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  2. Pembroke
  3. Vacation Rentals with Pools

Pembroke Vacation Rentals with Pools

10.0
Exceptional
(54 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
AU $461/Night For 7 Nights AU $3,225
7.5
Very Good
(43 Reviews)
175.81 ft² 8 Guests 11 Bedrooms 3 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Fireplace/Heating
  • Pool
AU $402/Night For 7 Nights AU $2,812
7.8
Very Good
(106 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $706/Night For 7 Nights AU $4,938
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Kitchen
AU $540/Night For 7 Nights AU $3,782
New
1937.5 ft² 7 Guests 4 Bedrooms 3 Bathrooms
Free Cancellation Apartment
  • Pool
  • Balcony/Terrace
  • View
AU $428/Night For 7 Nights AU $2,996
9.8
Exceptional
(556 Reviews)
1 Bathroom
Ocean View Hotel
  • Fireplace/Heating
  • Pool
  • Ocean View
AU $870/Night For 7 Nights AU $6,089
10.0
Exceptional
(1 Review)
11 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
AU $2,350/Night For 7 Nights AU $16,450
8.9
Fabulous
(105 Reviews)
301.39 ft² 4 Bathrooms
Free Cancellation Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
AU $782/Night For 7 Nights AU $5,476
9.8
Exceptional
(354 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
AU $834/Night For 7 Nights AU $5,836
8.7
Fabulous
(248 Reviews)
569 ft² 10 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Private Beach
  • Oceanfront
AU $1,267/Night For 7 Nights AU $8,866
9.2
Exceptional
(1004 Reviews)
1 Bathroom
Ocean View Resort
  • Hot Tub
  • Spa
  • Pool
AU $1,204/Night For 7 Nights AU $8,427
8.6
Fabulous
(61 Reviews)
378.53 ft² 6 Bathrooms
Ocean View Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
AU $1,353/Night For 7 Nights AU $9,472

Why Choose Rent By Owner for your Pembroke 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 Pembroke

When should you plan your Vacation Rentals with Pools stay?

Choosing the optimal time to vacation in Pembroke, Bermuda can enhance your experience, especially when seeking rentals with pools that allow you to relax and enjoy the region’s pleasant climate during its warmest and sunniest months.

Peak Season Highlights

spring
April to October (Spring to Fall)

During these months, you'll experience warm weather perfect for enjoying your rentals with pools and the beautiful surroundings of this destination.

Average Temperature Daytime: around 75-85°F - Nighttime: 65-75°F
winter
December to March (Winter)

The winter months bring mild temperatures, making it a great time to escape colder climates and relax in comfortable accommodations with pools here.

Average Temperature Daytime: around 65-75°F - Nighttime: 55-65°F

Off-Season Highlights

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November and March (Late Fall to Early Spring)

These shoulder months see fewer visitors, offering a more tranquil experience while still enjoying pleasant weather and your rentals with pools.

Average Temperature Daytime: about 70-78°F - Nighttime: around 60-68°F
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January and February (Mid-Winter)

You might find these months quieter, providing an ideal opportunity to enjoy the region’s peaceful atmosphere and your poolside retreats.

Average Temperature Daytime: roughly 65-70°F - Nighttime: about 55-60°F

Weekly Weather Forecast for Pembroke

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 a private outdoor swimming pool to relax and unwind in the warm Bermudian climate.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining with scenic views.
  • Make the most of lush gardens and landscaped yards that add privacy and natural beauty to your stay.
  • Utilize barbecue grills available for delicious al fresco meals in the fresh air.
  • Relax in outdoor loungers and sunbeds to soak up the sunshine on sunny days.
  • Access outdoor shower facilities to rinse off after a day at the nearby beaches or poolside.
  • Benefit from shaded areas like pergolas or gazebos, ideal for relaxing sheltered from the sun while enjoying the outdoors.
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Family Activities

  • Bermuda Aquarium, Museum and Zoo: Explore this family-friendly attraction to learn about local marine life and wildlife, making it an engaging day out for all ages.
  • Fort Hamilton: Discover the historic fort offering scenic views and interactive exhibits that bring the area's rich history to life.
  • Gibbs Hill Lighthouse: Climb to the top of this iconic lighthouse for breathtaking vistas over the region's coastline and beyond.
  • Horseshoe Bay Beach: Relax and enjoy the soft sands and clear waters at one of Bermuda’s most famous beaches, perfect for swimming and family picnics.
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Adult Activities

