Enterprise holiday lettings

We found 1,421 holiday rentals — enter your dates for availability
Discover a selection of 16 homes, 19 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:6 Nov - 13 Nov

Image gallery for Serene Beautiful Villa in Inch Marlowe sleeps 10, with pool next to Lady Bay

Pool deck
9.2 out of 10, Wonderful, (52 reviews)
Wonderful
(52 reviews)

Serene Beautiful Villa in Inch Marlowe sleeps 10, with pool next to Lady Bay

Villa in Inch Marlow

8% off
Price is £3,592
for 7 nights, 1 villa
£513 per night
includes taxes & fees
Serene Beautiful Villa in Inch Marlowe sleeps 10, with pool next to Lady Bay

Find spaces that suit your style

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    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 and azure waters of Enterprise, perfect for sunbathing and swimming.
  • Vibrant Local Culture: Experience the warmth of Barbadian hospitality and immerse yourself in the lively atmosphere.
  • Delicious Seafood: Indulge in fresh seafood delights at nearby Oistins Bay, a must-visit for food lovers.
  • Scenic Esplanades: Take leisurely strolls along picturesque coastlines, enjoying breathtaking views and sunsets.
  • Family-Friendly Activities: Engage in various water-based activities, making it an ideal spot for families and groups.

Popular types of accommodation in Enterprise

Welcome to Enterprise, a charming coastal village in Oistins, Christ Church, Barbados. Here, you can discover beautiful beaches, vibrant local culture, and a plethora of water-based activities. Experience the warmth of Barbadian hospitality and explore nearby attractions such as the lively fish market and stunning coastline. For your stay, popular accommodation options include apartments, villas, and houses, catering to various group sizes and preferences. Enjoy your perfect getaway in Enterprise.

  • Apartments: The most sought-after choice for holiday rentals in Enterprise, providing comfortable living spaces with essential amenities.
  • Villas: A luxurious option, villas offer spacious accommodations and often come with private gardens or pools.
  • Houses: Ideal for families or groups, these homes provide a homely atmosphere with added privacy.
  • Condos: Stylish and modern, condos are perfect for those seeking a blend of comfort and convenience.
  • Cottages: Charming and cosy, cottages offer a quaint escape with a touch of local character.**

Top attractions near Enterprise

Enterprise, Oistins, Christ Church, Barbados, is a delightful destination for beach lovers and outdoor enthusiasts. With its stunning beaches, picturesque bays, and scenic esplanades, visitors can indulge in sunbathing, swimming, and leisurely strolls. The area offers a vibrant cultural experience, making it perfect for those seeking both relaxation and adventure. Whether you're travelling solo or with family, Enterprise promises memorable moments amidst its natural beauty.

  • Dover Beach: Known for its vibrant beach vibes, Dover Beach offers soft white sands and crystal-clear waters, perfect for sunbathing and swimming. It's a great spot for relaxation and enjoying the Caribbean sun.
  • Carlisle Bay: Renowned for its stunning scenery, Carlisle Bay features tranquil waters ideal for outdoor activities like snorkelling and kayaking. The bay provides a picturesque backdrop for beachgoers.
  • Christ Church Parish Church: This historic church embodies local culture, featuring beautiful architecture and serene gardens. It's a perfect place for quiet reflection and to appreciate the island's heritage.

Things to do recommended for couples

Looking for a romantic getaway in Enterprise, Oistins? Enjoy a sunset stroll along the pristine beach, indulge in a candlelit dinner at a local seafood restaurant, or take a leisurely walk through the vibrant Oistins Fish Fry for a taste of authentic Bajan culture.

Things to do recommended for families

Families will delight in the pristine sands of Enterprise Beach, perfect for building sandcastles and swimming. Enjoy a visit to Oistins, where you can savour local delicacies at the Friday Night Fish Fry, offering a vibrant atmosphere and live music, ideal for creating lasting memories.

Things to do recommended for groups

Experience the vibrant Oistins Fish Fry, where you can indulge in local delicacies and enjoy live music. Explore the stunning Enterprise Beach, perfect for group activities like beach volleyball or snorkelling. Don't miss a catamaran cruise for a day of fun on the water with your friends.

*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 in Enterprise

If you’re travelling with a group, family, pets, or seeking extended stays, be sure to filter according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • 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 filter for all of these options and more on Vrbo.
  • Traveling to Enterprise with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities for their age, 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 Enterprise: For many, a family holiday wouldn’t be the same without their beloved four-legged companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with 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 with special offers for month-long stays, you’ve come to the right place. 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 a private pool in your search criteria as well.

Where to stay in Enterprise

Enterprise, Oistins, Christ Church, Barbados, offers a delightful blend of serene beaches and vibrant local culture. Stroll along the picturesque Enterprise Coast Road, indulge in fresh seafood at Oistins Bay, and soak up the friendly atmosphere that makes this village truly special. With its family-friendly vibe and stunning scenery, Enterprise is perfect for a relaxing getaway, allowing you to create cherished memories in beautiful Barbados.

  • St. Lawrence Gap: St. Lawrence Gap is a vibrant coastal area located 3km from Enterprise, renowned for its lively beach scene and vibrant nightlife. Visitors are drawn to its stunning beaches, where sunbathing and water sports are popular. The Gap is home to various restaurants and bars, offering a taste of local Barbadian cuisine and entertainment. Explore the nearby golf courses for a round in a picturesque setting, or enjoy the scenic views of the bay and family-friendly beaches. St. Lawrence Gap is an ideal spot for those seeking a mix of relaxation and excitement.
  • Oistins: Oistins is a charming fishing town and the heart of Enterprise, celebrated for its local culture and stunning coastal views. Known for its picturesque beaches, Oistins attracts visitors looking to unwind amidst beautiful scenery. The Oistins Fish Fry, held on weekends, is a must-visit for anyone wanting to savour fresh seafood and enjoy local music. The area also offers multiple golf courses nearby, perfect for both seasoned players and beginners. With its friendly atmosphere and vibrant community, Oistins provides a unique insight into Barbadian life.
  • Maxwell: Just 3km from Enterprise, Maxwell is another delightful coastal locale perfect for beach lovers and outdoor enthusiasts. Known for its beautiful sandy shores and clear waters, it offers a tranquil atmosphere for sunbathing and water activities. Visitors can enjoy nearby golf courses or explore the scenic landscapes that surround the area. With family-friendly beaches and a relaxed vibe, Maxwell is an excellent destination for those seeking both adventure and a peaceful retreat on their holiday.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyAverageSlightly High
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 LowAverage
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 a breeze

Are you aiming to cut costs on your next getaway? We recommend being open to adjusting your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the ideal Vrbo property that fits 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 Trip Board offers a handy platform for you to plan new trips, resume your previous arrangements, or review and organise your travel plans. You can easily find properties you’ve saved or booked, sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, please 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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