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Clearwater, FL Vacation Rentals

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88 cottages

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 28 minutes

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$194

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

3 bedrooms / 1 bathroom / sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

Responds fast! avg. 1 hour 28 minutes

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$354

Orange Blossom-Key Lime Cottage-2 Pools-Clwtr Beach

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

“A wonderful and Perfect Oasis in Clearwater Beach” Thanks so much to Teresa & Max for a fantastic week in Key Lime Sweet Cottage (which is a sister villa of Orange Blossom Cottage). We could not fault the Villa and landscaped gardens, pools in any way. The beautiful accommodation had more than we expected and the attention to detail was second to none. The Villa's have everything any family could need made all the difference. Many places have the bare minimum but the villa's had more than plenty of everything. Having the 42" TV & sports channels made all the difference to our lads especially during the basketball playoff's. Teresa and Max were excellent hosts looking after our very late arrival really make the difference which was very much appreciated.The grounds are beautifully landscaped and really well kept and with the 2 swimming pools just make it the perfect oasis for any family. And with the recreation Center just across the road was great as we could use the Gym, play basketball and tennis and large swimming pool was great. We just loved Clearwater Beach and we thought is was so beautiful, clean and well kept. The beach, the sunsets, the restaurants, shops and gave us all a wonderful experience and many happy memories to take back with us. Also all Teresa & Max's comprehensive emails and information before our trip was excellent and we just knew it was going to be somewhere special. They were great hosts during our stay with much good advise and information throughout. The location was just perfect in a quiet street at the end of the the town but yet very just 2 minutes from the beach and restaurants. We have no hesitation in giving 10 out of 10 and would and will highly recommend your Villa's to all. We have been on many family holidays together but this week ranks up at the very top. Again many thanks again to both Teresa & Max for a wonderful week in their wonderful oasis on Cyrus ave, Clearwater Beach, Florida. Gerry, Mary, Ronan, Conor & Sean White. Dublin Ireland

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$132

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.

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$149

Corner Cottage, 120 steps to the beach, Historic Beach House, sleeps 5, Pets ok

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 5

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

Responds fast! avg. 1 hour 28 minutes

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$217

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.

Travelers’ Choice award

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$145

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 28 minutes

Travelers’ Choice award

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$286

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.

Travelers’ Choice award

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$98

Hidden Treasure Private Cottage Gem in North Clearwater Beach

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 47 minutes

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$74

Fun Baywatch Loft , Pets OK, Steps to Beach, Sleeps 6

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 28 minutes

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$194

New Listing! Hidden paradise 2 blks from water, ez parking, great location.

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 4

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$74

Family Beach Side Cottage , Pets Okay, Sleeps 6, Tiki Hut and Tropical Yard

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 6

“Great pet friendly place!!” The place was awesome!! Very short walk to the beach and a very cozy place. We brought our two dogs with us and they loved the place. The location was great. There is a park close by where we could walk our dogs. We were also close enough to the center of the beach so that we could walk to the shops.

Responds fast! avg. 1 hour 28 minutes

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$267

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

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 1 minutes

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$122

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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$123

Exclusive Quiet Beach Cottage - Monthly rental

Clearwater cottage

2 bedrooms / 3 bathrooms / sleeps 6

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$244

Great rentals within 20 miles that match your search

The Sunshine Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$183

SunTiki Cottages: SandCastle cottage 4 bedroom

Indian Rocks Beach cottage

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 45 minutes

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Price per night from

$640

Pelican Beach Cottage

Indian Shores cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$192

Gulf Views from this Beachfront Studio Apt

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 2

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$192

Serenity By The Sea Cottage

Indian Shores cottage

2 bedrooms / 1 bathroom / sleeps 5

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$208

Serenity By The Sea Suite B

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

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$208

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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$415

Beachfront apt overlooking the Beach

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

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$211

Wyatt Beach House

Treasure Island cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$224

Blue Heron Cottage

Indian Rocks Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Wouldn't stay anywhere else on Gulf Blvd.” My family has stayed at Blue Heron Cottages many times. What keeps us coming back is the fact they are sooo pet friendly. Our dogs are part of the family and are always welcome at Blue Heron. Cindy is just the best and after one stay she felt like an old friend. It is the perfect location on Gulf Blvd. close to Clearwater as well as St.Pete. Plus easy access to Tampa. Also the heated pool is the best ever. Can't wait for our next get away. Soon I hope !!!

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$148

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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$195

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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$195

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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$167

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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$195

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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$195

6West Luxury Beach Cottage #1

Madeira Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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$234

Cottage on Treasure Island in the Gulf of Mexico

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

“very efficient” every thing within distance very nice beach, lots of find restaurants, Great fishing, Nightlife entertainment excellent public transportation taxi cab service very good

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$92

The Flamingo Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$172

Charming studio cottage at Gulf Gardens Resort in Madeira Beach

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$92

Starfish Cottages One Bedroom

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$99

Old style Private, Beach Cottage house

Indian Shores cottage

2 bedrooms / 1 bathroom / sleeps 4

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$115

The Surf Cottage. Walk to Beach, Shops & Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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$172

Cottage By The Water With Boat Dock

Tarpon Springs cottage

2 bedrooms / 1 bathroom / sleeps 3

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$172

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cottages in Clearwater

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