Holiday rentals in South Highpoint

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

Clearwater | Pet Friendly | 8 PPL | Great Location

Welcome to your perfect getaway! This 3-bedroom, 2-bath home offers comfort, convenience, and plenty of fun for your stay. Enjoy a spacious layout with a large backyard—perfect for relaxing or entertaining. The home is centrally located, just 15 minutes from Tampa International Airport and Downtown St. Petersburg, with easy access to major highways, shops, and restaurants. Whether you’re here for business or leisure, this property provides the ideal blend of relaxation and accessibility.

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

Peaceful Heated Pool for Family Fun near Beaches

Relax in a fully fenced heated pool paradise that backs to a nature preserve giving your family privacy amongst the Florida palms. Enjoy the beautiful 3/2 heated pool home that sleeps 8 in cozy beds. Kitchen amenities allow you to prepare meals with ease while you/ your kids fill the open space with laughter + memories creating art and playing games. Easy access to major roadways gets you to a handful of beaches in no time along with all that Tampa Bay has to offer just minutes away.

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."

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

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

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.

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!!

Providence Cove | Heated Salt Pool • Sleeps 12

Welcome to Providence Cove, your luxury retreat just minutes from Clearwater 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. 🌴✨🌊🫶🏻🌞

Paradise palms oasis Clearwater

Paradise Peaceful oasis house is located in Clearwater Florida with spacious property inside out all remodeled for enjoying quality time for family vacations .Pet allowed 1 dog or cat to 20lb nothing over that.Pet fee $150. Heated swimming pool is on guest request . Water is set for 80 degrees. TIA 15 minutes Clearwater Beach 15 minutes St. Petersburg 15 minutes around its restaurants shoppings beautiful parks. Excellent fishing.

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!