Clearwater, Florida

Vacation Rentals in Clearwater, Florida

Discover 768 vacation rental properties in Clearwater. From 1 to 10 bedrooms. Average $235/night. 100% have pools.

768 verified listings Book securely on VRBO Prices updated March 2026

768 properties available

Waterfront Family Friendly Beauty, Gourmet Kitchen, Huge Balcony, Pool, 3 Full Bath-304 Bay Harbor

Waterfront Family Friendly Beauty, Gourmet Kitchen, Huge Balcony, Pool, 3 Full Bath-304 Bay Harbor

3 beds 3 baths
PoolA/CWiFiBalcony
$188/night
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Clearwater Beach Suites #203

Clearwater Beach Suites #203

1 bed 1 bath
PoolA/CWiFiBalcony
$130/night
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Dolphin Watch Beach & Dock

Dolphin Watch Beach & Dock

2 beds 1 bath
PoolA/CWiFiBalcony
$178/night
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Beautiful holiday place, minutes drive to the beach, with heated pool

Beautiful holiday place, minutes drive to the beach, with heated pool

2 beds 2 baths
PoolA/CWiFiBalcony
$119/night
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Clearwater Beach, Florida, modern fully renovated 2nd floor condo, heated pool

Clearwater Beach, Florida, modern fully renovated 2nd floor condo, heated pool

1 bed 1 bath
PoolA/CWiFiBalcony
$91/night
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Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach

Right on the BEACH! Exclusive Lighthouse Towers, Sand Key, Clearwater Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$149/night
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Look No More! Outdoor Pool, On-Site Bar, Short Walk From Clearwater Beach

Look No More! Outdoor Pool, On-Site Bar, Short Walk From Clearwater Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
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Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING

Brand New! 30 Second walk to the Beach. PRIVATE & PERFECT FOR SOCIAL DISTANCING

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
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Dive Into Your Dream Vacation! Outdoor Pool, Onsite Restaurant, Walk To Beach

Dive Into Your Dream Vacation! Outdoor Pool, Onsite Restaurant, Walk To Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$194/night
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Oceanfront Luxurious Remodel Extra Cleaning Gated Clearwater, Sand Key

Oceanfront Luxurious Remodel Extra Cleaning Gated Clearwater, Sand Key

1 bed 2 baths
PoolA/CWiFiBalcony
$119/night
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Steps to Beach-Super location-Free parking.

Steps to Beach-Super location-Free parking.

1 bed 1 bath
PoolA/CWiFiBalcony
$100/night
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★ SCENIC POOLSIDE❤ tastefully decorated and minutes away from Clearwater Beach

★ SCENIC POOLSIDE❤ tastefully decorated and minutes away from Clearwater Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$100/night
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75 Steps to the beach, 1-2 minute walk

75 Steps to the beach, 1-2 minute walk

1 bath
PoolA/CWiFiBalcony
$173/night
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BEACH FRONT CONDO - very clean very cozy and always updating

BEACH FRONT CONDO - very clean very cozy and always updating

2 beds 2 baths
PoolA/CWiFiBalcony
$196/night
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Cozy 1 bedroom on the water!Apt.#2

Cozy 1 bedroom on the water!Apt.#2

1 bed 1 bath
PoolA/CWiFiBalcony
$113/night
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PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

2 beds 2 baths
PoolA/CWiFiBalcony
$121/night
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Sea breeze Pavilion at the Avalon at Clearwater

Sea breeze Pavilion at the Avalon at Clearwater

1 bed 1 bath
PoolA/CWiFiBalcony
$94/night
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Amazing main floor resort style condo at Avalon

Amazing main floor resort style condo at Avalon

1 bed 1 bath
PoolA/CWiFiBalcony
$84/night
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MODERN CONDO MINUTESM FROM CLEARWATER BEACH

MODERN CONDO MINUTESM FROM CLEARWATER BEACH

1 bed 1 bath
PoolA/CWiFiBalcony
$85/night
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Beachfront! Gorgeous Views! Pool, Hot Tub, Tennis Courts, Fitness Room ~ 5F Crescent Beach Club

Beachfront! Gorgeous Views! Pool, Hot Tub, Tennis Courts, Fitness Room ~ 5F Crescent Beach Club

2 beds 2 baths
PoolA/CWiFiBalcony
$230/night
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MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.

MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions.

1 bath
PoolA/CWiFiBalcony
$116/night
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Renovated condo at Avalon Clearwater

Renovated condo at Avalon Clearwater

1 bed 1 bath
PoolA/CWiFiBalcony
$93/night
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THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.

THE COTTAGE - 32 Steps to the Beach - Sleeps 2, drive to your door, Wifi, Grill.

1 bath
PoolA/CWiFiBalcony
$220/night
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Avalon at Clearwater-Ground Floor Beach Getaway

Avalon at Clearwater-Ground Floor Beach Getaway

2 beds 2 baths
PoolA/CWiFiBalcony
$155/night
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BRAND NEW! Cozy Bungalow - Steps to the Beach- Perfect for Social Distancing.

BRAND NEW! Cozy Bungalow - Steps to the Beach- Perfect for Social Distancing.

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Fully Renovated, heated pool, 10 minutes to Clearwater Beach ...

Fully Renovated, heated pool, 10 minutes to Clearwater Beach ...

