Highland Park Delray vacation rentals

We found 185 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Highland Park Delray that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Highland Park Delray

Why visit Highland Park Delray

  • Beautiful Beaches: Enjoy sun-soaked days at Delray Public Beach and Highland Beach.
  • Outdoor Activities: Explore scenic parks and recreational areas perfect for families and couples.
  • Charming Neighborhoods: Stroll through picturesque streets filled with unique shops and local eateries.
  • Variety of Accommodations: Choose from private homes, modern condos, and hotel amenities at Hyatt Place Delray Beach.
  • Delray Beach Tennis Center: Experience world-class tennis facilities in a vibrant community setting.

Popular types of accommodation around Highland Park Delray

Highland Park Delray offers a variety of vacation rentals to suit every traveler's needs. From charming houses and modern condos to cozy apartments, you'll find the perfect spot for your getaway. Popular options include Delray Beach homes, townhomes, and villas, as well as the Hyatt Place Delray Beach for those seeking hotel amenities. Discover the ideal accommodation that fits your style and make the most of your stay in this vibrant coastal community.

  • Houses: The top choice for visitors to Highland Park Delray, these spacious homes offer privacy and comfort, perfect for families or groups.
  • Condos: A popular option for travelers seeking a blend of amenities and location, condos provide a comfortable retreat close to attractions.
  • Apartments: Ideal for solo travelers or couples, these rentals offer a cozy and convenient stay in the vibrant area.
  • Villas: For those desiring luxury, villas in Highland Park Delray provide upscale features and scenic surroundings.
  • Cottages: A charming option that offers a quaint and intimate atmosphere, perfect for a relaxing getaway.**

Top attractions near Highland Park Delray

Highland Park Delray in Delray Beach, Florida, is perfect for family, city-themed, and business vacations. Enjoy the beautiful local attractions, including Delray Beach, the Delray Beach Tennis Center, and the scenic Highland Beach. Whether you're seeking outdoor adventures or a vibrant urban experience, this area offers something for everyone. Don't miss exploring the nearby properties at Delray Public Beach and West Delray Beach for a memorable getaway.

  • Atlantic Avenue: A vibrant thoroughfare lined with eclectic shops, restaurants, and art galleries. Enjoy a lively atmosphere with street performers and events, making it the perfect spot for dining and shopping.
  • Florida Atlantic University: A modern campus known for its innovative programs and beautiful architecture. Visitors can explore the grounds, enjoy art exhibits, or attend cultural events, immersing themselves in a lively academic environment.
  • Delray Public Beach: A stunning beach with soft sands and clear waters, ideal for sunbathing, swimming, and beach activities. The relaxed vibe and picturesque ocean views create a perfect getaway for relaxation.

Things to do recommended for couples

For a romantic getaway in Highland Park Delray, try a round of mini-golf at Putt'n Around, a short walk away. For adventure, explore underwater sports or paddleboarding with SunStar Aquatic Services and Paddle Away Sports, both offering thrilling experiences just a short drive away.

Things to do recommended for families

Your family will have a blast at the Delray Beach Tennis Center, just 0.7 miles away, enjoying sports vibes. For relaxation, visit Spanish River Park, located 6 miles away. For adventure, don’t miss Boomers Boca Raton, 7 miles away, where fun awaits for all ages.

Things to do recommended for groups

Experience the vibrant local culture with a visit to the Puppetry Arts Center of the Palm Beaches, only half a mile away. For shopping enthusiasts, the Delray Mall is 2 miles away, while the Town Center at Boca Raton offers entertainment and dining just 8 miles from Highland Park Delray.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Highland Park Delray

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Highland Park Delray with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Highland Park Delray with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having 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 Highland Park Delray: For many families, a trip isn’t truly finished without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Highland Park Delray: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you'll be able to effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Highland Park Delray

Highland Park Delray offers a delightful blend of family-friendly activities and charming neighborhoods, making it an ideal vacation spot. Explore the nearby Delray Public Beach for sun-soaked fun or venture through the picturesque Palm Beaches. With its welcoming atmosphere and various excursions, Highland Park Delray promises an exciting experience for families and couples alike, ensuring you make the most of your time in this vibrant community.

