
Holiday houses in Highland Lakes, Clearwater
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Top-rated holiday rentals in Highland Lakes, Clearwater
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Other great holiday rentals in Highland Lakes, Clearwater

Home in Dunedin
4.74 out of 5 average rating, 23 reviewsCasual, relaxing 2/2 SFH remodeled, in Dunedin.
SaschaRating, 5 stars3 weeks ago
We much appreciated that Heather rapidly responded to our questions and addressed our (minor) concerns! The location was particularly convenient for us - we'd gladly stay in this house again. One highlight was the kitchen, which was modern and stocked with more dishware and amenities than many other vacation rentals. Also, the screened in back porch was always a tranquil spot to relax.

Home in Dunedin
4.63 out of 5 average rating, 8 reviewsRenovated Florida Bungalow
NicoleRating, 5 stars3 months ago
We recently enjoyed our stay here with our two toddlers. The home was so clean, neat and tidy. It had everything we needed and more (in the kitchen especially)! The hosts were extremely responsive throughout the process and were able to answer any questions we had. Upon arrival, we were surprised to see they had left us a brand new pack n play, which worked out perfectly for our littlest to sleep in! We really enjoyed our stay and hope to visit again! Thank you, Raquel & Mark for sharing your beautiful home with us!
Superhost

Apartment in Dunedin
4.67 out of 5 average rating, 24 reviewsPerfect Location Clearwater and Dunedin!
TeresaRating, 5 stars1 month ago
Traveling for a funeral is never a happy trip. Dawn’s home was a much appreciated respite for me after some long days. Dawn was helpful and responsive. Quick to offer dining options. The cleanliness was apparent in her place. With a nice kitchen, I was able to go grocery shopping for some options rather than going out for dinner every night. The decor was light and comfortable. I would love to return in the future with my wife to explore more of this beautiful area. Thank you for a wonderful experience.
Top Guest favourite

Home in Clearwater
5 out of 5 average rating, 7 reviewsModern 3BR/2B Oasis/ Patio & PS4 – Sleeps 8
SugeilRating, 5 stars1 week ago
We had a wonderful overnight stay at Cameron’s place! It was comfortable, spotless, and perfect for a short stopover. Cameron was a great host — very responsive and made sure we had everything we needed. We’d definitely stay again if we’re back in the area!
Top Guest favourite

Cottage in Dunedin
4.95 out of 5 average rating, 129 reviewsBeachBunkies Cottage 2. Four miles to the beach!
LindaRating, 5 stars1 week ago
Wow, this place was absolutely amazing! We loved our time here and cannot wait to come back ♥️
Guest favourite

Private room in Clearwater
4.91 out of 5 average rating, 279 reviewsPrivate Room In House/ Queen Bed/Free Parking/WiFi
LauraRating, 5 stars2 weeks ago
Ronald it's a great person, He helps me a lot with information I really appreciated it, If is your first time in Clearwater this is the best option.

Condo in Clearwater
4.67 out of 5 average rating, 3 reviewsGorgeous Condo in Clearwater - wonderful vacation
JaredRating, 5 stars7 months ago
Host was incredible and home was gorgeous. Very easy process with her and I was not disappointed in any way. Would recommend for sure and would stay again!!

Cottage in Clearwater
5 out of 5 average rating, 4 reviews1B/1B Guesthouse, Kitchen, King Bed, Safety Harbor
YuJyunRating, 5 stars4 weeks ago
Layal is a fantastic host — she was always quick to reply and very friendly throughout our stay. The communication was smooth and made everything so easy. The house itself was exactly as shown in the photos — clean, well-maintained, and very comfortable. We especially appreciated how quiet and peaceful the neighborhood was, which made it easy to relax and get a good night's sleep. I would definitely recommend staying here and would love to come back in the future!
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Honeymoon Island Beach