Clearwater, FL Vacation Rentals

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196 cottages

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.

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$228

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.❤

Match: Rental types Shared outdoor pool (heated)

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Price per night from

$189

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BeachLife

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$182

Oceanfront? You bet! A Must See!

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$244

Dunedin Relax in our Updated condo

Dunedin house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$88

Kima 204 Direct Gulf Front in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

DESIGNER APARTMENT

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$86

Beautiful Beach Front Condo with direct view of the Gulf of Mexico

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Kima 102 2bed/2bath Gulf Front Condo in Madeira Beach READY TO ENJOY!!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Kima 403 2bedroom Gulf Front Condo PRICELESS SUNSETS!

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$221

Kima 205 Spacious 2bd/2bath Madeira Beach Gulf Front Condo Endless Views

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Gulf Front Beauty, 30 Day Minimum

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 5 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$191

escape to paradise

Madeira Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

Royal Paradise - Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$195

231A Madeira Beach Yacht Club

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$148

Dunedin Oasis

Dunedin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$114

Paradise on the Beach

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$138

Indian Shores WaterwayView Sleeps 6, pool, hot tub, dock, fishing, walk to beach

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$218

262-*NEW! 3 beds x 2 bath. Amazing Water Views!

Tampa condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$262

CASA DEL PLAYA - WATERFRONT BEAUTY

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Beach Condo

Indian Shores apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$309

Tropical 2BR Townhome Condo w/balcony, pool, dock - 3 min walk to beach

Indian Shores townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$223

Clearwater Beach Condo 3BR fits 6-10 ppl

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Seaside Paradise at Clearwater | Resort Style Vacation Condo

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$177

NEW LISTING! WONDERFUL AND MODERN CONDO WITH POOL VIEW

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$227

Beautiful Beach Condo - Turtle Nest Cottage

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

NEW LISTING! Beautiful 2 bedrooms condo on the ground floor

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 32 minutes

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$252

COZY RETREAT modern condo near Gulf of Mexico beaches

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Owner was great! Condo is everything you need or want. Every detail is perfect. Pool was just steps away.

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$161

COURTYARD VIEW modern condo near Gulf of Mexico beaches

Clearwater house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Sunny Side Pavilion at the Avalon

Clearwater condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$95

Take a step closer to paradise! SEAGATE – Apt. 302

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Would love to return several times a year....near perfect!” The condo was beautiful, well appointed and maintained. Located on a nearly perfect beach. It appears we were the first tenants after hurricane Irma. My only complaint was the AC didn't work for the 1st half. The property manager seemed to be doing all she could to remedy the situation My only recommendation is that maintenance should probably have checked it out along with everything else after the storm. I would still highly recommend this to anyone wanting to experience a beach vacation in a great location and in a wonderful condo. The owner is great to work with also.

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

Trendy Beach Condo Mariner's Pointe, Indian Shores (200 steps to Beach/Waterway)

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$234

Stunning Waterfront Townhome With Private Rooftop Deck

Clearwater townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$258

SUNSHINE Condo on Indian Shores Beach Front Condo 2bed/2bath Corner unit

Indian Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful vacation” This condo is in the perfect location right on the beach! We enjoyed watching the dolphins swim by almost every morning. The condo was clean and had all the amenities of home! We plan to go back next year. Sun rises and sunsets are incredible.

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Kima 101 BEACH FRONT with PRIVATE CABANA 2BR/2Bath

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Condo Minutes From Clearwater Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

The Avalon Royal Tropical | Warm, Exotic, Colorful

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$206

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rentals in Clearwater

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