Highpoint vacation rentals

We found 21 vacation rentals — enter your dates for availability

Discover a selection of 5 apartments and other vacation rentals in Highpoint that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll find the amenities you need and want, such as parking and air conditioning. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Highpoint

Find out more about Highpoint

Why visit Highpoint

  1. Beautiful beaches: Enjoy stunning, sun-soaked beaches ideal for relaxation and water sports.
  2. Outdoor adventures: Explore urban parks and nature preserves perfect for family-friendly activities.
  3. Artistic atmosphere: Experience the vibrant local art scene and friendly community spirit.
  4. Convenient accommodations: Choose from various vacation rentals that offer comfort and convenience for all types of travellers.
  5. Family-friendly fun: Engage in activities suitable for all ages, ensuring a memorable vacation for everyone.

Popular types of accommodation around Highpoint

Discover the perfect getaway with our selection of vacation rentals in Highpoint. Whether you’re seeking a condo, private vacation home, or apartment, we have options to suit your needs. Ideal for families or solo adventurers, Highpoint vacation rentals offer comfort and convenience. Explore the beauty of this destination while enjoying the reassurance of a home away from home. Your ideal high point vacation house rental awaits!

  • Condos: The top choice for vacation rentals in Highpoint, providing a blend of comfort and convenience, perfect for families or groups.
  • Houses: A popular option for those seeking privacy and space, ideal for families and larger gatherings.
  • Apartments: A great pick for couples or solo travellers, offering essential amenities in a cozy setting.
  • Cottages: Charming and quaint, cottages provide a rustic escape for those wanting to connect with nature.
  • Villas: Luxurious accommodations that offer a lavish experience, perfect for an indulgent getaway.**

Top attractions around Highpoint

Highpoint, Clearwater, Florida, is perfect for outdoor and family vacations, offering a mix of urban parks, beautiful beaches, and nature preserves. Ideal for those seeking a blend of city and nature experiences, visitors can explore various attractions suitable for all ages. Additionally, convenient options like banks and vacation rentals make your stay comfortable. Whether you're traveling solo, with family, or friends, Highpoint has something to offer everyone.

  1. St. Petersburg - Clearwater Beaches: Experience the stunning, powdery sands and crystal-clear waters, perfect for sunbathing and beach activities. With a vibrant atmosphere, it's ideal for relaxation and water sports.
  2. Sand Key Park: This urban park offers a family-friendly environment with lush greenery, picnic spots, and scenic views of the coastline. It’s perfect for outdoor activities and enjoying nature in the heart of the city.
  3. Ruth Eckerd Hall: A premier venue for live performances, this entertainment hub hosts a variety of shows, from concerts to theatrical productions, making it a great choice for family outings and cultural experiences.

Things to do recommended for couples

For a romantic getaway in Highpoint, explore Congo River Golf for a fun mini-golf adventure. Unwind at i spa Health Studio for blissful treatments, and indulge in luxury at Palm Hill Country Club. Enjoy a delightful mix of relaxation and excitement with your partner!

Things to do recommended for families

Families will love the excitement at BayCare Ballpark, just 6.4km from Highpoint, and the thrilling karting at Tampa Bay Grand Prix, only 3.2km away. For a splash of fun, Splash Harbour Water Park, located 14.5km away, offers adventure and entertainment for all ages.

Things to do recommended for groups

Groups visiting Highpoint can enjoy a round of golf at Cove Cay Golf Club, indulge in shopping and entertainment at Largo Mall, and embark on an adventurous hike along the scenic Pinellas Trail, all within a short distance from your accommodation.

What do I need to keep in mind when booking a vacation around Highpoint

When planning your trip—whether you’re travelling with a group, family, pets, or seeking longer stays—be sure to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Highpoint with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily refine your search to include these options and more on Vrbo.
  • Traveling to Highpoint with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Highpoint: For many families, a trip isn’t truly fulfilling without their furry companion. If this resonates with you, take a look at Vrbo listings that welcome pets. Many pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Highpoint: If you're seeking vacation rentals with great offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Highpoint

Highpoint, Clearwater, Florida, offers a delightful blend of family-friendly activities and beautiful outdoor spaces. Visitors can explore the nearby stunning beaches, perfect for sun-soaked relaxation or exciting water sports. The inviting atmosphere includes artistic ventures and friendly locals, making it an ideal spot for intimate getaways or fun family vacations. Whether you're seeking beach adventures or serene mountain retreats, Highpoint has something for everyone to enjoy.

  • Clearwater Beach: Clearwater Beach is a vibrant coastal city located 12.9km from Highpoint. Known for its stunning white sandy beaches and crystal-clear waters, it’s a perfect destination for families and outdoor enthusiasts. Visitors can enjoy an array of activities including sunbathing, beach sports, and water excursions. The area boasts numerous resorts, shopping areas, and a lively shopping mall, making it an ideal spot for both relaxation and entertainment. Highlights include the picturesque beach, family-friendly attractions, and nearby theme parks that promise fun for all ages.
  • Indian Rocks Beach: Situated 12.9km from Highpoint, Indian Rocks Beach offers a charming, laid-back atmosphere with its beautiful beach and welcoming community. This quaint city is perfect for families looking to enjoy outdoor activities and beach time. Stroll along the boardwalks, explore local shops, or relax on the family-friendly beaches. The area features a variety of shopping venues and unique neighbourhoods, allowing visitors to immerse themselves in the local culture while enjoying the sun and surf.
  • Treasure Island: Located 16.1km from Highpoint, Treasure Island is a stunning island city that captivates visitors with its beautiful beaches and outdoor experiences. Perfect for families, this destination provides a wealth of activities, from beach volleyball to kayaking. The bustling tourist precinct offers numerous shopping areas and boardwalks, making it easy to explore local shops and dining options. Highlights include the pristine beaches and a friendly atmosphere that invites relaxation and fun in the sun.

