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Clearwater, FL Vacation Rentals

62 beach rentals

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.3 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$86

Amazing Sunset over Clearwater Beach

Clearwater condo

  • Nearest beach 2 mi
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$91

Beachcomber's Luxury House

Clearwater house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$745

Beautiful Apartment on Florida's Gulf Coast - Perfect for Families & Couples

Clearwater apartment

  • Nearest beach 0 mi
  • •  Child Friendly
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$161

Beautiful Clearwater Beach 1Br Condo facing gulf

Clearwater condo

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$147

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$70

Beautiful waterfront condo in gated resort

Clearwater apartment

  • Nearest beach 0.2 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$116

Brightwater Blue Townhomes Vacation Rental w/ Boat Slip on Clearwater Beach~New!

Clearwater townhouse

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$630

BEAUTIFUL HARBORVIEW GRANDE

Clearwater condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$315

Luxury Waterfront Condo on Clearwater Beach. 3 Bedrooms, 2 Full Baths, Sleeps 8

Clearwater condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$199

Great rentals within 20 miles that match your search

Newly available including Jan and Feb 2018

St. Pete Beach apartment

  • Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$133

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$116

FUN IN THE SUN

Redington Shores manor house

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$828

WINTER SPECIALS DIRECT OCEAN 3 BEDROOM 2 BATH BEST CONDO ON BEACH

Indian Shores condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful!” Great restaurants,we have family that live in Tampa so not far to visit. Beautiful beach,a little hard to walk on with all the schells,a little too windy so far to enjoy the beach would be my biggest complaint,but that is nobody's fault. Wondering is this par for April?

Price per night from

$260

Cozy Vacation Home 15 mins from Beaches

Dunedin house

  • Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$139

Beautiful Slice of Paradise - Isla Del Sol

Tierra Verde condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$168

Bennington Bungalow

St. Petersburg condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$93

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$115

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

Redington Beach house

  • Child Friendly
  • •  Pet Friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$354

Spacious Townhouse on Lake Tarpon

Tarpon Springs condo

  • Nearest beach 15 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$287

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$149

Waterfront Villa Isla Del Sol St Petersburg FL

St. Petersburg villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Fantastic getaway” We stayed the month of February and had a wonderful experience. Not only was Will great to work with but the location was fabulous, the views spectacular, and the entire condo was very comfortable to stay in. So much to do or just hang at the heated pool, watching dolphins swim by, and having great conversations with other snow birds from the us and Canada. Such a fun time.

Price per night from

$155

AVAILABLE JANUARY 2020! Just opened up! Book now!

Madeira Beach condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.5 mi
  • •  Swimming pool
  • 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.

Price per night from

$58

Walk onto the Beach! | Your Bright + Open Seaside Retreat

St. Pete Beach house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Price per night from

$363

LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's

St. Petersburg condo

  • Beach / lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$228

CHAIRMAN OF THE BOARD STYLE ESTATE IN DOWNTOWN ST.

St. Petersburg manor house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 15

Price per night from

$1,146

Great Winter Rental - steps to the beach

Indian Shores apartment

  • Nearest beach 0 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$138

Beautiful Updated Beachfront 2BR/2BA Condo

Madeira Beach apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$111

Gulf-Front Condo -- With all the comforts of home - Ask about our Special!!!

Indian Rocks Beach condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Well equipped condo with beautiful views” This condo has everything you need for a wonderful vacation. There are plenty of beach chairs, umbrella, noodles, fishing poles and a kitchen with lots of dishes, pots and pans, utensils and serving bowls. There are spices and basics like salt and sugar. They even supply the dish detergent, dish soap, laundry detergent and dryer sheets. That is a huge savings. The washer and dryer are full size even though they are the stackable type. All the comforts of home. The condo was very clean and there were lots of towels including beach towels. My only reason for the four star rather than five is that some of the furnishings are a bit older and the condo could use some updating. It didn’t take away from our enjoyment of the space at all. The views are beautiful from the front and back. We got wonderful pictures of the sunset and even one of the full moon over the Gulf. The pool area and hot tub were great. I like to sit at a table with umbrella by the pool and there was always one available. The grounds and pool area were immaculate. The sand on the beach out front is bright white and soft. Great location. We enjoyed walking across the street for ice cream and to Caddy’s Pub.

Price per night from

$180

Bahia Point, Water View From Every Room

St. Petersburg condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.6 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$163

Riley's Retreat, 2 Bedroom Water Front with Boat Dock and Beach Access

Treasure Island apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$258

Spacious clean quiet home facing the Boca Ciega Bay in Isla del Sol

St. Pete Beach apartment

  • Nearest beach 3 mi
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$115

Tradewinds Inland Grand Resort, St. Pete’s Beach, Florida, Sept. 24th – Sept 29t

St. Pete Beach villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$149

ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101

St. Pete Beach condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$249

NEW! Holiday Home w/Outdoor Oasis -1 Mile to Beach

Holiday house

  • Child Friendly
  • •  Air conditioning
  • •  Pet Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$75

NEW! Waterfront Holiday Home w/Pool, 7 Mi to Beach

Holiday house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$212

NEW! Indian Rocks Home w/ Game Room, Walk to Beach

Indian Rocks Beach house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$350

Luxury Waterfront Home: Private Beach, Heated Pool

New Port Richey house

  • Beach / lakeside relaxation
  • •  Nearest beach 3 mi
  • •  Swimming pool
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$229

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