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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Oct 3 - Oct 5

Browse Select Holiday Vacation Homes

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Enjoy al fresco dining with a round table and six chairs, overlooking the city and a body of water.

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!

10.0 out of 10, Exceptional, (69)
"We had so much fun at this beautiful home and wish we were still there!"
Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Breezy ‘White Sands House’ Steps to Gulf Shore!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances and a spacious tiled backsplash.

Breezy ‘White Sands House’ Steps to Gulf Shore!

9.6 out of 10, Exceptional, (103)
"Great access to the beach, parking on the property, and plenty of space to relax and hang out. "
Breezy ‘White Sands House’ Steps to Gulf Shore!
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Relax in comfort on the beach with Adirondack chairs and enjoy a safe and well-maintained environment.

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

10.0 out of 10, Exceptional, (272)
"This property is amazing, and we would absolutely stay here again!"
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Heated Pool | 2BD 2BA | Home near Beaches
Enjoy cooking in this well-equipped kitchen with appliances, granite countertop, and sink.

Heated Pool | 2BD 2BA | Home near Beaches

9.8 out of 10, Exceptional, (24)
"We enjoyed our stay! The location was great—close to the beach yet perfect for exploring Clearwater beyond the shore. The updated home is well-suited for families, friends, or any group, and the pool is a fantastic bonus."
Heated Pool | 2BD 2BA | Home near Beaches
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Enjoy the tranquil atmosphere of Clearwater Beach, where guests can soak up the sun and take in the breathtaking ocean views.

*Pool* 8.5 miles to Honeymoon Island. 4 bdr

10.0 out of 10, Exceptional, (42)
"Loved the area and comfortable accommodations. "
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Charming Clean Studio in Downtown Clearwater
Simple, single-story building with a blue door and a chair outside, surrounded by palm trees and a gravel pathway.

Charming Clean Studio in Downtown Clearwater

9.6 out of 10, Exceptional, (14)
"Everything was as advertised. Great location for beach in clearwater and tampa."
The price is CA $87
CA $187 total
includes taxes & fees
Aug 12 - Aug 13
Charming Clean Studio in Downtown Clearwater
Spacious Tampa Haven: Games / Pool / 7-15 min From Everything
Relax in this stylish living room with a sofa, flat-screen TV, and vibrant artwork.

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

9.2 out of 10, Wonderful, (12)
"Beautiful home, the Owner was very friendly and accommodating to our needs. Responded to emails in a timely manner. Next time I'm in Tampa I would love to stay here again."
Spacious Tampa Haven: Games / Pool / 7-15 min From Everything
Clearwater Beach House - Right On The Beach
Enjoy a serene beach experience with calm seas and gentle waves.

Clearwater Beach House - Right On The Beach

9.6 out of 10, Exceptional, (112)
"Convenient to Beach and local restaurants"
The price is CA $272
CA $693 total
includes taxes & fees
Aug 12 - Aug 13
Clearwater Beach House - Right On The Beach
Paradise Privacy Cottage
Relax on the patio with a wicker sofa, round table, and two chairs.

Paradise Privacy Cottage

9.0 out of 10, Wonderful, (20)
"This was perfect for my daughter and I, located in a cute neighborhood and close to many things. It was very clean and allowed for privacy, definitely felt like home away from home and would highly recommend. "
The price is CA $80
CA $196 total
includes taxes & fees
Aug 11 - Aug 12
Paradise Privacy Cottage
New Luxury House Pool. Just 14 Minutes From the Airport
Enjoy a warm and inviting living space with a fireplace, comfortable seating, and a central kitchen island.

New Luxury House Pool. Just 14 Minutes From the Airport

9.4 out of 10, Exceptional, (19)
"Recommended place in Tampa"
New Luxury House Pool. Just 14 Minutes From the Airport
Private Oasis Retreat Heated Pool Hot Tub Beaches
Relax in the hot tub surrounded by comfortable seating and a view of the adjacent pool.

Private Oasis Retreat Heated Pool Hot Tub Beaches

10.0 out of 10, Exceptional, (18)
"We enjoyed this place very much. We spent a lot of time around the pool very nice area."
Private Oasis Retreat Heated Pool Hot Tub Beaches
Beautiful Remodeled House - Outdoor Pool & screened Florida Room
Compact kitchen with a rustic charm, featuring a refrigerator, gas stove, and ample cooking tools.

