Holiday Homes in Clearwater

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Featured Holiday Homes in Clearwater and around

☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE

8.0 out of 10, Very good, (34)
"This house meet ever expectation! I can't wait to stay again. Area beautiful, home gorgeous everything we needed. Loved staying here and can't wait to stay again!"
☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE

Beautiful new home minutes away from beach

10.0 out of 10, Exceptional, (27)
"Beautiful home and great location."
Beautiful new home minutes away from beach

Spacious home with pool, lanai, AC & private W/D - near shops & eateries

9.8 out of 10, Exceptional, (22)
"Our family stayed at this house a second time and our experience this trip was just as wonderful as the last. The home is clean, open, and in a great neighborhood. All appliances, fixtures, and furniture were in perfect working order, the landscaping was well cared for, and we felt safe. We loved the pool in the back so our kids could swim and we could also get some time floating after the kids turned in. We look forward to staying again!"
Spacious home with pool, lanai, AC & private W/D - near shops & eateries

Lakeview Chic 3BD House for golf/beach lovers

10.0 out of 10, Exceptional, (4)
"This place is as nice as the pictures. Very roomy and beautiful. The outdoor space and hot tub are awesome. Anna is a fantastic host, very responsive, honest and knowledgeable. We would definitely book with her again. Great location to as everything is close by that you would need."
Lakeview Chic 3BD House for golf/beach lovers

Elegant House, 5 min from beach, Private Driveway, Fire Pit, Outdoor Patio!

8.8 out of 10, Excellent, (14)
"The property was very clean. I had great communication with our host. I would happily stay there again."
Elegant House, 5 min from beach, Private Driveway, Fire Pit, Outdoor Patio!

Cheerful and cozy 3 bedroom 1 bath close to beach

10.0 out of 10, Exceptional, (12)
"Great place to stay, quiet neighborhood, walk to general shopping, and close to visit Mom! Great Wi-Fi, everyone was pleased, we’ll be back! "
Cheerful and cozy 3 bedroom 1 bath close to beach

Book a Paradise for your Family's Florida Vacation!

10.0 out of 10, Exceptional, (10)
"Hurricane Helene was approaching our area, and I was looking for a safe place for myself, my wife and 2 grandchildren. Hosts were extremely gracious and attentive , adding personalized extras that made us feel truly welcome and comfortable in a very stressful situation. THANK YOU, THANK YOU, THANK YOU!"
Book a Paradise for your Family's Florida Vacation!

Cozy 3 Bedroom with tons of natural Light!

9.4 out of 10, Exceptional, (51)
"Well kept, nice home in a family neighborhood. The hosts were very communicative and let me check in early when I was displaced by a hurricane. I would stay here again. "
Cozy 3 Bedroom with tons of natural Light!

Clearwater Private Pool + Corner Lot + Game Room + Beaches

9.8 out of 10, Exceptional, (11)
"Great House getting from the hurricane super cooperative understanding owner very well appointed home. Highly recommend for family with children. "
Clearwater Private Pool + Corner Lot + Game Room + Beaches

Beautiful Clearwater home!

9.8 out of 10, Exceptional, (18)
"The house was amazing, very comfortable with all the amenities of home. The neighborhood and location were perfect. We have family in the area and will definitely want to stay at your beautiful home again"
Beautiful Clearwater home!

Home Away From Home

8.8 out of 10, Excellent, (3)
"The house was clean, spacious and comfortable. Our party of 10 (teens and adults) enjoyed the accommodations. Our host was responsive and came immediately fix a minor problem with the tv’s. We would love to stay at this property again."
The price is €1,097
includes taxes & fees
3 Dec - 4 Dec
Home Away From Home

