Clearwater, FL Vacation Rentals

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35 beach rentals

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

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Boat available Children's pool

All filters match

Price per night from

$164

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Children's pool

All filters match

Price per night from

$172

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Aqualea at Hyatt Regency, Clearwater Beach FL

Clearwater apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 of 2 match: Boat available, Children's pool

1 of 2 filters match

Price per night from

$345

Clearwater Beach Resort Apartment with Oceanview

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 54 minutes

1 of 2 match: Boat available, Children's pool

1 of 2 filters match

Price per night from

$424

Beachcomber Beach Casita | Steps to The Sand

Clearwater studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$101

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Children's pool

1 of 2 filters match

Price per night from

$172

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Children's pool

1 of 2 filters match

Price per night from

$161

Palm Lagoon - Clearwater Resort House 3 bedroom, Heated pool & SPA, King Bed

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Children's pool

1 of 2 filters match

Price per night from

$539

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$281

Beachcomber Beach House | Steps to The Sand

Clearwater house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Vacation Stay!” I was a bit nervous to go online and book a vacation home, worrying it would not be as pictured or described but I was extremely happy with the beach house and the wonderful service from Belloise Realty! We had an amazing family vacation and the house was so nice and clean and was just as pictured on the site. We will defiantly use Belloise again in the future as well as request this specif house when visiting Clearwater again!

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$190

Sugar Sand Sanctuary - Beach Condominium

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$134

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$309

7 mins From the beach and 15 mins Maximo Boat Ramp

Kenneth City house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$299

Florida Home with Private Fishing Pond- See Nature Not Neighbors

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$144

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$114

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: Children's pool, Boat available

1 of 2 filters match

Price per night from

$446

4 Bedroom Clearwater Vacation Home with the spacious Backyard

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 29 minutes

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$400

Fabulous Beach House 3BR, SPACIOUS, Beach breezes!

Indian Shores house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$430

Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$286

Family Favorite Sea Isles- Indian Rocks Beachfront and Sunsets Galore!!

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$232

XL Family Sized Beachfront on Redington Beach! Huge Pool and Hot Tub!

North Redington Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$307

180° Waterfront Indian Rocks Beach Home- Boat & Dog Friendly- Dreamy Views!!

Indian Rocks Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$231

INTRACOASTAL GETAWAY HOME

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$293

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$424

“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.

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$298

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$459

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: Children's pool, Boat available

1 of 2 filters match

Price per night from

$488

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$377

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: Children's pool, Boat available

1 of 2 filters match

Price per night from

$331

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$297

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.❤

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$189

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.

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$228

BEACHFRONT BUNGALOW Marlin Hideaway *Htd Pool*Pets

Indian Shores house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazing!” Second time back and even better. Everything we needed to escape the craziness of COVID-19. Got to meet some new friends in the other bungalows and enjoy the beautiful beech! Can’t wait to return.

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$423

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$255

Top Floor- 5 Star - Indian Rocks Beachfront Fan Favorite!!

Indian Rocks Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Boat available

1 of 2 filters match

Price per night from

$279

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