Vacation Rentals in Clearwater, Florida

50 Properties Available

Stunning Condo on Clearwater Beach w/ Beautiful Gulf Views & Direct Beach Access Condo
Stunning Condo on Clearwater Beach w/ Beautiful Gulf Views & Direct Beach Access
$5563 / night
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Beautiful Beach Condo with Shops & Restaurants in Walking distance Condo
Beautiful Beach Condo with Shops & Restaurants in Walking distance
$3221 / night
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Beachfront Luxury - Pool, Spa & Rooftop Deck Private vacation home
Beachfront Luxury - Pool, Spa & Rooftop Deck
$2780 / night
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Resort Pool, Rooftop Oasis & Direct Beach Access Private vacation home
Resort Pool, Rooftop Oasis & Direct Beach Access
$2515 / night
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Serene 3-bedroom house with AC and saltwater pool in charming Clearwater. Private vacation home
Serene 3-bedroom house with AC and saltwater pool in charming Clearwater.
$2431 / night
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Direct Beach Access, Panoramic Rooftop, Pool/Spa Private vacation home
Direct Beach Access, Panoramic Rooftop, Pool/Spa
$2316 / night
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Stay with whole family 3 nights, SPECIAL- free barbecue 3 nights stay or more! Private vacation home
Stay with whole family 3 nights, SPECIAL- free barbecue 3 nights stay or more!
$1809 / night
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LUXURY MANSION BTW Beach Airport Dwntown Water View Terrace Private vacation home
LUXURY MANSION BTW Beach Airport Dwntown Water View Terrace
$1637 / night
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Excellent home for multiple families. Enjoy the pool or fish off the dock. Private vacation home
Excellent home for multiple families. Enjoy the pool or fish off the dock.
$1581 / night
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Akoya House at The Gemma Private vacation home
Akoya House at The Gemma
$1519 / night
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Jade House at The Gemma Private vacation home
Jade House at The Gemma
$1519 / night
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Onyx House at The Gemma Private vacation home
Onyx House at The Gemma
$1519 / night
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Pearl House at The Gemma Private vacation home
Pearl House at The Gemma
$1519 / night
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Utopia Condo Unit 202 - The Luxury Boutique Style Condo
Utopia Condo Unit 202 - The Luxury Boutique Style
$1450 / night
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Just What You Were Looking For! 4 Great Units, Outdoor Pool, Near Beach Walk Private vacation home
Just What You Were Looking For! 4 Great Units, Outdoor Pool, Near Beach Walk
$1425 / night
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Making The Best Memories Along The Way! 4 Comfortable Units, Near Beach Walk Guest house
Making The Best Memories Along The Way! 4 Comfortable Units, Near Beach Walk
$1425 / night
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Nature Escape! 4 Modern Units, Pool, On-Site Restaurant and Bar, Walk to Beach Guest house
Nature Escape! 4 Modern Units, Pool, On-Site Restaurant and Bar, Walk to Beach
$1425 / night
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The Belleair Estate - Breathtaking Waterfront Home w\/ Heated Pool Private vacation home
The Belleair Estate - Breathtaking Waterfront Home w\/ Heated Pool
$1305 / night
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Relax and Recharge!! 4 Comfortable Units, On-Site Restaurant and Bar, Pool Guest house
Relax and Recharge!! 4 Comfortable Units, On-Site Restaurant and Bar, Pool
$1301 / night
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Wonderful Place To Stay! 4 Restful Units, Bar, Outdoor Pool, Onsite Dining Private vacation home
Wonderful Place To Stay! 4 Restful Units, Bar, Outdoor Pool, Onsite Dining
$1301 / night
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Clearwater Beach! Waterfront Modern Villa 4BD\/2openLoft\/4BT Pool \/Boat Deck. 14p Private vacation home
Clearwater Beach! Waterfront Modern Villa 4BD\/2openLoft\/4BT Pool \/Boat Deck. 14p
$1232 / night
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Spacious 4-bedroom house with Heated Pool, Hot tub, Movie Night, Golf + More Private vacation home
Spacious 4-bedroom house with Heated Pool, Hot tub, Movie Night, Golf + More
$1197 / night
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House Clearwater Beach best location, hands down on the water!!!!! Coastal theme Private vacation home
House Clearwater Beach best location, hands down on the water!!!!! Coastal theme
$1157 / night
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Travel Destination! 3 Great Units, On-Site Restaurant, Near Beach Walk Private vacation home
Travel Destination! 3 Great Units, On-Site Restaurant, Near Beach Walk
$1069 / night
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Wonderful Stay! 3 Sleek Units, Outdoor Pool, Near Little Toot Dolphin Adventure Guest house
Wonderful Stay! 3 Sleek Units, Outdoor Pool, Near Little Toot Dolphin Adventure
$1069 / night
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Clearwater Beach Bungalow Steps from the sand! Private Heated Pool! Private vacation home
Clearwater Beach Bungalow Steps from the sand! Private Heated Pool!
