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Featured Cottages in Florida Gulf Coast

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The Inn On Siesta Key

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

10.0 out of 10, Exceptional, (274)
"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!

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

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"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

The Purple Flower - 30 Second walk to the Beach. Free parking.

9.8 out of 10, Exceptional, (189)
"Loved this place! Perfect with all the needed amenities. Will definitely stay here again if in the area."
The price is NZ$502
includes taxes & fees
18 Aug - 19 Aug
The Purple Flower - 30 Second walk to the Beach. Free parking.

1-bedroom cottage just 3 minutes drive to Homosassa Springs Wildlife State Park

10.0 out of 10, Exceptional, (114)
"We traveled to Homosassa so I could check off my #1 bucket list item-swimming with the manatees. This nice little cottage was in the perfect location for all we wanted to do. Relaxing mornings sitting by the water and evenings ending the same way. Close to excellent dining options, beautiful drives, and a nice quiet neighborhood. The homeowner was very responsive when we had any questions. Highly recommended this property if you are looking for a quiet, relaxing place to stay."
1-bedroom cottage just 3 minutes drive to Homosassa Springs Wildlife State Park

The Cottage by Anna Maria Island

9.6 out of 10, Exceptional, (13)
"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

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

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$848
includes taxes & fees
25 Aug - 26 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

9.6 out of 10, Exceptional, (110)
"Great location and amenities! The place was cozy and the short walk to the beach was amazing. The bed was a little stiff and was a little warm being on the upper floor of the house but still a great stay overall!"
White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

Cozy Cottage - Close to Everything, Nature Lovers Dream!

10.0 out of 10, Exceptional, (61)
"The little touches made this stay great perfect for people traveling with a dog very dog friendly"
The price is NZ$622
includes taxes & fees
20 Aug - 21 Aug
Cozy Cottage - Close to Everything, Nature Lovers Dream!

Canary Beach Cottage - steps to the sand!

9.6 out of 10, Exceptional, (45)
"Cute cottage in a great location for our beach getaway. Great staff and place was perfect. Would stay again. "
Canary Beach Cottage - steps to the sand!

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

9.8 out of 10, Exceptional, (282)
"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.

100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

9.0 out of 10, Wonderful, (76)
"Cute quiet place Fair price and close to beach and restaurants. Would stay again"
The price is NZ$1,035
includes taxes & fees
25 Aug - 26 Aug
100 Steps to Beach. Pets Ok, Real Beach House, Daily Rentals

Historic Beach Cottage steps from beach. Pet friendly!

9.2 out of 10, Wonderful, (121)
"We LOVED staying at Capt. Al's corner cottage. It was such a cute place and perfect for what we were looking for. Walking distance to everything, steps away from the beach and so relaxing! We especially loved the hot tub that was just out the back door and the atmosphere was so "beachy"....5 stars is not enough for this little gem of a place!"
The price is NZ$593
includes taxes & fees
14 Aug - 15 Aug
Historic Beach Cottage steps from beach. Pet friendly!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

9.8 out of 10, Exceptional, (142)
"This was a great place for a quick getaway. The proximity to the beach is so convenient! The rental was clean and had everything we needed. Located on a quiet street but close enough to walk to Pier 60, shopping, and restaurants. Definitely plan to stay here again on our next trip!"
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Pirate's Pointe Resort

3.0 star property
9.4 out of 10, Exceptional, (215)
"Beautiful, peaceful place located on the river. Cottages are clean and spacey. Very relaxing and serene place. High recommended . "
Pirate's Pointe Resort

Island Vibes Cottage | Amazing Location

9.0 out of 10, Wonderful, (35)
"We had a beautiful stay in Clearwater. The cottage was perfect for two and great walk to the beach as well as downtown. Great food everywhere we turned! We will be back!"
Island Vibes Cottage | Amazing Location

Weeki fun house

9.2 out of 10, Wonderful, (55)
"We had a blast. Great little spot. "
Weeki fun house

Sleeps 6 Daily Rentals, Pets OK, Hot Tub

8.6 out of 10, Excellent, (53)
"Host was very nice & accommodating "
The price is NZ$555
includes taxes & fees
13 Aug - 14 Aug
Sleeps 6 Daily Rentals, Pets OK, Hot Tub
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 Florida Gulf Coast Hotel Reviews