1. Barbados
  2. St. Michael
  3. Bridgetown
  4. Vacation Rentals with Pools

Bridgetown Vacation Rentals with Pools

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10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
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9.3 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Why Choose Rent By Owner for your Bridgetown Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Bridgetown

When should you plan your Vacation Rentals with Pools stay?

Choosing the right time to vacation in Bridgetown, Barbados ensures you enjoy optimal weather and the best experience when booking rentals with pools in this vibrant region.

Peak Season Highlights

spring
December to April

During this period, the area experiences its peak season with warm temperatures and considerable sunshine, making it ideal for enjoying your stay at rentals with pools.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: around 70°F to 75°F
spring
July to August

In mid-summer, the weather remains hot and inviting, attracting visitors seeking a tropical escape with relaxing pools and sunny days.

Average Temperature Daytime: around 87°F to 89°F - Nighttime: around 75°F to 77°F

Off-Season Highlights

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May to June

This shoulder season offers fewer crowds and lower prices, providing a perfect opportunity to enjoy comfortable weather with your preferred rentals with pools.

Average Temperature Daytime: around 82°F to 84°F - Nighttime: around 72°F to 74°F
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September to November

As the region transitions out of its peak, you can experience quieter surroundings and excellent weather, ideal for relaxing at your chosen rental with a pool.

Average Temperature Daytime: around 83°F to 85°F - Nighttime: around 73°F to 75°F

Weekly Weather Forecast for Bridgetown

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy the refreshing experience of a private or shared swimming pool, perfect for cooling off after exploring the region.
  • Relax in beautifully landscaped outdoor gardens that enhance your vacation ambiance.
  • Take advantage of outdoor lounge areas, ideal for sunbathing or unwinding with scenic views.
  • Make use of outdoor dining spaces to savor meals al fresco under the Caribbean sun.
  • Benefit from convenient barbecue grills for hosting outdoor cookouts with friends and family.
  • Stay active with access to tennis courts or other sports facilities commonly available here.
  • Utilize shaded verandas or patios that provide a comfortable spot to enjoy the tropical climate.
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Family Activities

  • George Washington House Explore the historic residence where the first U.S. president's family once stayed, offering engaging tours for the whole family to enjoy.
  • Brownes Beach Relax and build sandcastles on this family-friendly beach known for its calm waters and gentle waves, perfect for a day of seaside fun.
  • Barbados Wildlife Reserve Discover local wildlife in a natural setting, providing educational and interactive experiences that kids and parents will appreciate.
  • Cricket at Kensington Oval Experience the local sporting culture by watching a cricket match at this iconic stadium, an exciting activity for sports-loving families.
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Adult Activities

  • Historical Walking Tour: Explore the rich heritage and architecture of the area by taking a guided stroll through its historic streets, immersing yourself in local culture.
  • Visit to the Barbados Museum and Historical Society: Discover the island’s past through engaging exhibits that highlight its history, making it a must-visit activity for history enthusiasts.
  • Grocery Shopping at Cheapside Market: Experience local life firsthand by shopping at this bustling market, sampling fresh produce and regional specialties.
  • Relaxing at Beaches near Bridgetown: Unwind with a leisurely day on nearby beaches, enjoying the sun and surf while staying within easy reach of your rental with a pool for ultimate relaxation.

Bridgetown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Secure your bookings early through reliable platforms to ensure you find the perfect rentals with pools that suit your needs in this vibrant destination.
  • Explore Local Cuisine: Take advantage of your stay by sampling the region’s authentic dishes, which add to the overall experience of your vacation here.
  • Utilize the Water Features: Make the most of your accommodations with pools by scheduling relaxing afternoons to unwind and enjoy the amenities fully.
  • Discover Nearby Attractions: While here, explore the area beyond your rental to immerse yourself in the local culture and natural beauty surrounding the region.

Transportation Options

  • Public Buses: The local bus system offers an affordable and convenient way to explore the area, connecting major neighborhoods and attractions efficiently.
  • Taxis and Ride-Sharing Services: Taxis and ride-sharing options provide flexible transportation for getting around comfortably and on your schedule within this vibrant destination.
  • Car Rentals: Renting a car provides the freedom to navigate the region at your own pace, ideal for discovering less accessible spots while enjoying your stay.
  • Water Taxis: Water taxis are a scenic option for crossing the harbor or reaching nearby islands, adding a unique experience to your visit.

Local Customs Options

  • Cultural Greetings: When visiting the area, you’ll notice that locals often greet each other with warm handshakes or verbal exchanges like "Hello" and "Good morning," reflecting their friendly and welcoming nature.
  • Local Cuisine Etiquette: It’s customary to enjoy traditional dishes with a shared spirit, where meals are seen as social gatherings, emphasizing appreciation for Barbadian flavors and hospitality.
  • Festivals and Celebrations: Participating in local festivals, such as Crop Over, offers insight into the vibrant culture, music, and dance that are integral to life here.
  • Respect for Tradition: Visitors should observe respectful behavior during religious and community events, recognizing the significance of cultural customs and practices that define the region.

Frequently Asked Questions About Bridgetown Rentals with Pools

2. How many Rentals With Pools are available in Bridgetown?

Currently, the total number of properties listed by RBO in 2026 is over 157 in the Bridgetown area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Bridgetown. 

3. What is the cancellation policy for rentals with pools in this area?

The cancellation policy varies depending on the individual property listing. You should review the specific policy outlined on the rental’s listing page or contact the owner directly for detailed information.

4. How do I confirm the availability of a rentals with pools in this destination?

Availability can be checked by entering your desired travel dates on the listing page. For real-time updates or to inquire about any potential conflicts, reaching out to the property owner is recommended.

5. Are there any additional fees associated with booking a rentals with pools here?

Additional fees such as cleaning or service charges are specified within each listing. It’s best to review the details carefully or consult with the owner to understand all costs involved before booking.

6. What amenities are typically included with rentals with pools in this region?

Most properties include amenities like Wi-Fi, air conditioning, and fully equipped kitchens. However, for specific features such as pool access or other luxuries, please refer to the individual listing details or contact the host directly.

7. Is there a minimum stay requirement for rentals with pools in this destination?

Minimum stay requirements vary by property and season. You should verify this information on the listing page or reach out to the owner to ensure your travel plans align with their policies.

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