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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

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, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key
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, (133)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Outdoor dining

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (133)
"Our stay was great. Everything was as advertised and expected. "
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
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, (270)
"Family of 4 stayed here comfortably for 3 nights in April. Had an excellent time on the island. And we were really impressed with the property and its location. Cool little trail, steps from the door take you straight to Bean Point."
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
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, (278)
"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "
Charming cottage in quiet area, close to beach & bay.
The "Grouper"
Beach

The "Grouper"

9.6 out of 10, Exceptional, (30)
"My stay was absolutely wonderful! The location is great, very convenient. The place itself is extremely comfortable, cozy, and it had everything we needed. The hosts were kind and attentive. It was truly worth every minute."
The price is NZ$361
includes taxes & fees
31 July - 1 Aug
The "Grouper"
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!

9.6 out of 10, Exceptional, (43)
"Proximity to things to do on the island was great!"
The price is NZ$460
includes taxes & fees
4 Aug - 5 Aug
Sanibel-Style on the East End! Walk to restaurants and the lighthouse. NEW!
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is NZ$887
includes taxes & fees
20 Aug - 21 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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, (43)
"Great place "
The price is NZ$449
includes taxes & fees
3 Aug - 4 Aug
Newly remodeled Parrot Nest Toucan Cottage! Walk to beach, shops, restaurants!
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 were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Country Cottage Home
Property grounds

Country Cottage Home

9.4 out of 10, Exceptional, (139)
"Loved our stay at the property. Would book it again!"
Country Cottage Home
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.

9.8 out of 10, Exceptional, (10)
"nice place great location, we will stay there again"
The price is NZ$856
includes taxes & fees
27 July - 28 July
The Historic Coquina Cottages C is 2 Blocks to the Beach, 5th Avenue and 3rd St.
Moninanu - Modern Wooded Cottage in North Naples
Terrace/patio

Moninanu - Modern Wooded Cottage in North Naples

10.0 out of 10, Exceptional, (11)
"A great place for us to stay so we can be close to family"
Moninanu - Modern Wooded Cottage in North Naples
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, (63)
"Had a lovely stay.. close to beach and Food. "
The price is NZ$454
includes taxes & fees
9 Aug - 10 Aug
Newly remodeled Parakeet cottage! Walking distance to beach, restaurants, shops!
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
Outdoor dining

West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views

9.8 out of 10, Exceptional, (16)
"Great property, very clean and comfortable! The pond in the backyard and wildlife was beautiful. Hosts were very responsive and accommodating!"
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
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, (89)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Across The Street From #1 Beach
Beach nearby, sun-loungers, beach towels

Across The Street From #1 Beach

10.0 out of 10, Exceptional, (321)
"Very cute beach cottage! Great location,very clean ,no complaints,if ever in Siesta Key again would definitely stay here "
Across The Street From #1 Beach
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Sun-loungers, beach towels

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.6 out of 10, Exceptional, (21)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Beach nearby

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.8 out of 10, Excellent, (8)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
A heated pool

Beautiful, well-maintained home w/ heated private pool - walk to beach & dining

9.6 out of 10, Exceptional, (79)
"We were in town for a lacrosse tournament and this house was so perfect, clean and relaxing."
Beautiful, well-maintained home w/ heated private pool - walk to beach & dining
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

Great Wolf Lodge Naples

Great Wolf Lodge Naples

10/10 Excellent
"Perfect for kids "
CLAUDIA 2-night trip
Posted 13 hours ago
Great Wolf Lodge Naples

Frequently asked questions

How much do cottages in Southwest Coast Florida cost?
Prices for cottages in Southwest Coast Florida range between NZ$361 and NZ$887 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 travelling with the whole family, as a duo or with a group of old friends, Expedia can help you find the perfect space.
What is there to do in Southwest Coast Florida near my cottage?
You'll discover almost endless things to do in Southwest Coast Florida. If you're holidaying in Tampa, don't miss Henry B. Plant Museum, Orpheum Theatre and David A. Straz Jr. Centre for the Performing Arts. Planning a getaway in Sarasota? Sarasota BayWalk, Ed Smith Stadium and Robert L. Taylor Community Complex are popular attractions in this city.