$1059 / night
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Luxury Spacious Getaway Perfect for Larger Families or Groups Private vacation home
Luxury Spacious Getaway Perfect for Larger Families or Groups
$1037 / night
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Clearwater Beach Cottage Sleeps 12! Steps to the Beach, Beach Gear included! Apartment
Clearwater Beach Cottage Sleeps 12! Steps to the Beach, Beach Gear included!
$976 / night
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Look No Further! 3 Comfortable Units, Pool, Short Walk From Clearwater Beach Private vacation home
Look No Further! 3 Comfortable Units, Pool, Short Walk From Clearwater Beach
$975 / night
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Look No More! 3 Convenient Units, Restaurant, Near Little Toot Dolphin Adventure Guest house
Look No More! 3 Convenient Units, Restaurant, Near Little Toot Dolphin Adventure
$975 / night
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Your Home Away From Home! 3 Great Units, On-Site Restaurant, Outdoor Pool Guest house
Your Home Away From Home! 3 Great Units, On-Site Restaurant, Outdoor Pool
$975 / night
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New Luxury 5 Bed: Heated Pool, Mini Golf, Game Room, BBQ, Pirate Ship Private vacation home
New Luxury 5 Bed: Heated Pool, Mini Golf, Game Room, BBQ, Pirate Ship
$937 / night
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Take a Break & Escape to Clearwater 6B4B Paradise with Golf & Heated Poo Villa
Take a Break & Escape to Clearwater 6B4B Paradise with Golf & Heated Poo
$848 / night
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Coastal Bliss at Brightwater Private vacation home
Coastal Bliss at Brightwater
$837 / night
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Stunning 4 Bedroom Waterfront Property with Dock Private vacation home
Stunning 4 Bedroom Waterfront Property with Dock
$769 / night
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Island Oasis - 2 Blocks From Beach - Newly Renovated Private vacation home
Island Oasis - 2 Blocks From Beach - Newly Renovated
$755 / night
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3 Elegant Rooms Perfect for Relaxation with Rooftop Pool and Poolside Lounger Hotel
3 Elegant Rooms Perfect for Relaxation with Rooftop Pool and Poolside Lounger
$752 / night
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100 Steps to the Beach, Family and Pet friendly Real Beach Cottage Cottage
100 Steps to the Beach, Family and Pet friendly Real Beach Cottage
$750 / night
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Downtown Clearwater Beach Private vacation home
Downtown Clearwater Beach
$737 / night
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Clearwater Fun House, Games, Heated Pool, Hot Tub Sleeps12 Private vacation home
Clearwater Fun House, Games, Heated Pool, Hot Tub Sleeps12
$734 / night
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Spacious Gulf View Condo Hotel Suite Condo
Spacious Gulf View Condo Hotel Suite
$719 / night
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Surfside 601 - Oceanfront Penthouse - 4 Bedroom - 3.5 Bath Apartment
Surfside 601 - Oceanfront Penthouse - 4 Bedroom - 3.5 Bath
$700 / night
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Heated Pool Beach House Hot Tub, Fire Pit, Games Private vacation home
Heated Pool Beach House Hot Tub, Fire Pit, Games
$698 / night
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Get Ready for Adventure! 2 Comfortable Units, Rooftop Bar, Onsite Restaurant Guest house
Get Ready for Adventure! 2 Comfortable Units, Rooftop Bar, Onsite Restaurant
$690 / night
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Vacation is Calling! 2 Classy Units, On-Site Bar, Near Sunsets at Pier 60 Private vacation home
Vacation is Calling! 2 Classy Units, On-Site Bar, Near Sunsets at Pier 60
$690 / night
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Vacation Starts Here! 2 Great Units, Outdoor Terrace, On-Site Restaurant Guest house
Vacation Starts Here! 2 Great Units, Outdoor Terrace, On-Site Restaurant
$690 / night
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Rare Find! Three Family-Friendly Units, Pool, Restaurants and Bar Hotel
Rare Find! Three Family-Friendly Units, Pool, Restaurants and Bar
$685 / night
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Hot Tub, Heated Pool, Mini Golf Island Vibes Private vacation home
Hot Tub, Heated Pool, Mini Golf Island Vibes
$677 / night
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5 Story Townhome, Private Elevator, Hot Tub, Breathtaking Views, Steps to Beach Private vacation home
5 Story Townhome, Private Elevator, Hot Tub, Breathtaking Views, Steps to Beach
$674 / night
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2 BR Deluxe Beachfront Condo w\/Balcony at Club Wyndham Clearwater Beach Condo
2 BR Deluxe Beachfront Condo w\/Balcony at Club Wyndham Clearwater Beach
$674 / night
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