Beautiful Remodeled House - Outdoor Pool & screened Florida Room

9.8 out of 10, Exceptional, (60)
"This house went beyond our expectations. Very clean, spaciousand had anything and everyrhing you need"
Beautiful Remodeled House - Outdoor Pool & screened Florida Room
Cozy home, rural setting, near Gulf Beaches
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, microwave, and sink.

Cozy home, rural setting, near Gulf Beaches

10.0 out of 10, Exceptional, (114)
"Very nice quiet place! We enjoyed our stay. Sherri the owner is very sweet and accommodating.Thanks bunches! "
Cozy home, rural setting, near Gulf Beaches
Heated Pool, 3-bedroom Home with WiFi in Clearwater
Living area

Heated Pool, 3-bedroom Home with WiFi in Clearwater

9.0 out of 10, Wonderful, (2)
"We had an awesome time at this beautiful home"
Heated Pool, 3-bedroom Home with WiFi in Clearwater
Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays
Enjoy dining al fresco on the patio, surrounded by a tree and a deck.

Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays

9.2 out of 10, Wonderful, (81)
"Great property. My kiddos loved it. Location is key. Close enough to all the tourist areas but far enough away to avoid all the tourists. Quiet street. "
Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays
Ocean Sands | Beachfront | Private Pool
Relax by the pool surrounded by lounge chairs, overlooking the ocean and lush greenery.

Ocean Sands | Beachfront | Private Pool

9.8 out of 10, Exceptional, (85)
"We had a fantastic time here. The home had plenty of room for all 9 of us. Was amazing to be right on the beach. The views from the house and pool were incredible. A family vacation we will never forget. Our grandson also found 14 shark teeth on our walks along the veach"
Ocean Sands | Beachfront | Private Pool
14 Guests · Large HEATED Pool · Tropical Backyard+BBQ · GYM · Beach: 3 miles
Relax by the pool at our outdoor bar, where you can enjoy a refreshing drink at the long bar with stools.

14 Guests · Large HEATED Pool · Tropical Backyard+BBQ · GYM · Beach: 3 miles

9.8 out of 10, Exceptional, (30)
"Amazing place for a family to stay for vacation! Close to the beach and airport. Recommend them to anyone with a big family for vacation and the pool was a plus also! "
The price is CA $284
CA $828 total
includes taxes & fees
Aug 11 - Aug 12
14 Guests · Large HEATED Pool · Tropical Backyard+BBQ · GYM · Beach: 3 miles
*New Listing* Pelican Creek-Heated Pool-Game Room
Enjoy cooking in this well-lit kitchen with a sink, refrigerator, and microwave, complemented by a herringbone-patterned backsplash.

*New Listing* Pelican Creek-Heated Pool-Game Room

9.0 out of 10, Wonderful, (10)
"Stay was great overall. Few repairs needed here and there but that’s to be expected. Host Matthew was a gem and responded quickly whenever I had a question. Would definitely stay again!"
*New Listing* Pelican Creek-Heated Pool-Game Room
Modern Heater pool house tampa. Close to the park and zoo
Relax in a serene bedroom with a large bed, ceiling fan, and natural light pouring in through sheer curtains.

Modern Heater pool house tampa. Close to the park and zoo

9.8 out of 10, Exceptional, (119)
"Great place for our short one night stay"
The price is CA $234
CA $525 total
includes taxes & fees
Aug 14 - Aug 15
Modern Heater pool house tampa. Close to the park and zoo
House near Tarpon Springs Beaches and Weeki Wachee Springs
Relax in a hot tub surrounded by lush greenery and comfortable lounge chairs.

House near Tarpon Springs Beaches and Weeki Wachee Springs

9.8 out of 10, Exceptional, (16)
"We really loved the place it was perfect and the host were very nice and friendly can’t say enough about the place.Will definitely stay here again "
House near Tarpon Springs Beaches and Weeki Wachee Springs
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Holiday Hotel Reviews

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"New hotel "
Mai 1-night trip
Posted 2 days ago
ChartHouse Clearwater Beach Marina Hotel