Vacation rentals near Chocolate Hole

We found 3,212 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals near Chocolate Hole that can be your home away from home. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Chocolate Hole

Showing deals for:Jul 24 - Jul 31

Image gallery for Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

Miscellaneous
10 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)

Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

St. Thomas

9% off
Price is $1,969
$13,783 for 7 nights
All fees included
Blue Serenity - Luxury, Oceanfront, Private Beach Access and Pool

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Find out more about Chocolate Hole

Why visit Chocolate Hole

  • Beautiful beaches: Relax on the pristine shores of Chocolate Hole Beach, perfect for sunbathing and swimming.
  • Outdoor activities: Engage in thrilling excursions like hiking, snorkeling, and exploring the stunning national parks.
  • Scenic views: Experience breathtaking landscapes and vibrant atmosphere from the steep hills surrounding the area.
  • Variety of accommodations: Choose from cozy condos, spacious villas, and private vacation homes tailored for your comfort.
  • Serenity and relaxation: Enjoy a tranquil environment ideal for unwinding amidst nature's beauty.

Popular types of accommodation around Chocolate Hole

If you're planning a getaway to Chocolate Hole, you'll find a variety of accommodations to suit your needs. Our top choices include cozy condos, spacious villas, and houses, all designed for your comfort. Enjoy relaxing in a cottage with a private pool, ample parking, and warmer pools for a refreshing dip. Discover the perfect spot for your St. John adventure with transparency and reassurance.

  • Condos: The top choice for visitors to Chocolate Hole, offering modern amenities and stunning views.
  • Villas: A luxurious option, perfect for those seeking spacious accommodations and private pools.
  • Houses: Ideal for families or groups, these homes provide a homey atmosphere with plenty of room.
  • Apartments: A practical choice for travelers looking for a convenient and cozy stay.
  • Cottages: These charming retreats offer a quaint and peaceful atmosphere for a delightful getaway.**

Top attractions near Chocolate Hole

Chocolate Hole, St. John, U.S. Virgin Islands, offers a delightful mix of attractions, including beautiful beaches, serene bays, and stunning national parks. Visitors can enjoy outdoor activities and breathtaking scenery, with highlights like Chocolate Hole and Chocolate Hole Beach providing perfect spots for relaxation and exploration. This picturesque destination is ideal for those seeking a memorable beach experience amidst nature's beauty.

  • Trunk Bay: A stunning beach known for its crystal-clear waters and soft white sand, perfect for swimming and snorkeling. The underwater snorkeling trail is a highlight, showcasing vibrant marine life.
  • Virgin Islands National Park: An expansive park offering hiking trails, breathtaking vistas, and rich biodiversity. Explore scenic landscapes, historical ruins, and enjoy outdoor activities like kayaking and birdwatching.
  • Great Cruz Bay: A picturesque bay ideal for relaxation and water sports. Enjoy beautiful sunsets, beach access, and outdoor activities, all while soaking in the serene scenery.

Things to do recommended for couples

Ready for a romantic getaway in Chocolate Hole? Take a scenic Skyride to Paradise Point for breathtaking views, then unwind together at The Self Centre, just a short drive away, for a rejuvenating body treatment. These experiences will surely create unforgettable memories for you both.

Things to do recommended for families

Your family can enjoy a fun day at Lionel Roberts Stadium, just 10 miles from Chocolate Hole. This sports facility offers an energetic atmosphere perfect for kids, making it a great spot for family bonding and enjoying local sports events.

Things to do recommended for groups

Explore local flavors at St. John Spice, a mile from Chocolate Hole, then enjoy shopping and entertainment at Mongoose Junction. For adventure seekers, the St. John Eco Hike & Snorkel Adventure offers stunning scenery and outdoor fun, also just a mile away.

