Holiday rentals in Highland Lakes, Clearwater

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Top-rated holiday rentals in Highland Lakes, Clearwater

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

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Top guest favourite

Townhouse in Clearwater

5 out of 5 average rating, 27 reviews

Close to honeymoon isl white sand clear beach! Fun

Few miles to downtown Dunedin, honeymoon island, beaches, close to mall. best restaurants! Huge 1 br 1 ba w front porch and screened room. A few miles to quaint safety harbor, pier, best shops and restaurants. See the manatees at pier swimming. Walk to the mall, shops, restaurants, movies. Not too far from tarpon springs sponge docks. Great fishing. Very quiet, only one neighbor close. 2 large beds. Huge bedroom, kitchen. open floorplan, pass through to dining room. Lowest $ on site! won’t last!

Top guest favourite

Guest house in Palm Harbor

4.97 out of 5 average rating, 311 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Guest favourite

Guest house in Palm Harbor

4.9 out of 5 average rating, 143 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Top guest favourite

Place to stay in Dunedin

4.95 out of 5 average rating, 123 reviews

The Zen Den

Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 4 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

Top guest favourite

Flat in Clearwater

4.93 out of 5 average rating, 276 reviews

Corner Apt, Private, Quiet, Patio, Central Clw.

This is a Triplex apartment, (3 Airbnb's), centrally located in Clearwater, FL near US Hwy 19 and Gulf to Bay Blvd (FL60). Clearwater Beach is a straight drive West (about 4 miles, or 15 minutes). This is a large 1 bedroom apartment that is perfect for two, but can also sleep four with the sleeper sofa. There is covered parking, large backyard, screened in patio, where smoking is allowed. There is a full size kitchen, quality queen-size bed, and a fully stocked laundry room at no charge.

Top guest favourite

Bungalow in Oldsmar

4.98 out of 5 average rating, 117 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favourite

Guest house in Clearwater

4.97 out of 5 average rating, 116 reviews

Coastal Cottage C Bikes, Beach Items, Adventure!

Brand new renovation -fresh and modern! This cottage is my favorite one and hope will be yours too! It’s a small space but designed to make you feel right at home! Please see pictures with the couch pulled out for reference. Sorry no animals/pets. Very quiet and peaceful. Free beach items included especially the beach bikes! The bedroom is small but the queen sized bed frame allows for suitcases to easily slide underneath….the couch is also a queen pull out bed for more sleeping options. 🙏💕

Top guest favourite

Guest suite in Clearwater

5 out of 5 average rating, 19 reviews

Cozy Clearwater Guest Suite

Charming Guest Suite Near Dunedin in Clearwater, FL. Centrally located close to everywhere you need to be! Relax in this cozy, private guest suite just minutes from the vibrant town of Dunedin stunning beaches. This suite features a comfortable queen bed, en-suite bathroom, and a kitchenette for light meals. Enjoy the convenience of nearby parks, trails, and local dining. Whether you're here for a beach getaway, a golf outing, or a quiet retreat, our space is perfect for couples or solo!!

Superhost

Guest house in Dunedin

4.83 out of 5 average rating, 116 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Superhost

Hotel room in Dunedin

4.8 out of 5 average rating, 227 reviews

Seaside Artisan Apartment 4

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Superhost

Guest suite in Clearwater

4.8 out of 5 average rating, 110 reviews

Clearwater Beach/Dunedin. Smart TV. Netflix.Patio

1 bedroom, 1 bath guest suite with private patio. 6.6 miles from Clearwater Beach! Voted #1 beach in America. Voted #6 Beach in the world. Downtown Dunedin is 3.6 miles away with breweries and restaurants, bike, shop, eat and drink, and relax in this local hot spot. Free Wi-Fi. 4k smart TVs. Attached is a separate 3 bedroom 2 bath home with a private pool available for rent. There is no pool access unless this unit is rented with the main home.

Guest favourite

Flat in Dunedin

4.95 out of 5 average rating, 210 reviews

The Coastal Retreat

Studio apartment. Light airy Coastal Eclectic décor. Walk in closet, full size bath, Fully equipped kitchen . Key west style tropical courtyard with fish pond. Off street parking . Gas grill and outdoor dining area. One block off the Pinellas Bike trail, walking/biking to historic downtown Dunedin, Toronto Blue Jays spring training. Minutes to the 3 of the country's best beaches! Clearwater Beach, Honeymoon Island, and Caladesi Island.