Holiday rentals with a pool in Pembroke

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Top-rated rentals with a pool in Pembroke

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A crystal-clear swimming pool is surrounded by lush greenery, with tall palm trees lining the background. Several lounge chairs are positioned nearby, inviting relaxation, while the vibrant blue water glistens in the sunlight.
Apartment in Pembroke
4.92 out of 5 average rating, 150 reviews

Chequers Garden- Paradise at the edge of Hamilton

Come & stay where tree frogs sing you to sleep & the birds serenade you awake. A 15min walk to the heart of Hamilton; situated in a private garden & pool setting. A ground floor, south facing, open plan unit; separate foyer & sitting area- converts to 3rd person sleep area. The kitchen: full fridge, microwave, toaster oven & kettle. If you have children, we can add a single bed or pack'n'play, high chair, some toys, books & accessories. We look forward to welcoming you to our little paradise.

Guest favourite
A private patio features a swimming pool surrounded by tile flooring. Lounge chairs are placed beside the pool, accompanied by a pink umbrella for shade. A dining area with a table and chairs sits nearby, with greenery and a palm tree visible in the background under a clear blue sky.
Apartment in Paget
4.94 out of 5 average rating, 18 reviews

Sun kissed Suite - Studio in Paget

Escape to paradise in this charming studio, nestled in the heart of Bermuda. Perfect for couples seeking a romantic retreat or professionals needing a serene workspace, our cozy abode offers the ideal blend of comfort and convenience. Features: * Prime Location: Within walking distance of stunning beaches, supermarkets, and restaurants. * Serene Ambiance: Relax on your lovely patio, soak up the sun, and enjoy the pool. * Modern Amenities: Fully equipped kitchen, high-speed Wi-Fi, TV, and a/c

Top Guest favourite
An aerial view of Hibiscus Cottage reveals a two-story blue house surrounded by lush greenery. A pool is visible to the right, accompanied by sun loungers and a shaded outdoor seating area. Paths and landscaping guide guests through the well-maintained grounds.
Apartment in Paget
5 out of 5 average rating, 32 reviews

Hibiscus Cottage

Hibiscus Cottage is situated in the central parish of Paget, providing easy access to Hamilton. The ferry to Hamilton is a 2 minute walk away, and the bus stops to either end of the island are about 1/2 a mile away. You will also find a grocery store, gas station and bike/car rental place close to the bus stops. Hamilton is a 5-7 minute ride in a taxi, Horseshoe Bay or the Aquarium approximately 15 minutes away by taxi, and either end of the Island ie. Dockyard or St. Georges in 30 - 40 mins.

Top Guest favourite
A charming white cottage with black shutters is featured against a bright blue sky. Lush greenery surrounds the exterior, complemented by flowering plants near the entrance. The sloped roof and outdoor walkway create a welcoming entry into the peaceful setting.
Cottage in Smiths
4.98 out of 5 average rating, 42 reviews

Quaint and charming Cottage

A charming stand alone cottage set in 1.5 acres of mature gardens. Beautiful views over the North Shore with picturesque sunsets. There is direct access from the property to Bermuda’s unique Railway Trail. It is a 15 minute walk to Flatt’s Village on the Trail where there are several excellent restaurants (Village Pantry, Tribe and Rustico’s) and the Bermuda Aquarium, Museum and Zoo. Three bus routes are less than a 5 min walk. Hamilton is 10-15 mins by bus and less than 10 mins by taxi.

Top Guest favourite
A bright bedroom features a wooden bed with a decorative quilt. Nightstands with lamps flank either side of the bed, providing soft illumination. A textured artwork is displayed above the headboard on the vibrant green wall, with warm wooden accents enhancing the space.
Home in Hamilton
4.9 out of 5 average rating, 286 reviews

Studio Apt w/ pool - quick walk to town

The perfect edge of town apartment for two. For those who prefer to walk, this is the perfect spot with restaurants and shops within close proximity. We are a very short walk to all the shops, restaurants and bars along Front Street in Hamilton. This unit is a self-contained apartment within our house. We have 3 apartment like this within our home. This means with a total of 3 studios, we have accommodation for up to 6 guests. Head to the back patio and enjoy the heated pool year round.

