighborhood property with very attentive property owners. Flamingo Cottage is ideally located for easy access to the beach as well as Shopping within walking distance. We look forward to our return next year!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
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
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 had an awesome vacation! The house beach and pool were outstanding. Hope to return next year!!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
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
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

Find out more about Southwest Coast Florida

Find out more about Southwest Coast Florida

Southwest Coast Florida Cottages information

Number of reviews
1,378
Accommodation
58 Cottages
Lowest Price
AU$328
Highest Price
AU$805

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?
Rates for cottages in Southwest Coast Florida range between AU$328 and AU$805 per night. Whatever your budget, you'll find the ideal place to immerse yourself in nature. This price was 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?
Pick from 58 cottages in Southwest Coast Florida. Whether you're travelling with the family, as a couple or with a group of besties, Expedia is here to help you find an ideal place.
What is there to do in Southwest Coast Florida near my cottage?
You'll find almost endless things to put on your to-do list in Southwest Coast Florida. If you're on your way to Tampa, be sure to look around Florida Aquarium, Tampa Theatre and Tampa Museum of Art. Packing your bags for Naples? Naples Beach, Naples Zoo at Caribbean Gardens and Collier County Museum are popular sights here.