Enterprise holiday rentals

We found 1,446 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.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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

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.
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.
Are all fees included in the Enterprise holiday homes prices shown on Stayz?
Stayz 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.
Are there any Enterprise holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Enterprise holiday homes?
You can find great discounts on holiday homes in Enterprise on Stayz, 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 change or cancel my Enterprise holiday home booking on Stayz?
To find Enterprise holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Enterprise?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Enterprise holiday home?
Book your Enterprise holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Enterprise?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Enterprise to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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