Vacation rentals in Highland Lakes

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Highland Lakes

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

%{current} / %{total}1 / 1
Top guest favorite
Guest suite in Tampa
4.96 out of 5 average rating, 259 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 161 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

Guest favorite
A spacious sleeping area features a large bed with a white comforter and decorative throw. A modern lamp illuminates a side table. Soft blue walls complement the artwork depicting a beach scene, while a cozy chair adds a comfortable seating option.
Guest suite in Dunedin
4.92 out of 5 average rating, 286 reviews

Downtown Coastal Studio, close to great beaches!

The studio has a bright and airy atmosphere, clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin in walking distance to the Pinellas Trail and Main St. Simply park your car and enjoy town on foot or rent a bike and cruise around. We are close to Honeymoon Island and Clearwater Beach. Beach towels, chairs, cooler, and umbrella are provided. There is also a park across the street with a nice path to stroll along the water or take in the sunset.

Superhost
A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.
Home in Clearwater
4.9 out of 5 average rating, 137 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

Superhost
An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.
Guesthouse in Dunedin
4.82 out of 5 average rating, 140 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
Apartment in Clearwater
5 out of 5 average rating, 3 reviews

Cozy Modern Studio • Private • Central Clearwater

Experience modern comfort and total privacy in this newly built Clearwater studio. Designed with a clean, minimalist aesthetic and high-quality finishes, this space provides a relaxing retreat for solo travelers, couples, and professionals. Enjoy a private gated entrance, dedicated parking, a modern walkway and a peaceful outdoor area to unwind daily. Inside features a bright open layout, marble-look floors, modern décor and a cozy queen bed with hotel-style linens for a restful stay.

Top guest favorite
A spacious bedroom features a plush king bed with a light-colored blanket and two dark nightstands on either side. Vertical windows offer natural light, while neutral gray walls and wood flooring create a calm atmosphere.
Apartment in Clearwater
4.95 out of 5 average rating, 110 reviews

Relaxing beach gateway

Kick back and relax in this calm, stylish space.Only 5 miles from Clearwater beach! Newly renovated spacious studio with brand new bathroom and kitchenette! Spacious studio featuring 1 king bed, a fully equipped kitchenette , free 1 parking spot, high speed internet, flat screen TV. Quiet area located 5 min away from downtown Clearwater and steps away from beautiful park. There is also a dog park 5 minutes away. No smoking No parties Pets allowed 2 parking spot available

Top guest favorite
A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.
Guest suite in Clearwater
5 out of 5 average rating, 73 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Guest favorite
The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.
Apartment in Clearwater
4.99 out of 5 average rating, 216 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Top guest favorite
A compact kitchen area includes a white refrigerator, an oven, and a microwave, all arranged neatly against light cabinetry. A circular clock in red and black adorns the wall, while a small black dining table with two chairs is positioned in front. Glassware and kitchen accessories are displayed on open shelving.
Apartment in Dunedin
4.96 out of 5 average rating, 200 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.

Top guest favorite
Home in Clearwater
5 out of 5 average rating, 12 reviews

Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach

Clearwater Cutie is a bright, happy escape just 7 miles from Clearwater Beach! Sleep cozy in two comfy bedrooms, cook in the fully stocked kitchen, and play in the game room with skee-ball and more. Unwind on the covered deck by the fire pit. More than a stay, it’s a thoughtfully designed Florida experience... perfect for making memories. Close to BayCare Ballpark, dining, and fun.

Top guest favorite
A cozy interior space is highlighted by light wood paneling and textured wall decor. A comfortable bed with dark bedding is positioned near a wooden accent wall, featuring a mounted television. Natural light fills the room through a nearby window, enhancing the inviting atmosphere.
Guesthouse in Safety Harbor
4.94 out of 5 average rating, 298 reviews

Tiny House Oasis | Best Location | Outdoor Shower

Despite its size, this tiny home has all you need! This ideal and quiet space is located in downtown Safety Harbor literally around the corner from Main Street. This light, private and airy gem comes completely equipped to hang out for a while. See what all the tiny home excitement is about! Now with new AC mini split for quieter and more comfortable air.

Popular amenities for Highland Lakes vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Highland Lakes