Clearwater, FL Vacation Rentals

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Rental types Swing set or jungle gym

All filters match

Price per night from

$286

Match: Rental types Swing set or jungle gym

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Price per night from

$424

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Rental types Swing set or jungle gym

All filters match

Price per night from

$287

BoHo Style Home [Playset, Patio / 5 min Clearwater Beach]

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Swing set or jungle gym

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Price per night from

$206

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Best Vacation Spot

Clearwater b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Swing set or jungle gym

1 of 2 filters match

Price per night from

$86

“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: Rental types, Swing set or jungle gym

1 of 2 filters match

Price per night from

$298

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Swing set or jungle gym

1 of 2 filters match

Price per night from

$377

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Swing set or jungle gym

1 of 2 filters match

Price per night from

$297

COURTYARD VIEW modern condo near Gulf of Mexico beaches

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$172

Luxury waterfront Condo Rooftop Terrace

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$568

Lovely Tropical Sunlit bedroom

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$229

8 houses from beach and gulf in Clearwater beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

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Price per night from

$263

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$627

Bay Breeze House Waterfront home with pool

Clearwater house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$542

Exclusive Tropical Retreat in Sunny Clearwater Bea

Clearwater house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$481

Dolphin House Short Walk To The Beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 50 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$360

CLEARWATER GETAWAY HOME 3BED 2BATH WITH POOL

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$482

Beachy "Margaritaville Pool home", 3 BR, 2 Bath

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$488

Brightwater Blue 158-4 3 Floors of luxury with beautiful water views

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$5,200

Memorial Day Getaway Savings

Clearwater house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 22

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$603

1920s Key West Style Bungalow, 3 miles to the Beach!!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$264

Stunning Beach Front 3 Bd Apartment * Clearwater Belle Harbor 401

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$169

Clearwater HUGE VILLA 3500 sqft with Pool near Beach and Golf.

Clearwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$917

Casa Daniella

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$201

13mins Or less to Beaches Home

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$253

Eldorado Dream1

Clearwater house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$287

Heated pool, 9 minutes to clearwater beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$527

Beachy Clearwater is Great! Pets Welcome

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$92

The Green House Sleek & Chic Perfect for vacation or digital nomads

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$191

Cottage By The Beach

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$230

SUPER clean 2 BR 1 BA just minutes away from the beach.

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 11 minutes

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$201

Picture-Perfect Paradise: Explore the Stunning Feat

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$241

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$1,434

Beach Paradise Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$2,639

Spacious house, 8 min drive from the beach

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$115

Hostal Crest Lake Park

Clearwater house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$155

Sea Breeze Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“FANTASTIC PLACE.” We had a party of 10 and we still had plenty of room for everyone. The view was awesome we watched the dolphins play from the balcony. It was a little distance to the beach but quiet and away from all the traffic. Everything was in walking distance and convenient.Melissa was there right away to take care of any problems we had. My family and I had the best vacation and we would highly recommend.

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$658

The Rock House - Why The Rock Not?

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Rental types

1 of 2 filters match

Price per night from

$287

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