*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 Chocolate Hole

If you're traveling with a group, with family, bringing your pets, or planning for an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Chocolate Hole with a group: Think about how many bedrooms you'll require, along with additional features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Chocolate Hole with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Chocolate Hole: For many families, a vacation wouldn't be the same without their beloved pets. If you can relate, explore Vrbo listings that welcome furry companions. Many pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chocolate Hole: If you're in search of vacation rentals offering discounts 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chocolate Hole

Chocolate Hole, St. John, U.S. Virgin Islands, offers an unforgettable tropical experience. Visitors can explore the stunning landscapes and vibrant atmosphere of nearby neighborhoods, where steep hills and breathtaking views create a perfect island paradise. Whether you’re seeking thrilling excursions or simply relaxing in a beautiful location, Chocolate Hole serves as an ideal base for your adventures on this enchanting island.

  • St. John: St. John is a stunning district known for its pristine natural beauty and outdoor adventures. As the smallest of the U.S. Virgin Islands, it boasts breathtaking beaches, lush national parks, and vibrant marine life. Travelers flock to St. John for activities such as snorkeling, hiking through the Virgin Islands National Park, and soaking up the sun on world-renowned beaches like Trunk Bay. With its scenic landscapes and welcoming atmosphere, St. John is a paradise for those looking to connect with nature while enjoying a laid-back island vibe.
  • Estate Chocolate Hole and Great Cruz Bay: Located just 0.2 miles from Chocolate Hole, Estate Chocolate Hole and Great Cruz Bay is a charming village that offers a perfect blend of relaxation and adventure. Visitors come for the serene beaches and picturesque scenery, making it an ideal spot for sunbathing or beachcombing. Popular activities include indulging in luxurious spa treatments or exploring local resorts. The nearby national park and beautiful bay are must-see attractions that enhance the area's appeal, making it a delightful destination for travelers seeking both leisure and exploration.
  • Monte: Situated 0.6 miles from Chocolate Hole, Monte is a quaint village that entices visitors with its stunning outdoor experiences and scenic views. It is an excellent location for those interested in engaging in underwater sports or enjoying the local shopping scene. Monte's proximity to the beach and national park provides ample opportunities for adventure, whether you’re hiking trails or relaxing by the water. This village beautifully combines the tranquility of island life with the excitement of outdoor activities, making it a hidden gem for vacationers.

Best time to go to Chocolate Hole

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March77.5°F (25.3°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April78.6°F (25.9°C)No Rain (Dry)Mostly SunnyAverageAverage
May80.2°F (26.8°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
August82.8°F (28.2°C)Light RainMostly SunnyAverageSlightly Low
September83.1°F (28.4°C)Light RainMostly SunnyModerately LowSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnyModerately LowSlightly Low
November81.1°F (27.3°C)Light RainMostly CloudyModerately LowAverage
December79.7°F (26.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you interested in saving money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits 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 getaway.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the organizer has its perks. By joining our One Key rewards program, you'll unlock exclusive savings for members and accumulate OneKeyCash on qualifying stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan exciting new trips, pick up right where you last left off, or easily view and organize your travel plans. You can find the properties you’ve previously saved and booked categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Chocolate Hole?
The best vacation rentals near Chocolate Hole are primarily located right in St. John. You will find a great selection of properties, ranging from luxurious villas with stunning ocean views to comfortable condos superb for smaller groups. These are the best vacation rentals near Chocolate Hole, offering convenience and a variety of styles. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as private pools for refreshing dips, spacious decks or patios for outdoor living, and laundry facilities for extended stays. These homes are ideal for families or groups seeking a relaxing island getaway.
Are there any cheap vacation rentals near Chocolate Hole?
There are several affordable vacation rentals near Chocolate Hole, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $335 per night. Some stays even offer good deals in September and October during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, so you can have a comfortable stay.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Chocolate Hole while keeping costs down.
What are the top vacation rentals with pools near Chocolate Hole?
There are over 564 vacation rentals near Chocolate Hole that feature swimming pools, offering a variety of options for guests. These properties include many villas and condos, with choices ranging from private backyard pools to shared community pools. These homes are concentrated in areas surrounding Chocolate Hole, providing amenities such as kitchens, Wi-Fi, and often spacious decks, making them excellent choices for families or groups seeking a comfortable and enjoyable stay.

