Holiday houses in South Highpoint

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Top-rated holiday rentals in South Highpoint

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

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Guest favourite
Home in Clearwater
5.0 out of 5 average rating, 40 reviews

NEW! LaPlage - Centrally Located - Family Friendly

🏖️ LaPlage —French for “the beach”—is a charming traditional Clearwater home with original preserved details and hand-painted art throughout. This unique home provides guests with ultimate comfort. Enjoy a spacious backyard, large heated pool, a stunning 50 ft enclosed patio and so much more. Play pool, foosball and darts or simply relax outside in the private backyard. Centrally located near several parks, and great restaurants or a short drive to the beach, LaPlage is the perfect family home

Top Guest favourite
Home in Clearwater
4.97 out of 5 average rating, 153 reviews

Clearwater Gem! XL-Pool | Courts & More!.

Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

Guest favourite
Home in Clearwater
4.94 out of 5 average rating, 120 reviews

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

Guest favourite
Home in Clearwater
4.85 out of 5 average rating, 188 reviews

Tropical 4BR Escape with a Pool, < 7mi to beaches!

Experience the ultimate Florida getaway in this coastal retreat. Lounge beside the sparkling private pool or unwind beneath the covered lanai, complete with a 55” Smart TV, BBQ grill, and plenty of space for family dining. Just 4 miles from world-famous Clearwater Beach, you’ll be surrounded by endless upscale dining, chic bars, and boutique shopping—all within 2 miles. Baseball enthusiasts can stroll just 15 minutes to Spectrum Field, home of the Philadelphia Phillies Spring Training.

Superhost
A modern kitchen and dining area are featured, showcasing a large island with seating, stainless steel appliances, and sleek cabinetry. Natural light is let in through expansive windows, while a dining table is set for guests. A subtle color palette contributes to the inviting space.
Home in Clearwater
4.74 out of 5 average rating, 31 reviews

Welcome to the "Florida Dream Oasis."

Welcome to the "Florida Dream Oasis" vacation paradise! This home is the perfect retreat for families looking to relax and unwind. Enjoy modern comforts with a spacious living area, a fully equipped kitchen, and cozy bedrooms. accommodating up to 10 guests comfortably. Bask in the outdoor sunshine and explore nearby beaches all year round. Stunning beaches of Pinellas County are a mere 15-20-minutes' drive away. ***Additionally, the required statement on "Other details to note."

Top Guest favourite
A covered outdoor area showcases a private pool, surrounded by tropical landscaping with palm trees. The pool features a tiled border and is enclosed by a screen, providing a serene setting for relaxation. Clear blue skies reflect the inviting atmosphere.
Home in Clearwater
4.9 out of 5 average rating, 96 reviews

Blue Sky | 8PPL | Clearwater | Pool | Pet Friendly

Welcome to your getaway home in Clearwater! This beautifully home offers spacious living with 3 comfortable bedrooms and 2 modern bathrooms, perfect for families or groups looking to enjoy the vibrant Florida lifestyle. Nestled in a central area, this property provides quick and convenient access to both downtown St.Petersburg and Tampa International Airport, making travel a breeze. Spend your days relaxing by your private pool, or take a short drive to the stunning Gulf beaches.

Top Guest favourite
Home in Clearwater
4.98 out of 5 average rating, 237 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Top Guest favourite
Home in Clearwater
4.97 out of 5 average rating, 63 reviews

Elegant Living: Spacious 4-Bedroom, 3-Bath Home

This brand-new 4BR/3BA home features tall ceilings, modern finishes, a fully equipped kitchen, and indoor laundry with new LG appliances. Relax in the living room with an electric-lift leather couch, or unwind in the master suite with double vanity, tub, and walk-in closet. Enjoy a patio with TV, seating, and fire pit. Child friendly with kids room, pack and play, and eating chair. Minutes from the water and close to Tampa, St. Pete, Clearwater, and Safety Harbor’s Main Street.

Top Guest favourite
A modern living area features a gray sofa adorned with patterned pillows, arranged near a round wooden coffee table with decorative items. The space is illuminated by a tall, artistic lamp, and two bright orange doors complement the warm color palette.
Home in Largo
4.96 out of 5 average rating, 117 reviews

Boho Vibes

Enjoy a stylish experience at this centrally-located place. 7 minutes away from St Pete Clearwater International airport, and 12 min from beaches. Close to all major stores, restaurants, groceries and highways. Neighborhood is clean and safe with pizza across the street and a convenience store as well. TVs in every bedroom, Private patio with fence for privacy from neighbors. Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

Top Guest favourite
Home in Clearwater
4.92 out of 5 average rating, 13 reviews

Providence Cove | Heated Salt Pool • Sleeps 12

Welcome to Providence Cove, a family-friendly Clearwater retreat near Clearwater Beach and Indian Rocks Beach.Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. 🌴✨🌊🫶🏻🌞

Superhost
A spacious living area features a comfortable sectional sofa adorned with a yellow throw. Natural light fills the space through large windows, highlighting wooden paneling on the ceiling. A dining table is visible nearby, surrounded by woven chairs, with a kitchen in the background.
Guest suite in Clearwater
4.77 out of 5 average rating, 69 reviews

Clearwater 3 Bed 2 Bat 20 min beach 20 Min Airport

This apartment is part of a duplex side by side, this unit is one level with no stairs, both units are used for Airbnb. It’s equipped with everything you need for your vacation, just 7 minutes from the Clear Water airport, 20 min from Tampa International airport, 25 min to the beach, 35 minutes St Pete, 35 minutes Tarpon Spring. The house is not completely fenced in, and it has big yard that is shared with the other unit. Just 4 minutes to Clearwater Ice Arena.

Guest favourite
Home in Pinellas Park
4.91 out of 5 average rating, 181 reviews

Vacation destination 4 bedroom house

No mandatory evacuation zone. This stylish place to stay is perfect for group trips, very spacious 4 rooms and common areas, every room has a ceiling fan and Smart TV . Location is perfect, 5 min to US 19, 20 min to Tampa Airport, 20 min to downtown, 20 min to beaches, safe and quiet neighbourhood. Backyard is completely fenced and private, gigantic deck on 3 sides of the house with 3 entrances , fire pit, and gas grill. Pets are welcome here!!

Popular amenities for South Highpoint holiday rentals