Vacation rentals in Highland Lakes

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Top-rated vacation rentals in Highland Lakes

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Top guest favorite
A spacious living area is furnished with a large, L-shaped gray sofa, providing comfort for relaxation. A flat-screen television is mounted on the wall opposite the sofa, while natural light enters through two windows, dressed with light curtains. A decorative rug and a console table add to the inviting ambiance.
Place to stay in Dunedin
4.96 out of 5 average rating, 155 reviews

The Zen Den Studio

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 2 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.

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, 283 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
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, 137 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.

Guest favorite
A welcoming exterior showcases a bright yellow door framed by grey walls and distinctive column accents. Lush green grass surrounds the entrance, complemented by flowering shrubs near the pathway. Two large windows allow natural light to illuminate the space, creating an inviting first impression.
Guest suite in St. Petersburg
4.91 out of 5 average rating, 291 reviews

Sweet & Simple guest suite Close to Everything.

Keep it sweet & simple at this peaceful and centrally-located private room close to downtown and the beaches. The room has it's own entryway from outside and boasts, TV, Wi-Fi, a full private bathrooms. The walk in closet space functions as a breakfast nook with mini refrigerator, microwave, and the necessary basic breakfast utensils. The room is also pet-friendly and close to major highways and transportation hubs. Come and call this space home for your stay in Saint Petersburg.

Guest favorite
A cozy sleeping area features a compact bed with a navy blue coverlet. Two rolled towels are neatly arranged on the bed. Natural light filters through two windows adorned with white blinds, and a light-colored nightstand sits beside the bed, illuminated by a small lamp.
Guest suite in Tampa
4.93 out of 5 average rating, 178 reviews

Shabby Chic Studio in West Tampa.

This private studio is located in the West Tampa area next to Raymond James Buccaneer Stadium. Very close to downtown, Midtown, Tampa airport, International plaza , the interstate, and to popular restaurants such as Flemings, Ocean Prime and Armature works. It comfortably accommodates up to 2 people. This shabby chic hideaway is ideal for touristic or work/study related trips. Every detail has been well-thought and curated to deliver the best experience for our guests.

Guest favorite
A spacious living area is highlighted by two comfortable sofas adorned with decorative pillows. A coffee table occupies the center, while soft lighting enhances the ambiance. Large windows provide views of the outdoor area, allowing natural light to brighten the space.
Home in Clearwater
4.88 out of 5 average rating, 209 reviews

The Dolphin House Clearwater. Smart TV, Cable

This 2-bedroom, 2-bathroom home is 6 miles from Clearwater Beach, voted America's #1 Beach. Local favorite downtown Dunedin is 2 miles away with shops, breweries, waterfront trails, and more. Quiet location convenient for trips to beaches, restaurants, parks, shopping, dining, and nightlife. Fully fenced yard with charcoal grill. This home has 2 washers and 2 dryers with a well equipped kitchen and screened patio, perfect for up to 8 guests.

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, 214 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 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, 64 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 area. Perfect for solo 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!

Top guest favorite
Home in Clearwater
5 out of 5 average rating, 9 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, 296 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.

Top guest favorite
A cozy living area is furnished with a dark sofa and a patterned accent chair. A wooden coffee table with a small plant sits in the center. A wall clock and a standing mirror add visual interest, while a television is positioned on a stand against a wall.
Apartment in Dunedin
4.96 out of 5 average rating, 189 reviews

In the Heart of Downtown Dunedin One Bedroom Apt

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First 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.

Top guest favorite
A bright living area is showcased with a white sofa and two leather chairs arranged around a circular coffee table. Light curtains frame a window above a cozy daybed. A small workspace with a TV is visible in the corner, enhancing the space's functionality.
Guesthouse in Dunedin
5 out of 5 average rating, 215 reviews

Bay Suite in Heart of Dunedin

Gorgeous contemporary apartment located only a few blocks away from Main Street and a five-minute walk from the Pinellas Trail. The space has an open living/dining room with incredible vaulted shiplap ceilings. Feel light and open with large windows overlooking the majestic grand oak trees.

Popular amenities for Highland Lakes vacation rentals

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