When selecting your ideal property, consider whether a private pool offers the seclusion you desire for your group, or if a shared pool, which often includes access to additional facilities like hot tubs or fitness centers, better suits your preferences. Many pools are outdoor, and some are heated, so checking these details based on your travel dates will ensure the best experience.
What are the best family vacation rentals near Chocolate Hole?
There are over 500 family-friendly vacation homes available near Chocolate Hole, primarily villas and condos, offering abundant space for your group. These properties, many located in the St. John area, typically feature multiple bedrooms and bathrooms, full kitchens for meal preparation, and often include outdoor play areas like yards or patios. Many also offer entertainment options such as WiFi, ensuring a comfortable stay for everyone.

When selecting your family's ideal home, consider properties that provide separate areas for adults and children to relax, and prioritize practical amenities like kitchens to manage meals and laundry facilities if available. Staying close to Chocolate Hole reduces daily travel, allowing more time to enjoy the area.
Are there any luxury vacation rentals near Chocolate Hole?
Near Chocolate Hole, guests can find several luxury vacation rentals that combine natural surroundings with modern comfort. These properties often feature amenities such as private pools, air conditioning, private chefs, and incredible mountain views. Many homes also boast premium bedding and couples dining options.

These homes are ideal for families or larger groups, providing conveniences like evening entertainment and high-end living spaces. Many of these exceptional properties are hosted by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Chocolate Hole?
Vacation rentals near Chocolate Hole offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around $335 per night, providing an affordable option to experience the area. Mid-range rentals, including private homes, are generally around $620 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost $940 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Chocolate Hole?
When visiting Chocolate Hole, you have several excellent options for vacation rentals that cater to different preferences.

The Estate Chocolate Hole area itself is a prime choice, offering direct access to the beautiful bay. Properties here often feature stunning ocean views and private beach access, making them ideal for guests seeking a tranquil, waterfront experience. These rentals provide convenient access for swimming, snorkeling, and simply relaxing by the water.

Just a short distance away, the Great Cruz Bay area provides another fantastic option. This neighborhood is known for its upscale properties and proximity to amenities. Vacation rentals in Great Cruz Bay are a short drive from Chocolate Hole, offering a balance of privacy and convenient access to local shops and dining.

For those desiring a slightly more secluded feel while still being close to attractions, Reef Bay offers beautiful homes with lush surroundings. Properties in Reef Bay are a short drive from Chocolate Hole, providing a peaceful retreat with easy routes to explore other parts of the island.
What is the cheapest month to stay near Chocolate Hole?
The cheapest time to find vacation rentals near Chocolate Hole is typically during the late Summer to early Autumn (September to October). September is frequently the single cheapest month, often providing lower rates on properties and greater availability. Guests can often find better deals during these months.
Are there any top beachfront vacation rentals near Chocolate Hole
Beachfront vacation rentals near Chocolate Hole are predominantly found along the quiet coves and bays that characterize the area, offering guests direct access to the sand and breathtaking ocean views. While Chocolate Hole itself provides a serene setting, properties are often just a short drive from Cruz Bay, where lively dining, nightlife, and shopping options are available. The immediate vicinity of Chocolate Hole tends to be more tranquil, great for those seeking relaxation.

Guests staying near Chocolate Hole can enjoy amenities like beach chairs, umbrellas, and often have private access to beaches. Many properties feature ocean-facing rooms, suites, or multi-bedroom units with private terraces, ideal for groups or extended stays.
Are there any monthly vacation rentals near Chocolate Hole?
Vrbo offers excellent options for monthly vacation rentals near Chocolate Hole, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Chocolate Hole.
Are there any last-minute vacation rentals near Chocolate Hole?
Vrbo makes it simple to find last-minute vacation rentals near Chocolate Hole that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
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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