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  2. Hamilton
  3. Vacation Rentals with Pools

Hamilton Vacation Rentals with Pools

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9.7 (135 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
9.5 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.0 (169 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Why Choose Rent By Owner for your Hamilton 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 Hamilton

When should you plan your Vacation Rentals with Pools stay?

Choosing the ideal time for your vacation here ensures you enjoy the perfect weather and availability of exceptional rentals with pools, making your stay in Hamilton, Bermuda, truly unforgettable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy warm weather with plenty of sunshine, making it perfect for relaxing in your rental with a pool and exploring the region's scenic beauty.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 70°F to 75°F
winter
Winter Holiday Season (December to February)

This time offers mild temperatures ideal for escaping colder climates, allowing you to unwind comfortably in your rental with a pool while experiencing the area's festive atmosphere.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 60°F to 65°F

Off-Season Highlights

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Late Summer (July to August)

While still warm, this period tends to be less crowded, offering a more tranquil experience at your rentals with pools as the region transitions into the late summer months.

Average Temperature Daytime: 85°F to 89°F - Nighttime: 75°F to 78°F
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Early Fall (September to October)

As the heat subsides, you'll find pleasant weather suited for enjoying the area's natural beauty and relaxing in your rental with a pool without the peak season crowds.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 70°F to 75°F

Weekly Weather Forecast for Hamilton

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 access to a private swimming pool, perfect for relaxing days in the sun.
  • Benefit from well-maintained outdoor patios or decks ideal for alfresco dining or entertaining.
  • Take advantage of lush tropical gardens that add privacy and natural beauty to your stay.
  • Make use of shaded lounge areas to unwind comfortably outdoors.
  • Utilize outdoor showers that are common in many rentals with pools in this destination.
  • Discover outdoor grilling facilities to enhance your culinary experience under the sun.
  • Access to nearby beaches and waterfront areas often included for additional outdoor enjoyment.
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Family Activities

  • Hamilton Parish Nature Reserve: Explore this family-friendly reserve offering gentle walking trails and picnic spots, perfect for a relaxing day in the outdoors.
  • Bermuda Aquarium, Museum & Zoo: Engage your family with interactive exhibits and a variety of marine life, making it an educational and enjoyable experience in the region.
  • Elbow Beach: Spend a day unwinding on this iconic beach known for its calm waters and soft sands, ideal for swimming and building sandcastles with your loved ones.
  • Crystal Caves: Discover stunning underground formations and take guided tours that add a touch of adventure to your family holiday in Bermuda.
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Adult Activities

  • Explore Bermuda’s Historic Town Tours: Discover the rich history and charming architecture of the region by joining guided tours that offer a deeper understanding of its cultural heritage.
  • Relax on Pink Sand Beaches: Spend your days lounging on the iconic pink sand beaches, where the tranquil waters provide an ideal setting for unwinding and enjoying the sun.
  • Visit Botanical Gardens: Take a peaceful stroll through lush botanical gardens that showcase the vibrant flora native to this island destination.
  • Enjoy Water Sports and Snorkeling: Dive into the clear waters for snorkeling adventures or try other water sports to make the most of your time here.

Other Places to Stay in Hamilton

Hamilton Ferry Dock
Albuoy's Point Park
The Birdcage
Front Street
Cabinet Building and Senate Chamber
Bermuda National Gallery
Bermuda Society of Arts
Bermuda National Library
Perot Post Office
Par-la-Ville Park
Bermuda Historical Society Museum

Hamilton Travel Tips

How Can You Make the Most of Your Stay?

  • Plan ahead for the best rentals with pools: Secure your ideal accommodation early to ensure access to top properties that offer a relaxing pool experience in this destination.
  • Explore local beaches and scenic spots: Take advantage of nearby beaches and ocean views to enhance your stay and enjoy the natural beauty surrounding your rentals with pools.
  • Prioritize comfort and amenities: Choose properties with modern amenities and comfortable furnishings to make your time here more enjoyable and stress-free.
  • Utilize local transportation options: Make the most of the area’s accessible transportation to easily reach popular attractions and dining options during your visit.

Transportation Options

  • Public Bus System: The area is well-served by a reliable bus network, providing affordable and convenient transportation throughout this destination.
  • Taxis and Ride-Sharing Services: Taxis and ride-sharing options offer flexible and direct travel around the region, making them a popular choice for visitors staying in rentals with pools.
  • Car Rentals: Renting a car here grants you the freedom to explore at your own pace while enjoying the comfort of your rental with pools.
  • Ferries and Water Taxis: Ferries and water taxis connect key parts of the region, offering scenic routes that enhance your stay in this vibrant destination.

Local Customs Options

  • Courtship Etiquette: Respectful greetings and polite conversation are deeply rooted here, reflecting the area's emphasis on courteous social interactions.
  • Local Dress Code: Casual yet neat attire is preferred when attending gatherings or visiting local establishments in this destination.
  • Traditional Festivals: Participating in annual events like the Bermuda Day Parade offers an authentic glimpse into the region’s vibrant cultural customs.
  • Food Customs: Sharing traditional Bermudian dishes at social occasions highlights the community's warm hospitality and rich culinary heritage.

Frequently Asked Questions About Hamilton Rentals with Pools

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

Currently, the total number of properties listed by RBO in 2026 is over 100 in the Hamilton area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Hamilton. 

3. What is the cancellation policy for rentals with pools in Hamilton, Bermuda?

The cancellation policy varies by listing. Please review the specific property's cancellation terms on the rental's page or contact the owner directly to understand the options available prior to booking.

4. Are there any additional fees associated with booking a rentals with pools in this area?

Additional fees such as cleaning charges, security deposits, or service fees may apply. Details will be clearly outlined in the listing, and you can reach out to the host for clarification before confirming your reservation.

5. Can I confirm availability and book last-minute stays at rentals with pools here?

Availability depends on the property’s current bookings. It’s best to check the calendar on the listing page and contact the host directly if you're interested in a last-minute stay for accurate availability and booking options.

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

Most properties offer amenities like Wi-Fi, kitchen facilities, air conditioning, and outdoor spaces. For specific features and pool details, refer to the individual listing or contact the owner for further information.

7. How do I ensure my stay complies with property rules and safety guidelines?

Property rules and safety guidelines are provided in each listing. It’s important to read these carefully and communicate with the owner if you have any questions to ensure a comfortable and compliant stay.

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