  • Delray Beach: Delray Beach is a vibrant city known for its stunning beaches and thriving downtown scene. Located near Highland Park Delray, it draws families and outdoor enthusiasts alike with its beautiful coastline and numerous parks. Visitors can enjoy a variety of shopping options, from boutique stores to large shopping centers. Key attractions include the sandy beaches perfect for sunbathing and water sports, as well as the bustling tourist precinct where you can find restaurants, cafes, and local events. Delray Beach is a perfect blend of relaxation and city life, making it an ideal spot for a family getaway.
  • Pineapple Grove Arts District: Just 0.3 miles from Highland Park Delray, the Pineapple Grove Arts District is a charming neighborhood that showcases a rich artistic culture. Known for its colorful street art and galleries, it offers a lively atmosphere for families and city explorers. The area features a variety of shopping options, including unique boutiques and art shops. Visitors can stroll along the streets, enjoy outdoor dining, and experience local events. The proximity to the beach enhances the experience, allowing for a relaxing day by the ocean after exploring this culturally vibrant district.
  • Palm Trail: Palm Trail is a picturesque neighborhood located 0.3 miles from Highland Park Delray, characterized by its lush landscapes and welcoming community. This area is perfect for families and business travelers alike, offering easy access to shopping centers and recreational areas. The nearby beach provides an idyllic setting for sun-soaked afternoons, while the charming streets are lined with beautiful homes and greenery. Visitors can enjoy leisurely walks, explore local shops, and take in the scenic beauty that Palm Trail has to offer, making it a delightful stop during your vacation.

Best time to go to Highland Park Delray

If you're planning a trip to Highland Park Delray, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.5°F (20.3°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
March72.0°F (22.2°C)Light RainMostly SunnyModerately HighSlightly High
April75.7°F (24.3°C)Light RainMostly SunnyAverageAverage
May78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Moderate RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyAverageAverage
August83.7°F (28.7°C)Moderate RainMostly SunnyModerately LowSlightly Low
September82.2°F (27.9°C)Moderate RainMostly SunnyModerately LowSlightly Low
October79.2°F (26.2°C)Light RainMostly SunnyModerately LowSlightly Low
November74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
December71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new adventures, pick up right where you left off, or manage and organize your travel arrangements. You can easily access the properties you've saved or booked by checking your Potential, Upcoming, or Current Trips sections. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Highland Park Delray?
In Highland Park Delray, vacation houses and villas are both popular options, with several of each type available in this charming area. These properties typically feature spacious layouts, multiple bedrooms, and outdoor areas such as private patios or gardens, ideal for enjoying the warm Florida weather. Many of these rentals also come equipped with modern amenities, including fully equipped kitchens, laundry facilities, and swimming pools, providing a comfortable home-like experience for travelers.
Are there any beach house rentals in Highland Park Delray?
In Highland Park Delray, there are about 17 beach house vacation rentals available, primarily located in charming neighborhoods close to the vibrant downtown area and the beautiful beaches. These rentals typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living spaces, making them suitable for families or groups. Many also offer outdoor amenities such as private patios or gardens, great for enjoying the warm Florida weather.
How much does it cost to rent a vacation home in Highland Park Delray?
Prices for vacation rentals in Highland Park Delray 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Highland Park Delray to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Highland Park Delray vacation house rentals?
You can find great discounts on house rentals in Highland Park Delray 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.
What are popular rental amenities in Highland Park Delray?
In Highland Park Delray, popular vacation rental amenities cater to a variety of traveler needs. Most rentals offer fully equipped kitchens, allowing guests to prepare their own meals, which is especially convenient for families or those with dietary preferences. Many properties permit pets, making it easier for travelers to bring their furry companions along. Additionally, outdoor spaces such as decks or patios are commonly available, providing a relaxing area to enjoy the pleasant Florida weather. For coffee lovers, rentals often come equipped with coffee and tea makers to start the day right. Onsite parking is another sought-after amenity, ensuring that guests have convenient access to their vehicles during their stay.
Can I find family house rentals in Highland Park Delray?
In Highland Park Delray, there are several family-friendly house rentals available. This charming community offers a variety of spacious homes, great for families looking to enjoy a getaway. Many properties feature amenities such as large living areas, fully equipped kitchens for preparing family meals, and outdoor spaces ideal for children to play and explore.

