Holiday Rentals

Updating...

age 0-16
58 Results

Relevance

Price: low to high

Price: high to low

Reviews

58 Houses

Match: Safe

All filters match

Price per night from

$201

Great rentals within 20 miles that match your search

Affordable Luxury Mediterranean Style Resort in Clearwater

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$92

Sandy Shores Beach House - Beachfront Home

Clearwater house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Safe

All filters match

Price per night from

$627

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.

Match: Safe

All filters match

Price per night from

$172

beautiful condo with magnificent views of mandalay

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Safe

All filters match

Price per night from

$153

Woodside Village Condos

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe

All filters match

Price per night from

$230

Gulf Front Dreams - Beachfront with a pool!

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$1,187

Waterfront Paradise in Destination Hudson, FL

Hudson house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$178

The Saint Michael House Vacation Rental

Tarpon Springs house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Safe

All filters match

Price per night from

$172

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

Clearwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Safe

All filters match

Price per night from

$917

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

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe

All filters match

Price per night from

$264

Golden Pineapple Oasis- 6 min to Downtown Clearwater

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 3 minutes

Match: Safe

All filters match

Price per night from

$343

Cheerful Vacation Home!

Northdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 23 minutes

Match: Safe

All filters match

Price per night from

$253

Downtown Largo Cottage

Largo house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Safe

All filters match

Price per night from

$218

Private 2 rooms in a house with a private hot tub

Tampa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Safe

All filters match

Price per night from

$132

Match: Safe

All filters match

Price per night from

$135

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Safe

All filters match

Price per night from

$287

Match: Safe

All filters match

Price per night from

$1,434

Spacious Fun Tampa Haven: Games | Pool | 7-15 min From Everything

Carrollwood house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Match: Safe

All filters match

Price per night from

$574

The French Chateau of Odessa Airbnb

Odessa house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$257

Beautiful Beach Condo

Belleair Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Safe

All filters match

Price per night from

$192

Match: Safe

All filters match

Price per night from

$802

Waterfront Breeze Condo - Waterfront with a pool!

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Safe

All filters match

Price per night from

$593

BEACH-FRONT! July- Aug 2024 Availability!

Clearwater condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Safe

All filters match

Price per night from

$84

Luxury and Spacious Waterside Getaway Walking Distance to Everything

Clearwater townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Safe

All filters match

Price per night from

$802

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

Clearwater condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe

All filters match

Price per night from

$724

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

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Safe

All filters match

Price per night from

$625

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

Match: Safe

All filters match

Price per night from

$227

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.

Match: Safe

All filters match

Price per night from

$121

The Serenity at North Beach

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All 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.

Match: Safe

All filters match

Price per night from

$657

Flamingo Bungalow Beautiful Tampa Retreat

Oldsmar apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Safe

All filters match

Price per night from

$195

Clearwater Beach Cabana - Private Pool

Clearwater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 26

Match: Safe

All filters match

Price per night from

$1,711

Serenity at Paradise Lakes

Lutz condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$98

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

Clearwater apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe

All filters match

Price per night from

$159

Beach Paradise Beach House - Private Pool

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Safe

All filters match

Price per night from

$2,633

HIstoric home/apartment in the Heart of Tarpon Spr

Tarpon Springs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

Match: Safe

All filters match

Price per night from

$149

“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

Match: Safe

All filters match

Price per night from

$227

Viewing 38 of 58
rentals in Holiday

×

Also consider