  • Historical Sites Exploration: Discover the rich local history by exploring key historical sites that offer a glimpse into the area's past, perfect for enriching your visit.
  • Wildlife Watching Tours: Engage in guided tours that showcase the region’s diverse wildlife, providing a relaxing and educational activity amidst natural surroundings.
  • Golfing Adventures: Tee off at renowned golf courses in the area, ideal for adults seeking a leisurely day surrounded by scenic views and well-maintained greens.
  • Sailing and Water Sports: Take advantage of the tranquil waters to enjoy sailing, kayaking, or paddleboarding, offering an exciting way to experience the coastal beauty.

Other Places to Stay in Pembroke

Spanish Point Park
Admiralty House
Bermuda Underwater Exploration Institute
Government House

Pembroke Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Research upcoming events and festivals in the area to maximize your experience and enjoy local culture during your stay.
  • Book Early for Prime Rentals: Secure your ideal rentals with pools well in advance to ensure availability and the best selection in this popular destination.
  • Explore Nearby Beaches and Attractions: Take advantage of the region's natural beauty by visiting nearby beaches and attractions that showcase the area's scenic charm.
  • Utilize Local Transportation Options: Familiarize yourself with transportation choices to move easily around the area and make the most of your time exploring this destination.

Transportation Options

  • Public Buses: The local bus system in the area offers an affordable and convenient way to explore Pembroke, Bermuda, with routes connecting key neighborhoods and attractions.
  • Taxi Services: Taxis provide a quick and flexible transportation option for getting around here, especially if you prefer direct routes to your rentals with pools or other destinations.
  • Car Rentals: Renting a car gives you the freedom to discover every corner of this destination at your own pace, ensuring easy access to the region’s rentals with pools and scenic spots.
  • Bike Rentals: For a more eco-friendly and leisurely experience, bike rentals are available and ideal for exploring the surrounding areas around your accommodations.

Local Customs Options

  • Gombey Dance: Participating in or observing this vibrant dance tradition is a cherished custom that reflects the region's rich multicultural heritage.
  • Calypso Music: Listening to lively calypso tunes is a common way locals celebrate their musical roots and community spirit here.
  • Tea Time Etiquette: Sharing afternoon tea with light refreshments is a valued social custom that fosters connection among residents and visitors alike.
  • Christening Ceremonies: Many families honor their traditions through elaborate church baptisms, emphasizing the importance of faith and family bonds in the area.

Frequently Asked Questions About Pembroke Rentals with Pools

1. How many Rentals With Pools are available in Pembroke?

Currently, the total number of properties listed by RBO in 2026 is over 14 in the Pembroke area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Pembroke. 

2. What is the cancellation policy for rentals with pools in Pembroke, Bermuda?

The cancellation policy varies by property. You should review the specific terms listed on the property page or contact the property owner directly for detailed information regarding cancellations and potential fees.

3. Are there any additional fees I should be aware of when booking a rental with a pool in Pembroke, Bermuda?

Additional fees such as cleaning charges, security deposits, or service fees may apply. Check the listing details carefully or reach out to the owner for clarity on any extra costs involved.

4. How do I confirm the availability of a rental with a pool in Pembroke, Bermuda?

Availability details are provided in the listing, but it’s recommended to send a direct inquiry to the owner to confirm current availability and avoid any scheduling conflicts.

5. What amenities are typically included in rentals with pools in Pembroke, Bermuda?

Most properties offer amenities like Wi-Fi, kitchens, air conditioning, and outdoor furniture. For a complete list of amenities, review the property description or contact the owner directly.

6. Is it possible to modify or extend my stay at a rental with a pool in Pembroke, Bermuda?

Extension requests depend on the property's availability and the owner's policies. Contact the host directly to discuss possible arrangements or modifications to your reservation.

More Rentals You May Like Near Pembroke

9.2
Exceptional
(49 Reviews)
1 Bathroom
Ocean View Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
AU $1,375/Night For 7 Nights AU $9,622
8.6
Fabulous
(190 Reviews)
1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Pool
  • Ocean View
AU $598/Night For 7 Nights AU $4,189