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Vacation rentals in Clearwater

Vacation rentals in Clearwater

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Top-rated holiday rentals in Clearwater

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Tropical Waterfront Retreat
    SUPERHOSTPrivate room · 2 guests · 1 bed · 2 bathrooms
    Tropical Waterfront Retreat

    Let us welcome you to our beautiful waterfront home, conveniently located between downtown Dunedin and Honeymoon Island. Delight in early morning skies and soft evening gulf breezes while the sky fills with brilliant sunset. Located on a salt water canal with a view of Honeymoon & Caladisi Island. Kayaks included for a paddle to island beaches; 2 bicycles available to enjoy downtown or beaches via the Pinellas Trail. Cool-off with a dip in the private pool. Continental Breakfast served daily.

    What guests are saying:

    “To stay here, one must have a love for: the ocean, dolphins, manatees, cool people, good vibes, cute little lizards and birds, friendly house cats, gorgeous sunsets, and long beach days that wear you out so that even the worst insomniac gets a decent nights sleep. ... I can’t say enough good things, honestly. We only had 2.5 days for a vacation and did our best research to see how we could best make use of our time. We initially searched for a space in St. Pete to stay, but found Tom and Judy’s place instead - and between the location and bicycles and kayaks free for use, we were pretty sold on Dunedin. Tom was there to greet us and give us a tour and local recommendations. We took the bikes out to Honeymoon Island to explore and swim in the ocean. On our second morning, we were able to take the kayaks out to do some island hopping where we saw a manatee, a handful of dolphins, and lots of incredible small marine life in the rich and relatively untouched shore habitats. (BRING WATER SHOES both for kayaking to the islands and for Honeymoon or Caladesi beaches.) We were just getting packed up on our last morning to check out when a bottle nosed dolphin came swimming up just a few feet from the back patio. We sat with our feet over the edge, sang and whistled for him, and he splashed around showing off for us on and off for a good 30 minutes. It was incredible. Outside of these amazing experiences, we found the pool wonderfully inviting in the shaded lanai, watching little lizards running around. We came back a little burnt from our second bike trip to Honeymoon Island and Judy cut some fresh aloe for our skin. They are both just so sweet and helpful - and cool! We didn’t get to do all that we wanted in the area for such a short trip and will definitely be back to Dunedin and to Tom and Judy’s place. ❤️”

  • Bikes-Entire Guesthouse Dunedin/Clearwater ❤️
    SUPERHOSTEntire guest house · 4 guests · 2 beds · 1 bathroom
    Bikes-Entire Guesthouse Dunedin/Clearwater ❤️

    This guest house has been fully remodeled. It shares a driveway/parking lot with my house where I live with my family. This is located on the edge of a beautiful forest and is quiet. Centrally located!! Only a few blocks from the Pinellas Trail (run, bike, glide, etc). Less than 5 minutes (by car) to downtown Dunedin or 15 minutes to Clearwater Beach! Two beach cruiser bikes included-or more if needed.....If you are looking for nice getaway or business stay this is perfect for you!

    What guests are saying:

    “Uli was super kind and hospitable. My family and I had so much fun staying at her place. We especially loved the outdoor patio area where we could eat and play board games. Uli’s space is super comfortable, stylishly decorated, and the shower was a perfect temperature with excellent water pressure. Super important. Uli’s place is within walking distance to the trails and gorgeous Dunedin waterfront. We will definitely be staying here again. Thanks again, Uli!”

  • Your Own Private Place 3 miles to beach
    SUPERHOSTEntire flat · 3 guests · 1 bed · 1 bathroom
    Your Own Private Place 3 miles to beach

    We would love to welcome everybody to our little spot near Clearwater Beach. We love hosting people from all walks of life! This cute, pet friendly apartment has been outfitted with a beach/coastal theme to inspire your relaxing stay and we dearly hope that you will enjoy our little slice of lovely Clearwater, Florida. We are about 100 yards from the amazing Pinellas trail and only 3.6 miles to Clearwater beach. It is a 35 minute walk to downtown Clearwater. It is only 1.9 miles away.

    What guests are saying:

    “Great amenities here, close to the beach and a number of great dining spots. Also very close to some good activities like jet skis, parasailing, and the night life the area has to offer. Overall, a great value, neat, clean, tucked away but not to far away. I would definitely stay again.”

Holiday rentals for every style

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Popular amenities for Clearwater holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Clearwater

Clean Getaway w/Wifi, Bikes and Walking
SUPERHOSTEntire bungalow
Clean Getaway w/Wifi, Bikes and Walking
Price:₹4,124 / night
Bungalow by the Trail, Clearwater/Dunedin
SUPERHOSTEntire guest suite
Bungalow by the Trail, Clearwater/Dunedin
Price:₹3,674 / night
2BR Getaway - Gateway to Beaches - Pet friendly
SUPERHOSTEntire house
2BR Getaway - Gateway to Beaches - Pet friendly
Price:₹7,423 / night
Large Motel/Efficiency on Clw Beach
Unit 6
SUPERHOSTHotel room
Large Motel/Efficiency on Clw Beach Unit 6
Price:₹5,174 / night
The Dunedin Treehouse: Clean*Cozy*Modern* Downtown
SUPERHOSTEntire guest house
The Dunedin Treehouse: Clean*Cozy*Modern* Downtown
Price:₹3,899 / night
Traveler’s Oasis (Private Room & Bath)
SUPERHOSTPrivate room
Traveler’s Oasis (Private Room & Bath)
Price:₹3,749 / night
HIGH CLASS STUDIO 5 MIN TO BEACH! NO FEES! LOVE IT
SUPERHOSTEntire house
HIGH CLASS STUDIO 5 MIN TO BEACH! NO FEES! LOVE IT
Price:₹7,348 / night
Clearwater Guesthouse w/ King Bed, Near Beaches
SUPERHOSTEntire guest house
Clearwater Guesthouse w/ King Bed, Near Beaches
Price:₹3,674 / night
Cute Cottage in Clearwater
Entire guest house
Cute Cottage in Clearwater
Price:₹4,349 / night
*Magical Paradise: Hunt Haven Hideaway.
SUPERHOSTEntire guest suite
*Magical Paradise: Hunt Haven Hideaway.
Price:₹5,174 / night
Gone Coastal! Minutes to Beach!
SUPERHOSTEntire house
Gone Coastal! Minutes to Beach!
Price:₹5,249 / night
Heart of Dunedin Apartment: 2 block walk downtown!
SUPERHOSTEntire flat
Heart of Dunedin Apartment: 2 block walk downtown!
Price:₹5,249 / night
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