Vacation rentals in South Highpoint

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Top-rated vacation rentals in South Highpoint

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

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Guest favorite
A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.
Home in Largo
4.92 out of 5 average rating, 129 reviews

Tropical Pineapples

Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. There’s a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well. *Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

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
4.95 out of 5 average rating, 193 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

Top guest favorite
A light-filled living area features a comfortable sectional sofa and two armchairs positioned around a media console. A large television rests on the console, with a subtle electric fireplace visible underneath. A palm plant adds a touch of greenery to the space.
Home in Seminole
5 out of 5 average rating, 23 reviews

A Coastal Hideaway

Relax with the whole family at this peaceful and fun place to stay. Enjoy your family time playing ping pong, arcade game and oversized Connect 4. You are 14 minutes from the beaches. Also, do you love pickleball or golf there are courts and beautiful bardmoor country club within minutes. Enjoy boating / jet skiing or have a work trailer we have room for it all. Enjoy our beautiful home on a quiet culdesac, with very large screened front and back screened porches. This place has it all.

Superhost
Home in Largo
5 out of 5 average rating, 4 reviews

Bella Bird

Arena Vacation is a comfortable and beautiful shouse perfect to be relax. It is located to easily access the most popular areas of the city. It’s 15 min to Clearwater Beach, Indian Rocks, 20 minutes from St Petersburg Beach and other great beaches. The owner has a studio in the garage, so maybe it could be occupied by other guests during your stay. But don't worry, the studio has a completely independent entrance. Pool and Patio is privete, but you shared parking lot and laundry room.

Guest favorite
Home in Clearwater
4.92 out of 5 average rating, 26 reviews

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.

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
4.76 out of 5 average rating, 29 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 11 guests comfortably. Bask in the outdoor sunshine and explore nearby beaches all year round. Located just 15-20 minutes to downtown St. Pete and Tampa, and the stunning beaches of Pinellas County are also a mere 15-20-minutes' drive away.

Top guest favorite
Home in Largo
5 out of 5 average rating, 17 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Top guest favorite
A stylish kitchen countertop is displayed with woven baskets containing a water bottle and miscellaneous items. A sign, featuring the phrase 'THIS IS OUR HAPPY PLACE,' is positioned prominently, adding a touch of character to the modern, open space.
Home in Largo
4.98 out of 5 average rating, 45 reviews

Lakeside Heaven Retreat in Largo - King size Bed!

Welcome to Largo, and to our fully renovated home! This spacious and centrally located retreat offers plenty of room for fun and relaxation. Just a 10-minute drive to Belleair Beach and less than 15 minutes from the award-winning Clearwater Beach. With Highland Largo Park right next door, you can step outside and immerse yourself in a peaceful natural setting, complete with scenic walking trails and a beautiful lake just steps from your front porch. We look forward to hosting you!

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 223 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 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, 124 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!

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 favorite
Home in Pinellas Park
4.91 out of 5 average rating, 176 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 vacation rentals