Clearwater vacation rentals

We found 14 vacation rentals in Clearwater — enter your dates to book direct

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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Clearwater. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 25% in commissions and service fees on Houfy.

Featured vacation rentals on Houfy

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Hot-tub & Pool , Pet & Family friendly Resort

Hot-tub & Pool , Pet & Family friendly Resort

Hot-tub & Pool , Pet & Family friendly Resort

2 Bedrooms  1 Bathroom
5IconIconIconIconIcon25 reviews
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New exquisitely furnished villa and community pool

New exquisitely furnished villa and community pool

This new home features a modern , luxurious 3 bedroom , 3 full bathroom in North Naples.

3 Bedrooms  3 Bathrooms
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Ocean Front Villa, Private Pool, BBQ and more!

Ocean Front Villa, Private Pool, BBQ and more!

Ocean Front Villa, Private Pool, BBQ and more!

5 Bedrooms  4 Bathrooms
4.91IconIconIconIconIcon22 reviews
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Craig House with Heated Pool

Craig House with Heated Pool

Craig House with Heated Pool

2 Bedrooms  2 Bathrooms
4.84IconIconIconIconIcon83 reviews
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The Villa Pine

The Villa Pine

Quiet Villa in Enchanting Beach Town 2.5 blocks to Ocean 194 Reviews on Vrbo!

4 Bedrooms  2.5 Bathrooms
4.84IconIconIconIconIcon348 reviews
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Luxurious Canal Front Home in Islamorada

Luxurious Canal Front Home in Islamorada

Unique 4-Bedroom, 3-Bathroom Canal Home with Private Pool and Beach Access in Beautiful Islamorada

4 Bedrooms  3 Bathrooms
4.94IconIconIconIconIcon16 reviews
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Stylish Getaway in the Heart of Wynwood ~ Balcony!

Stylish Getaway in the Heart of Wynwood ~ Balcony!

Stylish Getaway in the Heart of Wynwood ~ Balcony!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon4 reviews
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Paradise Found! Beautiful Oceanfront house

Paradise Found! Beautiful Oceanfront house

Beautiful Oceanfront house with dock, Kayaks and Bikes

3 Bedrooms  2 Bathrooms
5IconIconIconIconIcon43 reviews
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Last minute specials on Houfy

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Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon21 reviews
$3700.71
$3737.35 | 10% OFF
Dates: Mar 17 2024 - Mar 28 2024
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Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

Encanto- 2 Bedroom Beachfront Condo - Simpson Bay!

2 Bedrooms  2 Bathrooms
5IconIconIconIconIcon21 reviews
$1028.46
$1634.10 | 40% OFF
Dates: Dec 11 2023 - Dec 14 2023
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Sunny Days | Cape Coral Vacation Rental with Pool

Sunny Days | Cape Coral Vacation Rental with Pool

Sunny Days | Cape Coral Vacation Rental with Pool

4 Bedrooms  2 Bathrooms
5IconIconIconIconIcon2 reviews
$17783.40
$24517.40 | 15% OFF
Dates: Dec 7 2023 - Feb 11 2024
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Riley's Retreat + Cottage

Riley's Retreat + Cottage

Private pool, hot tub, game room & gorgeous ocean views

6 Bedrooms  5 Bathrooms
$189270.00
$236418.75 | 20% OFF
Dates: Aug 26 2023 - Dec 31 2023
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Most viewed vacation rentals in Clearwater

Our guests viewed these book direct rentals the most.

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The Tampa House: New 2021 Modern Stadium Home

The Tampa House: New 2021 Modern Stadium Home

Vacation Home • Tampa
4 Bedrooms • 3.5 Bathrooms
5IconIconIconIconIcon5 reviews
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Condo in Beachfront Resort with Heated Pool

Condo in Beachfront Resort with Heated Pool

Condo • St. Pete Beach
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon29 reviews
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Hart's Paradise @ Barefoot Beach

Hart's Paradise @ Barefoot Beach

Vacation Home • Indian Shores
1 Bedroom • 1 Bathroom
4.75IconIconIconIconIcon61 reviews
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Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Vacation Home • Tampa
6 Bedrooms • 3.5 Bathrooms
5IconIconIconIconIcon55 reviews
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Seminole Waterview 5BR Heated Pool + Hot Tub

