Clearwater, FL Vacation Rentals

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39 beach rentals

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Safe Swing set or jungle gym

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Price per night from

$287

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

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe 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: Safe, Swing set or jungle gym

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Price per night from

$86

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Safe, Swing set or jungle gym

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Price per night from

$286

“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: Safe, Swing set or jungle gym

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Price per night from

$297

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Safe, Swing set or jungle gym

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Price per night from

$297

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Safe, Swing set or jungle gym

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Price per night from

$377

1 of 2 match: Safe, Swing set or jungle gym

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Price per night from

$423

Crown Jewel of Clearwater 5 Min From Airport 12 Min to Beach NEW LISTING

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$287

Woodside Village Condos

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$229

The Serenity at North Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$155

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, Safe

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Price per night from

$915

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, Safe

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Price per night from

$264

Paradise Golf Beach apt close to Downtown Clearwater (Florida Dream)_

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$160

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$95

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, Safe

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Price per night from

$658

Coconut Beach House - Private Pool

Clearwater house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$824

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$626

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$1,712

AVALON- POOL VIEW IN A MODERN CONDO - Feel at Home and enjoy your stay

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$227

BEACH-FRONT! April 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$84

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$153

“Clearwater vacation” We had a wonderful time in Clearwater, FL. The condo was in a gated community, clean and beautifully decorated. It was close to the beautiful pool and fitness center. The condo is in a great location and Publix and Walmart are very near by.The beach was about 5 minutes away. The condo owners, Erwin and Elena were great to work with. I will definitely consider renting this unit again and would definitely recommend it to others looking for a nice getaway place.

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$227

Villas of Clearwater Beach - A1 - Beachfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$724

Villas of Clearwater Beach - A17 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$789

Villas of Clearwater Beach - A13 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$592

Villas of Clearwater Beach - A12 - Beachfront with a pool!

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$626

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$592

Golden Pineapple Oasis- 6 min to Downtown Clearwater

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$343

Luxury and Spacious Waterside Getaway Walking Distance to Everything

Clearwater townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$802

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: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$400

1 of 2 match: Swing set or jungle gym, Safe

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Price per night from

$1,432

SUNNY ALL DAY modern condo near Gulf of Mexico beaches

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“CLEARWATER'S BEST KEPT SECRET” The pictures sold me on this condo. It is exactly as it shows. Very clean, smells good. Great locations, all stores close on the same road as condo. Close to the beach. Owner kept in close contact throughout our pre-booking and stay. I will stay here again! Very, very nice.

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$172

Beach Paradise Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$2,634

Avalon at Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Location,Location,Location” Terrific get-a-way. Quiet, comfortable ,very clean, has everything you could want .Very close to other locations such as Tampa ,Dunedin. Beautiful beaches. Fabulous sunsets. .Great restaurants within walking distances. Condo has a beautiful pool. Truly a paradise . A must rental.

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$121

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$1,184

1 of 2 match: Swing set or jungle gym, Safe

1 of 2 filters match

Price per night from

$801

Great rentals within 20 miles that match your search

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe Swing set or jungle gym

All filters match

Price per night from

$77

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