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Vacation rentals in Highpoint

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Top-rated vacation rentals in Highpoint

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

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Top guest favourite
A modern living area showcases a comfortable blue futon and a wooden dining table with grey upholstered chairs. A flat-screen television is mounted on a wall featuring a contemporary design. Light flows from a nearby window, enhancing the inviting space.
Home in Largo
4.98 out of 5 average rating, 103 reviews

Newly Updated & Clean Vacation Home

Home is centrally located b/w Clearwater Beach 🏖️ , Dunedin 🌺, St. Petersburg 🍨 , and Tampa 🌃. Plenty of local restaurants & shops 🍒. Minutes from Indian Rocks Beach 🐚🏝️. 30-minute drive from Tarpon Springs Sponge Docks 🐬🐟. This super clean and fully stocked home offers everything you’ll need for an enjoyable stay. Home features a comfortable king bed and 1 futon sofa convertible bed, ideal for 1-3 guests. For added security, outdoor cameras operate 24/7. Please feel free to reach out!😊

Top guest favourite
A spacious sleeping area features a large bed adorned with decorative pillows. A comfortable seating area with a gray sofa complements the room. Natural light enters through the window, illuminating a patterned rug on the floor, adding a touch of greenery.
Guesthouse in Seminole
4.98 out of 5 average rating, 218 reviews

The Florida Room. private entry.driveway parking.

Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

Top guest favourite
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, 164 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 favourite
Home in Clearwater
4.88 out of 5 average rating, 51 reviews

Coastal-Themed Retreat with Outdoor Oasis/Beach

Welcome to our spacious coastal-themed 1-bedroom unit, perfect for comfort and relaxation! The bedroom features a cozy queen-size bed, and the living room includes a queen sofa sleeper. The kitchen has a cooktop, microwave, and full-size refrigerator, making it easy to prepare your favorite meals. Step outside to experience our fantastic outdoor area, complete with lighting, outdoor games, BBQ grills, and fire pits. Enjoy dining al fresco or simply unwinding in our comfortable seating areas.

Top guest favourite
Home in Largo
4.98 out of 5 average rating, 290 reviews

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

Top guest favourite
Home in Clearwater
4.94 out of 5 average rating, 34 reviews

St Pete/Clearwater New Construction Family Home

This is a hand built custom home by the family who rents it. This is a quiet home where you can rest. From the quality in the cabinets in the kitchen you will see, cost is not what was in mind when building this home. This is a very central location to St. Pete, Clearwater, and Tampa. Just look at our guests' reviews and see why this place means so much. We have 2 bedrooms with beds and a pull out couch in addition. Take a look and see if this fits what you're looking for. -The DeBerry's

Top guest favourite
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, 117 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

Guest favourite
A private hot tub is situated in a fenced backyard, surrounded by mature landscaping. An adjoining gazebo features a gas fire table, creating a cozy space for evening relaxation. Soft lighting enhances the tranquil atmosphere, inviting guests to unwind outdoors.
Home in Clearwater
4.95 out of 5 average rating, 38 reviews

Private Hot Tub — Close to Beaches — Fun Game Room

Welcome to a guest-favorite retreat where comfort meets fun! From relaxing soaks in the private hot tub to unforgettable dinners by the outdoor fire-pit, this home is designed for making memories. Inside, a game room packed with entertainment offers fun for both kids and adults. Guests consistently rave about the thoughtful touches, inviting spaces, and how quickly they feel at home. Just a short 20 minute drive from the world famous Clearwater Beach and St. Pete Beach.

Guest favourite
A cozy outdoor area is enhanced by a fire pit surrounded by multiple seating options. The pool glows invitingly under the evening sky, with soft lighting strung above. A sun shade protects this relaxing space, creating an ideal setting for gatherings.
Home in Clearwater
4.9 out of 5 average rating, 108 reviews

Watch the Sunrise at Sunrise! @ Clearwater home.

Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

Top guest favourite
A spacious sleeping area features a queen-size bed with soft linens and neatly arranged towels. A smart TV is positioned in front, and natural light enters through a window adorned with light curtains, complemented by dark curtains for added privacy.
Apartment in St. Petersburg
4.97 out of 5 average rating, 193 reviews

Renovated Studio 7 min from downtown St. Pete!

Take a break and unwind at this peaceful oasis.This stylish place to stay is perfect for two people. (air mattress available upon request if there is a 3rd guest). Only 7 min away from the downtown St Pete, this spacious studio is made for you and your family with all of the amenities needed for a relaxing vacation. It features a queen size bed and newly renovated bathroom, new Kitchen , patio outside for smoking, No parties allowed. No smoking 🚭in Pet's Allows

Superhost
A bright living area features a comfortable gray sofa and a glass-top coffee table over a natural fiber rug. Two ceiling fans circulate air, and windows allow natural light to fill the space. A dining area with wicker chairs is visible in the background, enhancing the open layout.
Home in Clearwater
4.96 out of 5 average rating, 51 reviews

Clearwater Ice Arena / St Pete airport / Unit A

This House is part of a duplex side by side, this unit is two level with 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. Relax with the whole family at this peaceful place.

Guest favourite
Home in Pinellas Park
4.91 out of 5 average rating, 161 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 Highpoint vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Highpoint