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Cottages Treasure Island

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88 cottages

Quiet Cottage < ½ Mile to Gulf Coast & Boardwalk!

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 18 minutes

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Price per night from

$125

Treasure Island Cottage, Near Boardwalk & Beach!

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 18 minutes

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Price per night from

$107

Unique. Private. Sand In Your Toes From The Front Door!

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$139

Fully Equipped Cottage Directly on the Beach! Comfort and an Unbeatable Locatio

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

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$162

Out The Front Door And Directly On The Sand! Old Florida Style.

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$145

Steps to Sand - Standalone Beachfront Cottage w/ Picnic Area, Picnic Table & BBQ

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

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$145

As Close to the Gulf as Allowed! The View from the Porch is Amazing. All Updat

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 10 minutes

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Price per night from

$179

Private Cottage On Treasure Island! Salty, Sunny, Beachy, Arty & Comfortable. Gr

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$145

Beachfront Cottage - ON the Beach! A Break From The Usual Condo Or Hotel.

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$139

Great rentals within 20 miles that match your search

Exclusive Quiet Beach Cottage - Monthly rental

Clearwater cottage

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$259

6West Luxury Beach Cottage #3

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Luxury Beach Cottage #5

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Beach Cottage Studio #0

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$177

6West Luxury Beach Cottage #2

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Luxury Beach Cottage #4

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

Beachfront apt overlooking the Beach

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$202

Serenity By The Sea Cottage

Indian Shores cottage

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$201

Serenity By The Sea Suite B

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$201

A real Beach House (suite sleeps 8) No more condos

Indian Shores cottage

3 bedrooms / 2 bathrooms / sleeps 8

“The Best Place On The Beach To Relax !” Sun N Fun is the perfect place to Relax! If you are looking for a place to enjoy a wonderful time at the Beach, this is it! The Gulf of Mexico is just 150 feet from your door. You can hear the waves lapping the shore constantly. The wildlife is great! Pelicans and seagals continually fly by with their friendly calls. Small lizards scurry along the walks. The beautiful flowers and palm trees give a south sea atmosphere. The sand on the Beach is white and so fine grained. Just like powder. There is always a nice breeze coming from the Gulf. Plant your beach umbrella and sit on the Beach is heavenly!! You can walk for miles in each direction. The people on the Beach are few and friendly. Great!!! The location is great. Dining and shopping are both close. Indian Shores has both bike and walking lanes along either side of the roads. Sun N Fun has the Gulf on the west and the intercostal waterway just 30 feet from across the road on the west. I love the water on both sides! The accommodations at Sun N Fun are great. The management is very responsive to all of your needs. The staff is friendly, always ready to make you stay comfortable. The rooms are clean and have everything you have at home to make your stay a wonderful experience. The view from the patio is unbelievable. This is paradise!!!

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Price per night from

$401

Pelican Beach Cottage

Indian Shores cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$185

Cozy Cottage Clearwater

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 3

“Extremely Friendly and Accommodating Hosts!” Sharon was extremely helpful in accommodating us on very short notice. Her personal care and attention made us feel right at home, and we would definitely plan on staying at the cozy cottage in the future! The cottage is just across the bridge from the beach in Clearwater, with its amazing white sand and the warm Gulf of Mexico. Honeymoon Beach, Caldesi Island, Dunedin, and Indian Rocks Beach are all within a short (15-30 min) drive, making this a prime location for staying in the Clearwater area.

Responds fast! avg. 3 hours 16 minutes

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$133

Starfish Cottages One Bedroom

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$122

Songbird Cottage The night full of tranquility on a quiet block.

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 19 minutes

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$105

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

Responds fast! avg. 2 hours 23 minutes

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$205

Banana Breeze/Lazy Lemon Cottage-2 heated Pools, Clearwater Beach,Gulf of Mexico

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 21 minutes

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$125

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

“Clean, quaint, and laid back style” The pool was the best as it was shaded for me that is a big plus. Private beach where our dogs could go out with us. Everything you needed in the room. We were in the Lobster Shack small 600sq feet but who stays in the room anyway. Perfect for two and two furbabies. Great weekend getaway, thinking may be my go to for a weeks stay as well. Just not in the heat of the summer, I don't take the heat and sun well. Maybe next stay we will have an opportunity to meet Liz, but she was easy to deal with on the phone too.

Responds fast! avg. 2 hours 20 minutes

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$177

Coconut Cabana 2/1 Cottage, sleeps 4, Two heated pools, Walk to Beach

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 4

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$125

A perfect place for a couple, Mango Tango Cottage

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 2

“Very clean and nice.” Very nice location. We walked everywhere. Had a nice relaxing vacation. Two pools in the complex, and you could use either pool. Beach was also within walking distance.

Responds fast! avg. 1 hour 49 minutes

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$98

Cottage Clearwater Bch, Heated Pool, 2/2 Tangerine Dream

Clearwater cottage

2 bedrooms / 2 bathrooms / sleeps 5

“Another great week!” My husband works for a travel company. We have access to many properties in Florida at greatly reduced rates but we continue to come to our favorite spot in Clearwater. This was our fourth year at Cyprus avenue Beach Rentals and we left knowing we would return again. Every little detail is covered. When we arrive we know that we will have everything we need and we will feel as if we are in our own little private resort. We love having the small pool right at our back door and the ability to walk to the beach in minutes. In the evenings we like to walk to Pier 60 for entertainment, dinner or ice cream. Afterwards we know we can return to our little private oasis. In the morning it is so relaxing sitting out back and enjoying the surroundings. Our kids love to swim first thing in the morning. The rooms are lovely, the beds are comfortable and the towels are soft. The owners, Max and Teresa, are meticulous and the property is well kept. We often laugh that a weed would not dare grow on their property. Clearwater is a great place for all ages and we will return soon.

Responds fast! avg. 1 hour 49 minutes

Travelers’ Choice award

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$147

The Sunshine Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$173

The Flamingo Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$173

The Surf Cottage. Walk to Beach, Shops & Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$173

Old Northeast,St Petersburg, 2 BR, Modern Private Cottage. Walk to Town & Beach

St. Petersburg cottage

2 bedrooms / 1 bathroom / sleeps 4

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$213

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

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$207

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$230

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$217

Pirates Pointe Resort Studio

Ruskin cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 6 minutes

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$137

Pirates Pointe Resort 1 Bedroom

Ruskin cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 6 minutes

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Price per night from

$160

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