1 bed 1 bath
PoolA/CWiFiBalcony
$80/night
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Clearwater private home with pool - 4 miles from beach. Sleeps 7, 2 bed, 1+ bath

Clearwater private home with pool - 4 miles from beach. Sleeps 7, 2 bed, 1+ bath

2 beds 1 bath
PoolA/CWiFiBalcony
$152/night
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NEW LISTING ! WONDERFUL AND MODERN CONDO WITH NICE POOL VIEW

NEW LISTING ! WONDERFUL AND MODERN CONDO WITH NICE POOL VIEW

1 bed 1 bath
PoolA/CWiFiBalcony
$102/night
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Near Clearwater Beach Sunny, fully renovated condo

Near Clearwater Beach Sunny, fully renovated condo

1 bed 1 bath
PoolA/CWiFiBalcony
$108/night
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CALADESI HOUSE, CLEARWATER ISLAND, PRIVATE BEACH, PRIVATE SWIMMINGPOOL

CALADESI HOUSE, CLEARWATER ISLAND, PRIVATE BEACH, PRIVATE SWIMMINGPOOL

2 beds 1 bath
PoolA/CWiFiBalcony
$348/night
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Modern Condo w/ Pool: 4 Mi to Clearwater Beach!

Modern Condo w/ Pool: 4 Mi to Clearwater Beach!

1 bed 1 bath
PoolA/CWiFiBalcony
$109/night
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Discover the tranquility of charming ground floor Avalon Condo Clearwater Beach

Discover the tranquility of charming ground floor Avalon Condo Clearwater Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$99/night
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CLEARWATER/SANDKEY BEACH POOLSPA AWESOMEVIEWS BBQ TENNIS PICKLEBALL WIFI

CLEARWATER/SANDKEY BEACH POOLSPA AWESOMEVIEWS BBQ TENNIS PICKLEBALL WIFI

1 bed 1 bath
PoolA/CWiFiBalcony
$127/night
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SALE HOTDEAL July 29thTo August 5th1500/week,House,Pool,Spa, Beach, Small Dog Ok

SALE HOTDEAL July 29thTo August 5th1500/week,House,Pool,Spa, Beach, Small Dog Ok

2 beds 1 bath
PoolA/CWiFiBalcony
$340/night
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Beachfront / Gulf Sunsets Condo

Beachfront / Gulf Sunsets Condo

2 beds 2 baths
PoolA/CWiFiBalcony
$372/night
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AVALON CONDO MINUTES FROM CLEARWATER BEACH!

AVALON CONDO MINUTES FROM CLEARWATER BEACH!

1 bed 1 bath
PoolA/CWiFiBalcony
$89/night
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Beachfront Clearwater Condo w/ Community Pool

Beachfront Clearwater Condo w/ Community Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$79/night
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Paradise by the pool on ground floor.

Paradise by the pool on ground floor.

1 bed 1 bath
PoolA/CWiFiBalcony
$104/night
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Bungalow, 1 Bedroom, dogs welcome

Bungalow, 1 Bedroom, dogs welcome

1 bed 1 bath
PoolA/CWiFiBalcony
$79/night
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Beach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast

Beach Vacation! Near Clearwater Beach, Pool, Bar, Free Buffet Breakfast

1 bed 1 bath
PoolA/CWiFiBalcony
$208/night
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Centrally Located Beach Bargain! ~ Pool, Ping Pong, WiFi/Cable, On-Site Laundry - 113 Pelican Pointe

Centrally Located Beach Bargain! ~ Pool, Ping Pong, WiFi/Cable, On-Site Laundry - 113 Pelican Pointe

1 bed 1 bath
PoolA/CWiFiBalcony
$103/night
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SAND KEY BEACHFRONT & BEAUTIFUL 7TH FLOOR CONDO!

SAND KEY BEACHFRONT & BEAUTIFUL 7TH FLOOR CONDO!

1 bed 1 bath
PoolA/CWiFiBalcony
$86/night
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Sea Side condo with waterfront Sunset Views. Walkable to everything!

Sea Side condo with waterfront Sunset Views. Walkable to everything!

2 beds 2 baths
PoolA/CWiFiBalcony
$156/night
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Spectacular Views! Just Steps to the Sand! Free Parking, Wi-Fi Pool, Hot Tub ~ 440 West, Unit 1208N

Spectacular Views! Just Steps to the Sand! Free Parking, Wi-Fi Pool, Hot Tub ~ 440 West, Unit 1208N

2 beds 1 bath
PoolA/CWiFiBalcony
$113/night
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6A · Bay Apartment 6a

6A · Bay Apartment 6a

1 bed 1 bath
PoolA/CWiFiBalcony
$70/night
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Anchors UP #2; WALK to Beach/Bars/Dining

Anchors UP #2; WALK to Beach/Bars/Dining

1 bed 1 bath
PoolA/CWiFiBalcony
$166/night
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Merry's Beach Bay Condo / POOL SIDE / DOCK SIDE / Awesome Location

Merry's Beach Bay Condo / POOL SIDE / DOCK SIDE / Awesome Location

1 bed 1 bath
PoolA/CWiFiBalcony
$138/night
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Cheerful, Pet Friendly, One Bedroom, Walk to Beach

Cheerful, Pet Friendly, One Bedroom, Walk to Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$122/night
View Details → Book on VRBO

Showing 48 of 768 properties

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