Clearwater, FL Vacation Rentals

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29 beach rentals

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.

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$446

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$424

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

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$160

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$153

Luxury condo overlooking gorgeous pool

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would stay again and again” From the moment I inquired about the condo Doreen , the owner was always right there to answer any questions we had and we had a lot ! The condo is so perfect . It was immaculate and had every comfort of home you could want or think of . The beds were so comfortable and provided a great nights sleep . The condo is so peaceful and quiet you can't help but relax . Having coffe on the balcony overlooking the pool was something we looked forward to every morning . The pool is fabulous as well . I really can't say enough positive things . We will without a doubt stay again ! Thank you Doreen Resa

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$172

Elegant Cozy Oasis

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$138

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$92

8 houses from beach and gulf in Clearwater beach

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$263

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

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$264

Home Away From Home

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$183

Luxurious Waterfront Resort oasis/ 2 bedrooms King Beds/ Pets accepted

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$123

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$270

Beachcomber Beach Casita | Steps to The Sand

Clearwater studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$101

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$281

Sugar Sand Sanctuary - Beach Condominium

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$134

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: Golf course on site or within 15 min walk, Boat available

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Price per night from

$190

52 Foot Ocean Oasis Houseboat Clearwater Beach

Clearwater boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$309

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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Price per night from

$286

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: Golf course on site or within 15 min walk, Boat available

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Price per night from

$401

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: Golf course on site or within 15 min walk, Boat available

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Price per night from

$332

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Boat available

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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: Golf course on site or within 15 min walk, Boat available

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Price per night from

$378

“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: Golf course on site or within 15 min walk, Boat available

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Price per night from

$297

Great rentals within 20 miles that match your search

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$172

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$114

Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 9 minutes

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$335

Island Beach cottage rental w/king+2bikes+smartTV

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 9 minutes

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$224

Cottage By The Water With Boat Dock

Tarpon Springs cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“Awesome-perfect in every way” We cannot say enough possitive things about this home and the hosts. We have come to Tarpon for 30 years but this is the first time we ve used flipkey and we will only use flipkey from now on. From the welcoming hug to the perfect ammenities throughout, you could not beat this offering. Location is beautiful and perfect to access anything. The hosts were so nice and they had paid attention to so many details, we were overwhelmed. They had lots of suggestions and a great notebook filled with menus and things to do. Plus hints on specials, fishing and the area. As we ended our trip they even greeted us with a weather report--there was a storm headed our way. Thank you both for making sure this was the best time we ve ever had in this, our favorite, Florida location.

Responds fast! avg. 36 minutes

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$138

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$458

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