Enterprise holiday lettings

We found 1,358 holiday rentals — enter your dates for availability

Discover a selection of 17 homes, 21 apartments and other holiday rentals in Enterprise that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include parking and a washer and dryer. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Enterprise

Showing deals for:12 Jun - 19 Jun

Image gallery for Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

Outdoor dining
10 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)

Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

Blackrock

8% off
Price is £11,567
for 7 nights, 1 villa
£1,652 per night
includes taxes & fees
Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Enterprise

  • Beautiful beaches: Enjoy the stunning sands of Miami Beach and the tranquil coastline, perfect for relaxation.
  • Local culture: Immerse yourself in the friendly atmosphere and vibrant community spirit of Enterprise.
  • Outdoor activities: Explore scenic esplanades and take part in various water sports and nature excursions.
  • Convenient amenities: Access to shopping and dining in the nearby city centre ensures a fulfilling experience.
  • Diverse accommodation: Choose from well-appointed apartments, luxurious villas, and charming holiday homes for a comfortable stay.

Popular types of accommodation in Enterprise

If you're considering a stay in Enterprise, you'll be pleased to know we offer a variety of accommodations to suit your needs. Our most popular options include well-appointed apartments, luxurious villas, and charming private holiday homes. Whether you're looking for spacious bedroom rentals or comfortable vacation rentals, our selection ensures a delightful stay. Discover the perfect base for your adventures in Enterprise with our transparent and reassuring holiday rentals.

  • Apartments: The top choice for visitors in Enterprise, offering convenient amenities and proximity to local attractions.
  • Villas: A luxurious option for those seeking spacious accommodations and private outdoor spaces.
  • Houses: Ideal for families or groups, these homes provide a homely atmosphere and flexibility.
  • Condos: These offer a blend of comfort and modern facilities, often with stunning views.
  • Cottages: A delightful choice for a quaint and peaceful getaway, perfect for couples.**

Top attractions near Enterprise

Enterprise, Oistins, Christ Church, offers a delightful escape for beach lovers and outdoor enthusiasts alike. With its stunning beaches, picturesque bays, and scenic esplanades, this area is perfect for those seeking a blend of culture and nature. Whether you're travelling solo, with family or friends, there are plenty of local attractions to explore that promise a memorable experience in this charming Barbadian locale.

  • Dover Beach: This picturesque beach, located 1.9km from Enterprise, offers a relaxed atmosphere with soft sands and turquoise waters, perfect for sunbathing and swimming.
  • Christ Church Parish Church: Situated 497m away, this historic church showcases stunning architecture and rich cultural heritage, making it a serene spot for reflection.
  • Carlisle Bay: Located 3.7km from Enterprise, this beautiful bay features breathtaking scenery, crystal-clear waters, and excellent opportunities for outdoor activities like snorkelling and diving.

Things to do recommended for couples

For a romantic getaway in Enterprise, Oistins, don't miss Oistin's Friday Night Fish Fry for a delightful dining experience. For adventure, try Ride The Tide Surf School nearby, or explore the depths with Atlantis Submarines Adventure, offering unforgettable moments for couples.

Things to do recommended for families

Families will have a delightful time at the Harry Bayley Observatory, a planetarium located 2.5km from Enterprise. This engaging venue offers a fantastic opportunity to explore the wonders of the universe, making it a perfect outing for all ages.

Things to do recommended for groups

Groups visiting Enterprise can enjoy a round of golf at the nearby Barbados Golf Club, experience surfing lessons at Surf in Barbados Surf School, and indulge in shopping and entertainment at Lanterns Mall, all within a short distance for a memorable local experience.

What do I need to keep in mind when booking a vacation in 'Enterprise

When planning your trip, whether you’re travelling with a group, as a family, bringing your pets along, or seeking extended stays, it’s important to refine your search according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Enterprise with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Enterprise with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, it would be wise to take into account your closeness to attractions that are family-friendly.
  • Taking your pets with you to Enterprise: For many families, a holiday isn't truly enjoyable without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Enterprise: If you're in search of holiday 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 features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Enterprise

Enterprise, a charming village in Christ Church, Barbados, is perfect for a relaxing beach getaway. Explore the stunning coastline with its popular beaches, such as the picturesque Miami Beach, and enjoy the friendly atmosphere of the local community. Just a stone's throw away, you can visit the vibrant city centre for shopping and dining or take a scenic excursion to Lismore Dumfries for a taste of nature. Experience the beauty and tranquillity of Barbados in this idyllic location.

  • St. Lawrence Gap: St. Lawrence Gap is a vibrant area located 1.2km from Enterprise, known for its lively atmosphere and stunning beaches. This coastal enclave offers a delightful blend of leisure and adventure, making it a popular destination for tourists. Visitors can indulge in outdoor activities such as golf at nearby courses or relax on the picturesque family beach. The scenic views of the reef add to the area's charm, providing ample opportunities for swimming and snorkelling. With a variety of restaurants and nightlife options, St. Lawrence Gap is perfect for those looking to enjoy both relaxation and entertainment.
  • Oistins: Just 621m from Enterprise, Oistins is a charming fishing village that captures the essence of Barbadian culture. Renowned for its stunning bay and inviting beaches, Oistins is a haven for those seeking outdoor experiences and scenic beauty. The area hosts a famous fish fry every Friday evening, where visitors can savour delicious local cuisine while enjoying live music and a vibrant atmosphere. With golf and country clubs nearby, Oistins offers a well-rounded experience for both relaxation and recreation.
  • Rockley: Located 2.5km from Enterprise, Rockley is an inviting destination known for its outdoor activities and beautiful beaches. This area is perfect for sports enthusiasts, with numerous golf courses and facilities catering to various interests. Visitors can explore the family-friendly beaches, where water sports and sunbathing abound, or enjoy the serene views of the local reef. Rockley’s vibrant community and proximity to local attractions make it an ideal spot for those looking to immerse themselves in the local lifestyle while enjoying the stunning Barbadian scenery.

