Enterprise holiday lettings

We found 1,420 holiday rentals — enter your dates for availability

Discover a selection of 15 homes, 20 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 Dec - 19 Dec
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Find out more about Enterprise

Find out more about Enterprise

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)
  • Royal Westmoreland Golf Course (12.3 mi / 19.7 km)
  • Ride The Tide Surf School Barbados (0.5 mi / 0.8 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

What is the most popular type of holiday rental accommodation in Enterprise?
The most sought-after types of holiday rentals in Enterprise are houses. Ready for more choices? Vrbo offers a variety of options to match our guests' unique requirements, so you'll see holiday properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday rental in Enterprise?
A number of things determine what you'll pay for a holiday rental in Enterprise, such as the type of property, season and length of stay. Still, all our holiday homes have one thing in common — incredible value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Enterprise?
The average price for a holiday home by the beach in Enterprise depends on when you're going and the type and size of property you're looking for. Find prices easily on Vrbo by entering your destination and travel dates. Then use the handy filters to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Enterprise?
Pack a tug toy and treats for your pup because Enterprise has 37 stays that welcome pets with open arms. Let your furriest pal get in on the family fun at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and travel dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Enterprise?
Add a new level of fun to your getaway by booking your group into one of the 13 houses with a private pool in Enterprise. Use our handy search filter to find the kind of property you want on Vrbo, and then spend leisurely days splashing around in a swimming pool that's for your use only.
What are popular rental amenities in Enterprise?
Some of the most popular rental amenities guests are looking for in Enterprise include a chef, a firepit and a beach view. Whether you're on a trip with pals, family or even pets, Vrbo holiday rentals have the best amenities for making new memories with the people who matter most.
Are there large group holiday rentals in Enterprise?
Enterprise has two holiday homes that can fit 10 or more people. These properties come with the space you need to share good times with friends and family.
Are there holiday rentals in Enterprise that welcome kids?
With 37 family-friendly holiday homes to choose from in Enterprise, now is a great time to introduce your kids to the pleasures of travel. Just click on our "Properties good for families" filter to locate stays loaded with amenities ideal for travelling families, such as multiple bedrooms, pools, entertainment areas and hot tubs.
What are the top attractions for families in Enterprise?
There are tons of awesome things to see and do with the family in Enterprise, including:

  • Miami Beach
  • Ride The Tide Surf School Barbados
  • South Point Lighthouse

Are there one-bedroom holiday rentals in Enterprise?
Yes, you can pick from four one-bedroom rentals in Enterprise. Whether you'd like a townhouse or a cabin, Vrbo's one-bedroom rentals are just right if you don't need lots of room. One of the main perks of having your own place? You won't have to share your trip with strangers.
Can I find two-bedroom holiday rentals in Enterprise?
Take off with your besties and experience complete comfort and privacy in one of the 18 two-bedroom holiday homes Enterprise has to offer.
Are there holiday rentals with WiFi in Enterprise?
Choose from 15 holiday rentals with WiFi in Enterprise. If you want to disconnect from the world while on holiday, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Enterprise?
Pick your travel dates and then make use of our filters to see holiday rentals with ac in Enterprise on Vrbo. With 36 air-conditioned properties available, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday rental in Enterprise?
It's advisable to check with the Enterprise holiday home you want on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Enterprise for?
The amount of time you can stay in an Enterprise holiday rental for is down to each property. Just enter your dates of travel to find options offering extended stays. They feature all you require to make your extended holiday more convenient and comfortable, such as kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stick around for longer for less.

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