Clearwater, FL Vacation Rentals

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48 cottages

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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Price per night from

$190

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821 4 br/3ba Gulf Beaches

Largo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Games room

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Price per night from

$287

7 mins From the beach and 15 mins Maximo Boat Ramp

Kenneth City house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$300

Four Shores # 4 2,000 SqFt Condo w/ Private Indoor Poolside Cabana

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$602

Amazing Sunset over Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$92

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

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Price per night from

$172

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

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Price per night from

$171

Tropical Treasure Villa - Giant spa and steps from the beach!

Redington Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$943

Exceptional waterfront home with breathtaking view.

Indian Rocks Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,262

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$287

Waterfront 5BR Lanai Heated Pool + Hot Tub, Game Room

Largo villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$2,293

Family Friendly Florida Oasis with Pool

Tarpon Springs house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Games room

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Price per night from

$574

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Price per night from

$1,434

The French Chateau of Odessa Airbnb

Odessa house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$257

8 Bdrm Mansion 10 Mn To Honeymoon Island Beach

Palm Harbor house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

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Price per night from

$1,394

2 Homes - 4 Mn To Madeira Bch - Hottub - Htd Pool

Bay Pines villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

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Price per night from

$1,474

HGTV - The Blue Villa - Rewarded Luxury Clearwater

Clearwater villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 53 minutes

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Price per night from

$458

The Villa Verde - Luxury Clearwater

Clearwater villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 53 minutes

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Price per night from

$515

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Luxury Apartment with 2 Bedrooms and ensuite Bathrooms on Florida's Gulf Coast

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Games room

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Price per night from

$164

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Price per night from

$402

PRIVATE BEACH OPEN** Beachfront bungalow 4BR *Htd POOL*Pet

Indian Shores house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“A wonderful place to be!” Our rental was right on the pool/beach. It was perfect! Gorgeous pool and the beach - beautiful, private - everything you could want. The cottages were spacious, clean and kitschy. They had everything you needed. You could tell good people stayed there as everything was well kept and stocked. The owner, Liz, was lovely and even though we had no pets, every pup there was well behaved and everyone was respectful of the rules. The people staying at the other cottages were wonderful and had stayed there before. Obviously Liz knows what she’s doing . My parents also stayed with us and both of them loved the place. The beds were very comfortable which doesn’t always happen in rentals. Hoping to see you next year! Cheers!

1 of 2 match: Rental types, Games room

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Price per night from

$488

Secluded Tuscany Home Oasis, 1.5 acre Pool home

Oldsmar house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Games room

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Price per night from

$286

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Rental types, Games room

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Price per night from

$458

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Games room

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Price per night from

$172

Perfecto's Retreat Unit #1

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$343

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Games room, Rental types

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Price per night from

$281

Starfish Cottages One Bedroom

Madeira Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$139

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$297

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Games room, Rental types

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Price per night from

$114

Villa Kailāsa. Pool, heated Spa, 6 min drive to the Beach!

Madeira Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$402

Beachfront GARDEN Cottage at beautiful Sandy Shores on Gulf of Mexico

Indian Rocks Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 4 minutes

1 of 2 match: Games room, Rental types

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Price per night from

$217

John's Pass-Time Beach Front Cottage

Madeira Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Games room, Rental types

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Price per night from

$287

3 Palms Beachfront Cottages

Indian Rocks Beach cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Games room, Rental types

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Price per night from

$1,054

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Games room, Rental types

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Price per night from

$332

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.

1 of 2 match: Games room, Rental types

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Price per night from

$446

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.

1 of 2 match: Games room, Rental types

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Price per night from

$332

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