Holiday Homes in Clearwater

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Featured Holiday Homes in Clearwater and around

Our top choices for Clearwater holiday homes

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

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

Paradise Privacy Cottage

9.2 out of 10, Wonderful, (23)
"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 €127
includes taxes & fees
25 Aug - 26 Aug
Paradise Privacy Cottage

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

9.0 out of 10, Wonderful, (10)
"The house was really spacious, beds were comfortable, the decor was really nice. Over all we were pleased. "
*New Listing* Pelican Creek-Heated Pool-Game Room

Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

9.8 out of 10, Exceptional, (11)
"Let me start by saying Alexis is amazing! She made sure the check in process was simple and was super attentive to details about my family and our trip. The house is even cuter than in the pictures! There's truly so much to do that the whole family is entertained throughout the entire stay.We are already planning our next trip at this same vrbo, as we don't believe we'll find the same level of comfort and satisfaction anywhere else. Thank you so much, Alexis!"
Florida Retro Home minutes from the famous Clearwater Beach and Honeymoon Island

HOT TOB HEATED POOL HOUSE, MINUTES FROM CLEARWATER BEACH

9.8 out of 10, Exceptional, (20)
"We had a great time at your place it was great"
HOT TOB HEATED POOL HOUSE, MINUTES FROM CLEARWATER BEACH

Spacious 4 bedroom home ~ 2 King beds, heated pool, 15 mins to Clearwater Beach

9.8 out of 10, Exceptional, (61)
"My friends and I had a great weekend here. Great location, lots of beds, and bathrooms for everyone. Overall great girls trip and glad we chose this place. "
The price is €580
includes taxes & fees
22 Sept - 23 Sept
Spacious 4 bedroom home ~ 2 King beds, heated pool, 15 mins to Clearwater Beach

Frenchy’s Clearwater Bayview Inn

9.2 out of 10, Wonderful, (9)
"Location was perfect for what we needed. The house provided enough space for the family."
Frenchy’s Clearwater Bayview Inn

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

10 mins from the beach, pet friendly, huge yard!

8.8 out of 10, Excellent, (18)
"The location is a few minutes drive from the beach and the house is exactly as advertised. Perfect solution for a family with two children."
10 mins from the beach, pet friendly, huge yard!

Elegant Cozy Oasis

9.4 out of 10, Exceptional, (3)
"The house was large and clean. Very well set up for those with pets centrally located to everything we wanted."
Elegant Cozy Oasis

Welcome to beautiful modern house close to beach in Clearwater

10.0 out of 10, Exceptional, (2)
"I’m very happy with the rented home. The house is clean, well-maintained, and comfortable. Everything is in good working condition, and I truly appreciate the effort that has been put into taking care of the property.It feels like a home, and I’ve had a peaceful and relaxing experience living here. Thank you for providing such a nice place to stay.-Mariam"
Welcome to beautiful modern house close to beach in Clearwater

Clearwater Beach/Dunedin. Pool. Netflix. Cable TV.

9.6 out of 10, Exceptional, (43)
"I was very pleased with the whole experience, great location."
Clearwater Beach/Dunedin. Pool. Netflix. Cable TV.

Cozy Family Retreat – 10 Mins to Clearwater Beach!

10.0 out of 10, Exceptional, (5)
"Our kids LOVED the sand and toys in the back yard, house was clean, had everything you needed and the property manager was awesome! We only stayed one night but we will def be back!"
Cozy Family Retreat – 10 Mins to Clearwater Beach!

Cozy in Clearwater - A Quiet 4 Bedroom Home Minutes to the Beach.

9.8 out of 10, Exceptional, (8)
"House was clean and cozy. Well stocked with all you need to enjoy a beach vacation. Lots of room. Great location. Would def stay again."
Cozy in Clearwater - A Quiet 4 Bedroom Home Minutes to the Beach.

Stunning 3 BR Oasis with Waterfall Grotto by white sands of Clearwater Beach

10.0 out of 10, Exceptional, (3)
"We loved our stay! The pool was incredible, the location was near everything we needed, and it was less than 15 minutes from the beaches in downtown Clearwater. We had a little rain during our stay, so we had a lot fun playing "Pop a Shot" and playing other games in the house."
Stunning 3 BR Oasis with Waterfall Grotto by white sands of Clearwater Beach

Coastal Retreat ♛ King size Bed! minutes from the beach

10.0 out of 10, Exceptional, (8)
"An easy drive to Clearwater Beach with everything we could ask from a place to stay! This we great"
Coastal Retreat ♛ King size Bed! minutes from the beach

12 Min to Beach ◆ Epic Game Room ◆ Private Fenced Yard

10.0 out of 10, Exceptional, (3)
"Booked this last-minute as a Mother’s Day gift getaway and it couldn’t have worked out better. The weather was beautiful, the beach was just a short drive away, and the house was clean, cozy, and had a great game room we all enjoyed. Check-in was smooth and communication was excellent. Highly recommend!"
12 Min to Beach ◆ Epic Game Room ◆ Private Fenced Yard

Electric Flamingo - Heated Pool, Pickleball, MiniGolf, Basketball in Clearwater

10.0 out of 10, Exceptional, (1)
"great place"
Electric Flamingo - Heated Pool, Pickleball, MiniGolf, Basketball in Clearwater

Gorgeous 4-bedroom home ~ Pool, hot tub, fire pit & 2 King beds!

10.0 out of 10, Exceptional, (38)
"As advertised. Great place to stay. Would recommend"
The price is €572
includes taxes & fees
22 Sept - 23 Sept
Gorgeous 4-bedroom home ~ Pool, hot tub, fire pit & 2 King beds!
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 Clearwater Hotel Reviews