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Holiday houses in Highpoint

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Highpoint

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

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Top Guest favourite
The outdoor area features a tropical garden surrounding a saltwater pool. Lounge chairs in mint green are positioned nearby, with a table and umbrella offering shade. Lush palm trees and vibrant foliage create a secluded and inviting atmosphere.
Home in St. Petersburg
4.99 out of 5 average rating, 94 reviews

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

Guest favourite
A screened-in pool area features a clear blue in-ground pool surrounded by lounge chairs and vibrant blue seating options. Lush greenery provides a natural backdrop. Sunlight filters through the mesh canopy, creating a bright and inviting space for relaxation.
Home in Largo
4.94 out of 5 average rating, 179 reviews

Spacious Home+Guest House w/Huge Pool/Big parking

Enjoy this tastefully decorated home with a separate guest house, perfect for families or groups. Over 2500 sq ft with a huge backyard and pool, just minutes from beaches, theme parks, restaurants & shops ✨ Highlights: Main house (3+2) + guest house (1+1) Huge backyard & private pool Family-friendly, perfect for gatherings Close to beaches, Splash Harbor Water Park, restaurants Large parking for 7+ cars/RV Convenient location Book your stay and enjoy comfort, style, and fun in one place! :)

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.

Guest favourite
A modern living room features a comfortable sofa and an accent chair. A large wall-mounted television displays a serene beach scene. A decorative table holds a small plant, and a piece of abstract art adorns the wall, enhancing the space's inviting atmosphere.
Home in Clearwater
4.91 out of 5 average rating, 106 reviews

Clearwater House!Near the beach!Newly renovated!

Enjoy your stay in this newly renovated home centrally located in the heart of Clearwater and the Tampa Bay Area! Family vacation, work conference, friends vacation, exploring Florida? Look no further! The home has everything you need for the perfect getaway including luxurious bedding to the max! Everything you need is within arms reach. #1 Beach in the country CLEARWATER BEACH only 20 min drive, TPA Airport 20 min away, charming Dunedin Downtown 15 min away and many more places to visit!

Top Guest favourite
The exterior of the guest house showcases a charming single-story structure with a light-colored façade. Lush greenery, including palm and decorative plants, borders the neatly manicured lawn. A spacious driveway leads to a two-car garage, framed by tall trees under a clear blue sky.
Home in Pinellas Park
4.98 out of 5 average rating, 116 reviews

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

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 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
The exterior of a single-story home is depicted, featuring a well-manicured lawn and palm trees. A driveway leads to a garage, while colorful plants border the walkway. The house's façade is painted in neutral tones, highlighted by bright wooden shutters on the windows.
Home in Clearwater
5 out of 5 average rating, 47 reviews

Sea Turtle Cove

Welcome to Sea Turtle Cove! We are delighted to have you as our guest and hope that you have a fantastic stay with us. This 3 bed 2 bath home has been recently renovated to create a clean, cozy, and your home away from home experience close to Clearwater Beach! Take some time to settle in, explore the area, and make yourself at home. Clearwater and Tampa has so much to offer, from beautiful beaches to vibrant local attractions. Wishing you a fantastic time in Clearwater!

Top Guest favourite
Home in Largo
4.95 out of 5 average rating, 22 reviews

Cozy Cottage heated&salt pool/ Ps5/ Book Now!

Relax with the whole family at this peaceful place located at Largo FL in a cul-de-sac. This beautiful house is 7 miles from Indian Rocks beach, 8 miles from Clearwater Beach and 7 miles from St Pete- Clearwater International Airport and many other amazing beaches & places. Its a very spacious boho style house with a in-ground heated pool with a salt system ready to enjoy those BBQ days and you can spend the night sitting at the fire pit with the family and friends.

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, 64 reviews

St Pete airport /ClearWater Ice Arena/beach/Unit B

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.

Superhost
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!!

Superhost
A heated pool and spa are situated within a screened-in enclosure, offering views of the waterfront. Lush greenery surrounds the area, providing a natural backdrop. The pool deck features light-colored stone, reflecting the clear sky and inviting water.
Home in Clearwater
4.93 out of 5 average rating, 68 reviews

Clearwater Sunrise Waterfront Home w Heated Pool

Monthly rental (30 day minimum) coastal retreat on the Gulf in Clearwater, Florida. With stunning sunrises and panoramic waterfront views, this stay is your calling for a relaxation getaway or a family friendly vacation. Located near the St.Pete/Clearwater Airport or minutes from Tampa Airport. Nearby Golf Course, kayaking and minutes from the sandy beaches. Cheer on the near by Blue Jays or Phillies spring training team.

Popular amenities for Highpoint holiday rentals

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