Holiday Homes in Clearwater

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Featured Holiday Homes in Clearwater

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."
Home Away From Home
Beautiful Clearwater home!
9.8 out of 10, Exceptional, (14)
"We had a great time and enjoyed our stay in this beautiful house "
Beautiful Clearwater home!
Beautiful new home minutes away from beach
10.0 out of 10, Exceptional, (24)
"Clean home and great location "
Beautiful new home minutes away from beach
A Beautiful Oceanfront View home in Clearwater Beach with heated pool.
9.6 out of 10, Exceptional, (30)
"This property is absolutely gorgeous, inside and out!! Will be renting again! "
A Beautiful Oceanfront View home in Clearwater Beach with heated pool.
Beautiful Remodeled 4 bed / 2 bath house w/ Pool
9.2 out of 10, Wonderful, (59)
"We were looking for a quiet stay as we were in town for a funeral. The home provided the exact peace and quiet we needed. We noted some nice touches that would make a stay by families more pleasant. "
Beautiful Remodeled 4 bed / 2 bath house w/ Pool
“NEW” Sunset Oasis/Minutes to beaches
8.0 out of 10, Very good, (5)
"The “Sunset Oasis” is on the small side however it accommodated my kids and I nicely. We liked the fact that it was a close driving distance from Clearwater Beach and it’s location was nice and peaceful."
The price is AU$319
includes taxes & fees
22 Sept - 23 Sept
“NEW” Sunset Oasis/Minutes to beaches
☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE
8.0 out of 10, Very good, (31)
"Overall a good stay… there was here and there a couple things like when trying to check in with miscommunication. The pool wall had things that made us itch. And the dryer did not work . There was here and there some roaches but nothing crazy only saw about 3. If your looking for somewhere cheap but still good this is for you "
The price is AU$426
includes taxes & fees
22 Sept - 23 Sept
☀Shelley Casa, 3BR/2BA,Stunning- ✔Pool✔WHOLE HOUSE
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.
(#6)Waterfront Tropical Oasis with its own Private Beach and Kayak launch Dock!
9.6 out of 10, Exceptional, (38)
"Myself and 8 friends rented this house for a long weekend and had an absolute blast! The house comfortably slept 9 adults and we had everything we needed. We spent nearly all of our time in and around the pool which was warm and big enough for all of us. We brought our own pool floats to lounge around in. The extra closet and the master bathroom were massive! It was really fun getting ready together and just hanging out in and around there. The outside bar was crucial with the sink, cabinets,...
(#6)Waterfront Tropical Oasis with its own Private Beach and Kayak launch Dock!
Adorable Private Craftsman with free bikes, near beach & downtown.
9.0 out of 10, Wonderful, (16)
"We came for a weekend stay and had a wonderful time. The location was perfect, the house was lovely and well equipped. I'd definitely consider this for a longer-term stay. Our visit was short, so we didn't need much, but Martine was very communicative and helpful. Great experience!"
Adorable Private Craftsman with free bikes, near beach & downtown.
House 8 min away to Clearwater beach
9.6 out of 10, Exceptional, (69)
"The house is conveniently located. Its clean and cozy. We enjoyed our stay."
House 8 min away to Clearwater beach
Toucan Luxury Oasis - Heated POOL and SPA
9.4 out of 10, Exceptional, (41)
"It was a great house! The bunk bed has a trundle, so it can sleep 3. Beautiful house! Clean, open, and large. Backyard is dreamy."
Toucan Luxury Oasis - Heated POOL and SPA
Hot Tub, Heated Pool, Mini Golf Island Vibes
The price is AU$1,244
includes taxes & fees
12 Oct - 13 Oct
Hot Tub, Heated Pool, Mini Golf Island Vibes
New Listing! Recently renovated home in Clearwater 6 miles from beach with pool
9.4 out of 10, Exceptional, (3)
"We stayed at the property for 7 weeks in the summer of 2024, and wish we could have stayed longer. The private pool in the back is an excellent place to unwind and relax. The interior is updated and feels modern with multiple rooms for watching TV / movies at night when kids and adults want to watch different shows.The owner was very responsive to questions. It is great to have access to the garage with openers to keep cars clean with daily afternoon showers.We hope to stay here again. "
New Listing! Recently renovated home in Clearwater 6 miles from beach with pool
Clearwater Getaway - private pool, close to beach!
2.0 star property
Clearwater Getaway - private pool, close to beach!
Canal-front home with private pool, dock, grill, canal views, & W/D
9.6 out of 10, Exceptional, (5)
"We had an enjoyable stay at this property. The home was clean and comfortable. Being able to watch wildlife on the canal at the back of the property was a plus. The driveway was large enough for two full size trucks and level. The neighborhood is quiet with very little traffic and close to E. Bay drive with all the conveniences and restaurants."
Canal-front home with private pool, dock, grill, canal views, & W/D
Halloween Special Save 20%
2.0 star property
Halloween Special Save 20%
Sunset Bungalows - Big Blue 2 bedrooms - WiFi, Pool AC in enchanting Clearwater
10.0 out of 10, Exceptional, (1)
"The rental was impeccably clean with a modern twist in both the bathroom and kitchen. The kitchen was fully equipped with state-of-the-art appliances. The shops and restaurants in Dunedin were only minutes away. Our only disappointment was that the landscaping needed some work. The hosts were very accommodating. "
Sunset Bungalows - Big Blue 2 bedrooms - WiFi, Pool AC in enchanting Clearwater
Elegant House, 5 min from beach, Private Driveway, Fire Pit, Outdoor Patio!
8.8 out of 10, Excellent, (14)
"Peaceful"
Elegant House, 5 min from beach, Private Driveway, Fire Pit, Outdoor Patio!
Little Turtle
9.0 out of 10, Wonderful, (19)
"The house was very clean and easily accessible but there was no hot water in the master bath. I’m sure this is an easy fix and that was our only complaint. The house was just charming!"
The price is AU$612
includes taxes & fees
2 Oct - 3 Oct
Little Turtle
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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

InTown Suites Extended Stay Clearwater FL
2.5 star property
6.6 out of 10, (19)
"We had a nice weeklong stay here. Manager was very nice and helpful, room was clean and everything was in working order. No complaints, would stay here again."
InTown Suites Extended Stay Clearwater FL
Studio in Clearwater Perfect for 2
2.0 star property
Studio in Clearwater Perfect for 2
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
10.0 out of 10, Exceptional, (69)
"Thanks for a super stay at your apartment! Very clean and homely. Really appreciated the multiple towels and beach items - parasol a god send! Very quiet location with great pool and lovely apartment! Thanks again. "
The price is AU$534
includes taxes & fees
26 Sept - 27 Sept
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
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.