Seminole Waterview 5BR Heated Pool + Hot Tub

Vacation Home • Seminole
5 Bedrooms • 2.5 Bathrooms
4.92IconIconIconIconIcon13 reviews
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Tampa Event Compound, Hot Tub Bar

Tampa Event Compound, Hot Tub Bar

Vacation Home • Tampa
10 Bedrooms • 10 Bathrooms
5IconIconIconIconIcon26 reviews
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A Wave from it All

A Wave from it All

Vacation Home • Largo
4 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon16 reviews
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Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Bermuda Bay Beach and Racquet Club Condo. 2bdrm/2b

Condo • St. Petersburg
2 Bedrooms • 2 Bathrooms
4.67IconIconIconIconIcon12 reviews

Search 14 vacation rentals in Clearwater

Search vacation rentals, beach rentals and condos in Clearwater, Florida, United States

Recommended vacation rentals in Clearwater

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Newly Remodeled Condo, steps from the beach!

Newly Remodeled Condo, steps from the beach!

Condo • Treasure Island
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon83 reviews
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Coastal Hideaway Walk to Largo, 5 Miles to Beach

Coastal Hideaway Walk to Largo, 5 Miles to Beach

Vacation Home • Largo
2 Bedrooms • 1 Bathroom
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Ocean Bay Condo St Pete Beach

Ocean Bay Condo St Pete Beach

Vacation Home • St. Pete Beach
2 Bedrooms • 2 Bathrooms
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Beauiful Beachside Condo

Beauiful Beachside Condo

Condo • St. Pete Beach
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon15 reviews
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20 Steps to Beach, Spacious 1BR Condo w/ parking

20 Steps to Beach, Spacious 1BR Condo w/ parking

Condo • North Redington Beach
1 Bedroom • 1 Bathroom
5IconIconIconIconIcon18 reviews
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Barefoot On The Shores I - Beach Time IRB, LLC

Barefoot On The Shores I - Beach Time IRB, LLC

Condo • Indian Shores
1 Bedroom • 1 Bathroom
4.98IconIconIconIconIcon98 reviews
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A Beachfront Romantic Oasis on the Gulf of Mexico!

A Beachfront Romantic Oasis on the Gulf of Mexico!

Condo • North Redington Beach
1 Bedroom • 1 Bathroom
4.96IconIconIconIconIcon74 reviews
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St. Pete Beach Paradise

St. Pete Beach Paradise

Condo • St. Pete Beach
3 Bedrooms • 3 Bathrooms

Vacation houses with pools in Clearwater

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Treehouse

Treehouse

Apartment • St. Petersburg
2 Bedrooms • 1 Bathroom
5IconIconIconIconIcon68 reviews
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Florida Vacation Pool Home in Largo

Florida Vacation Pool Home in Largo

Vacation Home • Largo
3 Bedrooms • 2 Bathrooms
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The Presidential Beach House

The Presidential Beach House

Vacation Home • Redington Beach
4 Bedrooms • 3.5 Bathrooms
4.97IconIconIconIconIcon59 reviews
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Largo Waterview 5BR *Heated Pool/Hot Tub *GameRoom

Largo Waterview 5BR *Heated Pool/Hot Tub *GameRoom

Vacation Home • Largo
5 Bedrooms • 4 Bathrooms
5IconIconIconIconIcon9 reviews

Pet friendly vacation rentals in Clearwater

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Paradise by the Sea

Paradise by the Sea

Vacation Home • St. Pete Beach
2 Bedrooms • 1.5 Bathrooms
5IconIconIconIconIcon35 reviews
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Calming Space-Ideal Location-Cozy Florida Vibes

Calming Space-Ideal Location-Cozy Florida Vibes

Vacation Home • Tampa
2 Bedrooms • 2 Bathrooms
4.71IconIconIconIconIcon7 reviews
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The Rose

The Rose

Condo • Indian Shores
3 Bedrooms • 2 Bathrooms
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Lakeside Retreat-4plex Sleeps 20

Lakeside Retreat-4plex Sleeps 20

Villa • Largo
9 Bedrooms • 5 Bathrooms
5IconIconIconIconIcon19 reviews

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