Best time to go to Highpoint

If you're planning a trip to Highpoint, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January61.3°F (16.3°C)Light RainMostly SunnyAverageSlightly Low
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
April73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
May78.3°F (25.7°C)Light RainSunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October76.6°F (24.8°C)Light RainMostly SunnyModerately LowSlightly Low
November69.6°F (20.9°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.5°F (18.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your Canadian adventure!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, and efficiently manage your travel arrangements. You can conveniently access all your previously saved and booked properties, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Transportation to and around Highpoint

The nearest airport is in Tampa Intl. Airport (TPA), located 12.1 mi (19.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to St. Petersburg-Clearwater Intl. Airport (PIE), which is 1.5 mi (2.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental in Highpoint?
In Highpoint, apartments and vacation houses are both popular types of rental accommodations, with several available throughout the area. The apartments typically feature modern amenities such as fully equipped kitchens, comfortable living areas, and access to shared facilities like pools or fitness centres, making them suitable for couples or solo travellers looking for convenience.
Are there any beach house rentals in Highpoint?
In Highpoint, Florida, several beach house rentals are available, primarily appealing to those looking for a relaxed coastal getaway. These properties are often located near the scenic waterfront, providing easy access to the nearby beaches and local attractions. Guests can expect amenities such as spacious layouts with multiple bedrooms, fully equipped kitchens for preparing meals, and comfortable living areas for gathering. Many of these rentals also feature outdoor spaces like patios or decks, ideal for enjoying the warm Florida weather.
How much does it cost to rent a vacation home in Highpoint?
Prices for vacation rentals in Highpoint vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Highpoint to more spacious homes.
Are there any discounts for Highpoint vacation house rentals?
You can find great discounts on house rentals in Highpoint on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Highpoint vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Highpoint with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Highpoint?
A long-stay vacation rental in Highpoint is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Highpoint for a vacation rental?
The most popular time to visit Highpoint is during the vibrant peak season from February to April. This period attracts a diverse range of travellers eager to enjoy the pleasant climate, which averages around 22-25°C, great for outdoor activities and sightseeing. With the comfortable temperatures and abundant sunshine, it's an ideal time for leisurely strolls along the beautiful beaches or exploring local parks and nature trails.

March, in particular, stands out as a particularly lively month, with numerous events and festivals that create a festive atmosphere throughout the area. Visitors can partake in community activities, enjoy fresh seafood at local markets, or simply unwind by the water, all while soaking up the sun and the warm coastal breeze.

For those seeking a more budget-friendly option, October presents a fantastic opportunity to explore Highpoint while avoiding the crowds. The weather remains pleasant, with temperatures still hovering around the low 20s°C, making it suitable for outdoor adventures like hiking and cycling. Additionally, the quieter atmosphere allows for a more relaxed experience, whether you're discovering local attractions or simply enjoying the natural beauty of the area.
Are there any remote work vacation rentals in Highpoint?
In Highpoint, Florida, there are several remote work vacation rentals available, making it a suitable option for those looking to combine work and leisure. Many of these properties are equipped with essential amenities for remote work, including dedicated desks, comfortable desk chairs, and reliable Wi-Fi connectivity. This setup allows travellers to maintain productivity while enjoying their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highpoint vacation rental?
Book your Highpoint vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Highpoint home rental booking on Vrbo?
To find Highpoint vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Highpoint vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

More Vacation Rentals ideas

Collins Estates Vacation Rentals
Standard Link for Collins Estates
Pass-a-Grille Vacation Rentals
Standard Link for Pass-a-Grille
Clearwater Point Vacation Rentals
Standard Link for Clearwater Point
Independence Square Vacation Rentals
Standard Link for Independence Square
South Pasadena Vacation Rentals
Standard Link for South Pasadena
Fox Chase Vacation Rentals
Standard Link for Fox Chase
Sand Key Vacation Rentals
Standard Link for Sand Key
Three Palms Point Vacation Rentals
Standard Link for Three Palms Point
Sunset Beach Vacation Rentals
Standard Link for Sunset Beach
Coquina Key Vacation Rentals
Standard Link for Coquina Key
Downtown Dunedin Vacation Rentals
Standard Link for Downtown Dunedin
Palm Hill Vacation Rentals
Standard Link for Palm Hill
Belle Vista Vacation Rentals
Standard Link for Belle Vista
Don Cesar Vacation Rentals
Standard Link for Don Cesar
Island Estate Vacation Rentals
Standard Link for Island Estate
Anona Vacation Rentals
Standard Link for Anona
Shore Acres Vacation Rentals
Standard Link for Shore Acres
Palma del Mar Vacation Rentals
Standard Link for Palma del Mar
Cove Cay Vacation Rentals
Standard Link for Cove Cay
On Top of The World Vacation Rentals
Standard Link for On Top of The World
Point Brittany Vacation Rentals
Standard Link for Point Brittany
Downtown St. Petersburg Vacation Rentals
Standard Link for Downtown St. Petersburg
Patriot Square Vacation Rentals
Standard Link for Patriot Square
Lake Haven Vacation Rentals
Standard Link for Lake Haven
Isla del Sol Vacation Rentals
Standard Link for Isla del Sol

People also search for

Sunset Beach Vacation Homes
Standard Link for Sunset Beach
Isla del Sol Apartments
Standard Link for Isla del Sol
Oceanfront vacation rentals in Sunset Beach
Standard Link for Sunset Beach
South Pasadena Apartments
Standard Link for South Pasadena
Don Cesar Apartments
Standard Link for Don Cesar