Holiday rentals in Highland Lakes, Clearwater

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Highland Lakes, Clearwater

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Palm Harbor

4.94 out of 5 average rating, 182 reviews

Private Entrance/Well Appointed Suite/ Lake View

Private entrance/ Private suite/bath w/ walk in closet. Microwave/fridge. Convenient parking. Beautiful view of the lake and all its wildlife. Everything you need to go to the beach is in the room, beach towels, umbrellas, beach mat. Due to host allergies, NO pets/animals/service animals. No smoking/vaping/drinking/drunkenness. Sensitivities? I do not use plug-ins, scented sprays, scented detergents/dryer sheets. If traveling w/ a service animal, kindly, please choose another Airbnb property.

28 Jan – 4 Feb

€ 86 per night

Guest favourite

Guest house in Palm Harbor

4.97 out of 5 average rating, 198 reviews

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

Private suite located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower, Double sink Vanity. Access to Patio, Swimming Pool , Backyard and Sundeck. Room includes small refrigerator/freezer, Microwave, Coffee maker, Espresso, Iron and much more. Bistro set in room. Private entrances to room and patio/backyard. Cable TV, Netflix and Wi-Fi included. Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

22–29 Nov

€ 130 per night

Guest favourite

Tiny home in Oldsmar

4.95 out of 5 average rating, 244 reviews

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

21–28 Jul

€ 122 per night

Guest favourite

Guest suite in Dunedin

4.94 out of 5 average rating, 202 reviews

Downtown Coastal Studio

Our Downtown Coastal Studio was recently renovated. The studio has a bright and airy atmosphere. Both clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin and two blocks to the Pinellas Trail. Simply park your car and enjoy downtown on foot or rent a bike and cruise around. We are close to two major beaches, the marina, and John G. Hubbard Park, which is just across the street with a nice path to stroll along the water or take in the sunset.

23–30 Sep

€ 114 per night

Guest favourite

Home in Clearwater

4.9 out of 5 average rating, 116 reviews

Coastal Cottage B - Bikes Beach Items

This lovely 2 bedroom 1 bath home is clean and modern! This home is a duplex but has no access between units -it was triple insulated on all walls. All bedrooms have brand new foam mattresses and new cold air/mini splits. This unit has many stairs-please see pictures. Access to the bathroom is through the downstairs bedroom. I just installed privacy curtains in both bedrooms (no actual bedroom solid doors. Sorry no animals/pets. Close to Dunedin, Honeymoon Island, and Clearwater beach! ❤️

8–15 Sep

€ 135 per night

Guest favourite

Guest house in Clearwater

4.93 out of 5 average rating, 368 reviews

Magical Garden Paradise: Hunt Haven Hideaway.

In the heart of Clearwater, a peaceful artists' retreat that will remind you of TN or North Carolina. If you like nature, this is the spot for you! Wander through the "Florida natural" garden and find spots for relaxation or conversation. If you like baseball, we are close to two SPRING TRAINING stadiums and 25 minutes from Raymond James Stadium. About 20 minutes from the beach, if you prefer fun in the sun. Safe, clean gated property centrally located for shopping and activities.

19–26 May

€ 129 per night

Guest favourite

Flat in Clearwater

4.93 out of 5 average rating, 247 reviews

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

Book risk free with our flexible cancellation policy. This is a Triplex apartment, (3 Airbnb's), centrally located in Clearwater 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, full size kitchen, luxury queen bed and free washer and dryer.

4–11 May

€ 96 per night

Guest favourite

Guest house in Clearwater

4.9 out of 5 average rating, 181 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

11–18 Nov

€ 127 per night

Guest favourite

Flat in Dunedin

4.96 out of 5 average rating, 184 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.

21–28 Aug

€ 122 per night

Guest favourite

Bungalow in Dunedin

4.89 out of 5 average rating, 184 reviews

Cozy Park Model RV with Sun Room. No pets

A relaxing space great for beach lovers, cyclist , and people who love the outdoors. Close to beaches restaurants and historic Downtown Dunedin. Located in the Dunedin RV Resort . Honeymoon Island State Park is 3 miles, Clearwater Beach is about 9 miles. Jolly Trolley goes to Clearwater Beach St Petersburg , Tarpon Springs where the sponge docks are. Greek Food and pastries are amazing in Tarpon Springs. NO PETS

1–8 Oct

€ 117 per night

Guest favourite

Flat in Dunedin

4.98 out of 5 average rating, 207 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

18–25 Sep

€ 159 per night

Guest favourite

Flat in Dunedin

4.95 out of 5 average rating, 171 reviews

Cozy Apartment Overlooking Downtown Dunedin

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Second floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more. Sit on the front porch and see all Dunedin has to offer.

19–26 Sep

€ 168 per night