Private heated pool 10 minutes to Clearwater Beach

10.0 out of 10, Exceptional, (5)
"We stayed here due to hurricane helene and Jeremy helped us out when we were down and out! The house was clean, and had everything you could possibly need. Plenty of toys and games for the kids, and the pool, fire pit, and bbq were great. He was always responsive and willing to help. Unfortunately hurricane milton hit during our stay so we lost power for 5 days, but he checked on us and offered to help in the way s he could. The neighborhood felt safe was very close to grocery store and gas...
Private heated pool 10 minutes to Clearwater Beach

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

9.2 out of 10, Wonderful, (72)
"We had a great stay, and Eleni was very accommodating for us and our Pets! The location was perfect and very close to hospital and my daughter’s place. The home was comfortable and perfect size for our group and it was just like a home away from home. We would definitely recommend this place to anyone wanting to be in that area, especially close to Dunedin and we will consider this location when we return to visit family. "
Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays

Excellent home for multiple families. Enjoy the pool or fish off the dock.

3.0 star property
Excellent home for multiple families. Enjoy the pool or fish off the dock.

The Belleair Estate- Breathtaking Waterfront Home w/ Private Pool

9.6 out of 10, Exceptional, (39)
"Celebrated my 40th birthday with family at this beautiful lake house. Very clean property with lots to do. We spent the majority of the time enjoying the outdoor activities... swimming, fishing, paddleboarding, and kayaking. We'd finish the day by the firepit and shooting pool. Great house to bring the family or have a relaxing weekend with your friends. Thank you for a great birthday weekend! "
The Belleair Estate- Breathtaking Waterfront Home w/ Private Pool

Clearwater Home Away from Home

10.0 out of 10, Exceptional, (3)
"This lovely ranch style home was our home base for spring training baseball. Close to everything. Great showers."
Clearwater Home Away from Home

House 3/1 minutes from Clearwater Beach!

8.4 out of 10, Very good, (5)
"This place was everything we wanted and more. It is located close to the beach but also in a quiet area with little traffic. The owner was excellent and responded quickly with all of my questions. Would definitely stay here again"
House 3/1 minutes from Clearwater Beach!

Spacious HOME sleep 19+ w/ heated POOL, LAKE VIEW

10.0 out of 10, Exceptional, (24)
"The house had a great layout for larger family to stay together. All the kids loved the pool and the bunk beds."
Spacious HOME sleep 19+ w/ heated POOL, LAKE VIEW

Where Comfort Meets Exploration

10.0 out of 10, Exceptional, (3)
"The property exceeded my expectations. Everything seemed new and up to date like the appliances, washer,dryer, mattresses stove microwave etc. The pictures do not do it justice. Also in the living room I thought the sofa looked small but it can be pulled out to remble a full size bed. Communication with sweet rentals was excellent. Some blinds need to be replaced in kitchen area and living room area. Other than that we had a wonderful time. Wonderful back screened porch area for relaxing and...
Where Comfort Meets Exploration

Private Pool and Close to Clearwater beach! Perfect for any family!

9.6 out of 10, Exceptional, (17)
"We were very impressed with the whole property. We were able to enjoy the pool too. "
Private Pool and Close to Clearwater beach! Perfect for any family!
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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Other property types in Clearwater

Welcome to your perfect Florida getaway in Clearwater

7.0 out of 10, Good, (2)
"Great location."
The price is €185
includes taxes & fees
4 Dec - 5 Dec
Welcome to your perfect Florida getaway in Clearwater

Where Comfort Meets Exploration

10.0 out of 10, Exceptional, (3)
"The property exceeded my expectations. Everything seemed new and up to date like the appliances, washer,dryer, mattresses stove microwave etc. The pictures do not do it justice. Also in the living room I thought the sofa looked small but it can be pulled out to remble a full size bed. Communication with sweet rentals was excellent. Some blinds need to be replaced in kitchen area and living room area. Other than that we had a wonderful time. Wonderful back screened porch area for relaxing and...
Where Comfort Meets Exploration

#79 The Summer Loft by Joyful Moments Vacations

10.0 out of 10, Exceptional, (12)
"Nice space for 2"
#79 The Summer Loft by Joyful Moments Vacations
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.