Additionally, visitors will appreciate the area's proximity to local parks and recreational facilities, providing ample opportunities for outdoor activities. Nearby attractions include the vibrant downtown Delray Beach, known for its shops, restaurants, and cultural events, making it easy for families to find activities during their stay.
Can I rent a vacation home with a pool or hot tub in Highland Park Delray?
In Highland Park Delray, there are several vacation homes available for rent that come with pools and hot tubs. This charming neighborhood offers a relaxing retreat with easy access to the vibrant setting of Delray Beach. Travelers can expect many amenities in these rentals, including private pools ideal for lounging and enjoying the Florida sunshine, as well as hot tubs superb for unwinding after a day of exploration. Many properties also feature spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, making them suitable for families or groups looking for both relaxation and entertainment.
Are there any Highland Park Delray vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Highland Park Delray with parking available—perfect for families or travelers 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 book pet-friendly vacation rentals in Highland Park Delray?
In Highland Park Delray, travelers will find several pet-friendly vacation rentals that cater to both comfort and convenience. Many of these homes come equipped with amenities such as private pools, spacious backyards, and fully furnished kitchens, making them ideal for families or groups traveling with pets.

The neighborhood is close to various parks, providing ample opportunities for outdoor activities with pets. Nearby places like the Delray Beach Dog Park offer a dedicated space for pets to play and socialize, while the scenic walking paths at the nearby Lake Ida Park are superb for leisurely strolls.
Can I find long-stay vacation rentals in Highland Park Delray?
A long-stay vacation rental in Highland Park Delray is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Highland Park Delray for a vacation rental?
The best time to visit Highland Park Delray for a vacation rental is during the peak season, which runs from January to March. February stands out as a particularly popular month, attracting visitors seeking warmth and sunshine during the winter months. This period offers a vibrant setting, ideal for outdoor activities such as strolling along the beautiful beaches or exploring the local dining scene, both of which are conveniently located nearby.

During these months, you can expect pleasant temperatures ranging from the mid-60s to low 80s Fahrenheit, making it comfortable for sightseeing and enjoying the area's parks and recreational spaces. The pleasant climate allows for plenty of outdoor adventures, whether you're lounging by the pool, playing beach volleyball, or enjoying a round of golf at nearby courses.

If you're looking for a more budget-friendly option, consider visiting in October. While this month is less crowded, it still provides delightful weather and a chance to enjoy the area's natural beauty, with warm temperatures great for beach walks and local festivals.

Ultimately, your choice may depend on whether you prefer the lively energy of peak season with numerous events and activities or the quieter charm of the shoulder season for a more relaxed getaway.
Are there any remote work vacation rentals in Highland Park Delray?
In Highland Park Delray, travelers seeking remote work vacation rentals will find several options that cater to their needs. Many properties in the area come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desks to facilitate productivity. The community's serene environment provides an ideal backdrop for focused work while also offering a variety of recreational opportunities once the workday is done.

Additionally, Highland Park Delray is conveniently located near vibrant local attractions, including shops, restaurants, and parks, making it easy to unwind and explore after completing work tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highland Park Delray vacation rental?
Book your Highland Park Delray 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.
What are the top attractions in Highland Park Delray, Florida, United States of America?
In Highland Park Delray, visitors can enjoy a relaxed atmosphere with a variety of attractions nearby. The neighborhood itself features beautiful parks and green spaces, great for leisurely strolls and outdoor activities. Just a short drive away, the vibrant Atlantic Avenue in downtown Delray Beach offers a number of dining, shopping, and nightlife options, making it a popular destination for both locals and tourists.

For those interested in arts and culture, the nearby Cornell Art Museum showcases contemporary works and hosts various events throughout the year. The beautiful Delray Beach itself, known for its pristine sandy shores and clear waters, is only a few minutes away, providing opportunities for sunbathing, swimming, and water sports. Additionally, the nearby Wakodahatchee Wetlands offers a unique nature experience, where visitors can observe local wildlife along well-maintained boardwalks.
Can I change or cancel my Highland Park Delray home rental booking on Vrbo?
To find Highland Park Delray 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Highland Park Delray 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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