Best time to go to Enterprise

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February78.8°F (26.0°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March79.2°F (26.2°C)No Rain (Dry)Mostly SunnyAverageAverage
April80.1°F (26.7°C)Light RainMostly SunnyAverageAverage
May81.3°F (27.4°C)Light RainMostly CloudySlightly LowAverage
June81.9°F (27.7°C)Light RainMostly CloudySlightly LowSlightly High
July81.9°F (27.7°C)Light RainMostly CloudyAverageAverage
August82.4°F (28.0°C)Light RainMostly CloudySlightly LowSlightly Low
September83.1°F (28.4°C)Light RainMostly CloudyAverageSlightly Low
October82.8°F (28.2°C)Light RainMostly CloudyAverageAverage
November81.7°F (27.6°C)Light RainMostly CloudyAverageSlightly Low
December80.4°F (26.9°C)Light RainMostly SunnySlightly HighSlightly High

Booking with Vrbo is simple

Are you aiming to save on your upcoming holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new holidays, pick up from where you last paused, and effortlessly manage your travel arrangements. You'll find the properties you've saved or booked neatly organised under Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Enterprise getaway

Learn about the unique charm of Enterprise with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Enterprise

Are you searching for attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Enterprise a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Oistin's Friday Night Fish Fry (0.8 mi / 1.3 km)
  • Barbados Golf Club (1.2 mi / 2 km)
  • Turtle Beach (2.3 mi / 3.7 km)
  • Rockley Golf Course (3.8 mi / 6.1 km)
  • Sandy Lane Country Club Golf Course (10 mi / 16.1 km)
  • Royal Westmoreland Golf Course (12.3 mi / 19.7 km)

Exploring the natural features in Enterprise

Whether you're an adventurous traveller or just want to take in the scenery, Enterprise is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Miami Beach (0.6 mi / 1 km)
  • Silver Sands Beach (1.2 mi / 2 km)
  • Maxwell Beach (2 mi / 3.1 km)
  • Turtle Beach (2.3 mi / 3.7 km)
  • Dover Beach (2.7 mi / 4.3 km)
  • St. Lawrence Bay (3 mi / 4.9 km)

Transport to and around Enterprise

Fly into Bridgetown (BGI-Grantley Adams Intl.), the closest airport, located 3.4 mi (5.5 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Enterprise?
Prices for holiday rentals in Enterprise 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 Enterprise 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 Enterprise holiday house rentals?
You can find great discounts on house rentals in Enterprise 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.
Can I find long-stay holiday rentals in Enterprise?
A long-stay holiday rental in Enterprise 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.
Are there any Enterprise holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Enterprise 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.
When is the best time to visit Enterprise for a holiday rental?
January is the most popular time to visit Enterprise, Christ Church, Barbados, as it falls within the peak season from December to February. This period attracts sun-seekers and beach lovers who flock to the island to enjoy its stunning beaches, vibrant culture, and warm temperatures averaging around 25 to 30 degrees Celsius. With plenty of outdoor activities available, from snorkelling in crystal-clear waters to exploring the local markets, visitors will find an abundance of ways to soak up the sun and experience the island's charm.

In particular, January offers a delightful atmosphere, with many festive events and lively gatherings, making it an ideal time for those looking to immerse themselves in the local culture. The pleasant weather ensures that outdoor exploration is comfortable, and you'll have ample opportunities to enjoy the beautiful coastline at your leisure.

For those seeking a more budget-friendly option, consider visiting in May. This month offers a quieter experience, with fewer tourists and the chance to enjoy the island's natural beauty without the crowds. You can still enjoy the warm climate and take advantage of lower accommodation rates, allowing you to explore the area's attractions at a more leisurely pace.
How early should I book a Enterprise holiday rental?
Book your Enterprise holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Enterprise?
In Enterprise, Christ Church, Barbados, visitors can enjoy a variety of attractions near the beautiful coastline. The stunning Enterprise Beach, known for its golden sands and calm waters, is a popular spot for both relaxation and water sports. Just a short distance away, the Oistins Fish Fry offers a vibrant evening atmosphere with fresh seafood and local entertainment, making it a must-visit for those looking to experience Barbadian culture.

For a more tranquil experience, the nearby Silver Sands Beach is renowned for its excellent conditions for windsurfing and kitesurfing, attracting both enthusiasts and beginners. Nature lovers will appreciate the nearby Graeme Hall Nature Sanctuary, which provides a peaceful retreat with walking paths, birdwatching opportunities, and local flora and fauna.

Additionally, the area is close to the lively St. Lawrence Gap, where visitors can find a variety of restaurants, bars, and shops, offering a taste of local life and nightlife.
Can I change or cancel my Enterprise home rental booking on Vrbo?
To find Enterprise holiday 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 cabin or a beach house, 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 Enterprise holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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