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Clearwater, FL Vacation Rentals

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50 cottages

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.

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$411

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 4

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$297

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

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 7

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$295

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.

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$217

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

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 6

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$194

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.

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$297

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

Clearwater cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 1 minutes

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$130

zeinxsmedia FBR Unit This is test Headline of the unit.

Clearwater cottage

2 bedrooms / 3 bathrooms / sleeps 5

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$226

Great rentals within 20 miles that match your search

The Mermaid Cottage. Walk To Beach, Shops

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

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$171

The Surf Cottage. Walk to Beach, Shops & Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

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$171

The Flamingo Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

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$171

The Sunshine Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 35 minutes

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$171

Starfish Cottages One Bedroom

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$130

"Waves" Cottage on Sunset Beach

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 2

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$341

"Ocean " Cottage on Sunset Beach

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$341

Sunset Beach Cottages - 2 Bedroom Beach Cottages

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$341

Sunset Beach Cottages, 1 Bedroom Beach Cottages

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 3

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$239

Tropical Tiny spa home

Tarpon Springs cottage

1 bedroom / 1 bathroom / sleeps 3

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$113

Beachfront Cottages (Garden) at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 43 minutes

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$205

John's Pass-Time Beach Front Cottage

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$286

Beachfront Cottages (Patio) at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach cottage

1 bedroom / 1 bathroom / sleeps 4

“Family vacation” Wonderful place gorgeous views comfortable and relaxing you couldn't ask for more in a vacation spot great location.

Responds fast! avg. 1 hour 43 minutes

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$205

Pass-a-GrilleIsland Living+Steps2Beach w/bikes+parking

St. Pete Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 55 minutes

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$173

Beachhouse-Rental kingbed w/2 bikes, WIFI, steps 2 beach

St. Pete Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 55 minutes

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Price per night from

$245

3 Palms Beachfront Cottages

Indian Rocks Beach cottage

4 bedrooms / 2 bathrooms / sleeps 8

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$423

Perfecto's Retreat Unit #1

St. Petersburg cottage

1 bedroom / 1 bathroom / sleeps 4

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$343

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

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$103

Cottage By The Water With Boat Dock

Tarpon Springs cottage

2 bedrooms / 1 bathroom / sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 38 minutes

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$138

BEACHSIDE BUNGALOW Dolphin 2BR*HTD POOL*PETS OK

Indian Shores cottage

2 bedrooms / 1 bathroom / sleeps 6

“Thanksgiving Getaway” Beautiful location and our pet was able to come along. We enjoyed the beach, fire pit and weather. The one negative is that our unit was very close to a busy road.

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$209

BEACHSIDE BUNGALOW Lobster Shack *Htd Pool*Pets OK

Indian Shores cottage

1 bedroom / 1 bathroom / sleeps 4

“What a great getaway location to relax and view the secluded private beach and gorgeous ocean view!!!” We stayed in the Lobster Shack which is a cozy clean bungalow which offered a salt water pool with an awesome view of the Gulf waters. Liz is great making sure our needs were met while addressing unexpected refrigerator problems. She is quick to reply contacting a repairman to resolve the issue. Canines are welcome. I miss the relaxation and calmness of the setting yet on Gulf Blvd there are activities to meet everyone's interests. Thank you Liz and love your puppies.❤

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$193

Comfortable Two Bedroom Cottage Just Steps To The Beach

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

“We would like to come back” I stayed here last year with my wife and two kids. I'm on the page again because I'd like to come back. Can't remember his name anymore but the guy at itrip was really good to work with. The place was spotless. The neighbor were quiet and virtually out of sight. The beach is maybe 150 yards from the house. It was a good experience for my whole family. Only and I mean only negative is that the surrounding area is old and a little run down. That doesn't mean it's a bad or rough area, either. We live on the other side of Pinellas. This place was a great place for a restful vacation - no tiring travel involved, right on the beach, and cheap rates. Like I was saying at the start, we'd like to come back soon at some point.

Responds fast! avg. 3 minutes

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$109

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. 3 minutes

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$155

3 Min Walk to the Beach - Value & Comfort! Freshly Renovated, Free Wifi, Nice Ma

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

“Madeira Beach Cottage” Beautiful home located in a great location. Very responsive and receptive property owner. Would recommend to anyone seeking to visit the area

Responds fast! avg. 3 minutes

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$109

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

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 minutes

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$140

Leave Your Troubles Behind. Relaxation, Value, and Peace in the Heart of Madeira

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 minutes

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$137

Perfection with a Total Renovation. A Private, Spacious and Modern Home Away Fro

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

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$160

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

Treasure Island cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 minutes

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$117

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom / 1 bathroom / sleeps 4

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$114

Cozy Cottage On The Beach! Pet Friendly, Free Wi-Fi, Roku, Deck, W/D - Binnie's

Indian Rocks Beach cottage

1 bedroom / 1 bathroom / sleeps 4

“The perfect place to unwind and really enjoy the gulf.” Eiko's Cottage felt like being at home. This will be our destination, if available, for our future vacations.

Responds fast! avg. 52 minutes

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Price per night from

$188

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