Guest favourite
A spacious bedroom is characterized by a large bed adorned with light blue and white bedding. A seating area with a blue couch and decorative pillows is present. Bright lighting and modern fixtures complement the room, while a large closet and a round mirror add functionality.
Apartment in Smiths
5 out of 5 average rating, 15 reviews

Aqua Mellow - Luxury Apt II

Brand new, luxury apartment, conveniently located in beautiful Smiths parish. You’ll enjoy peaceful surroundings and a high end finish. There’s also lots of amenities including a 65” TV with surround sound, a shared swimming pool and laundry onsite. The property is a 10 min drive from the airport and the City of Hamilton. It’s a 2 min drive to the beach (overlooking stunning Gibbets Island) and beautiful Flatts Village with lots of restaurants, sightseeing and the aquarium.

Top Guest favourite
The shared pool area features clear blue water bordered by a spacious patio. Surrounding foliage includes tropical plants and trees, enhancing the inviting ambiance. Two sets of lounge chairs are situated near the pool, providing a relaxing spot for guests to enjoy the outdoors.
Townhouse in Pembroke Parish
5 out of 5 average rating, 201 reviews

Smuggler's Cove - Walk to City of Hamilton

** Early check-in is guaranteed on flight arrival with Bermuda Covid entry requirements. ** Fully furnished, newly renovated, Bermuda themed, one bedroom, one bathroom, two story townhouse located on Rosemont Avenue. Interior Queen bed Bath with shower Split unit air-conditioning and heating Full kitchen with Nespresso machine All dining and cookware Laundry Desk 2 Flat screen TV’s Cable, Wifi and local phone Exterior Private patio/BBQ/outdoor dining Shared pool

Superhost
A bright blue pool house is set within a lush garden, featuring a private pool surrounded by greenery. A shaded patio area is visible with comfortable seating, while vibrant flowers and climbing plants add color to the space.
Apartment in Paget Parish
4.95 out of 5 average rating, 144 reviews

The Shire

A stand alone pool house in a lovely garden setting with your own private pool. We are located in Paget on a secluded piece of mature property. Sit and relax around the pool and enjoy the Kiskadees and Red birds. A 10 minute walk will bring you to our city center, Hamilton. Rent a motor cycle or Twizzy car and get unlimited access to the Island and the beaches. An 5 minute drive will bring you to Elbow Beach the nearest, stunning, pink sands, public beach.

Guest favourite
An inviting view is presented through a white lattice archway adorned with pink flowers. The sunny outdoor space features a private pool, loungers, a dining area, and a BBQ grill against a backdrop of greenery and a light-colored cottage.
Cottage in Paget
4.98 out of 5 average rating, 154 reviews

Cottage Priv. Pool & Tennis Beach 5 min Central

Consistently rated 5★★★★ and located in Bermuda's prime location (near Hamilton and Beaches) the cottage features: • Your OWN Refreshing Private Pool and Tennis/Pickleball court... • Centrally located • Short walk to Hamilton • 5 min.ride to Elbow Beach • High speed Internet • Fully equipped kitchen • King-size bed with pillow top mattress • Near bus stops to both ends of the island • 42" Smart TV • Twizy Charger • Extremely safe neighbourhood

Guest favourite
A swimming pool is framed by lush greenery and lounge chairs, with a gazebo in the background. The sun sets behind the trees, casting a warm glow over the scene, creating a serene outdoor space for relaxation.
Apartment in Smith's
4.96 out of 5 average rating, 149 reviews

Pool, Private Gym, Serenity,Tranquility it's here!

Embrace the tranquility & privacy as you relax in our garden snuggled with your favorite book. Cook outdoors on our BBQ & dine el-fresco, then take a dip in our swimming pool. Fully equipped recreation room. Our property is conveniently located to beaches, restaurants, Flatts Village & other tourist spots. If shopping is on your list visit the city of Hamilton, The Ole' towne of St. George's or venture west to The Royal Naval Dockyard.

Top Guest favourite
A refreshing pool is framed by lush greenery and vibrant pink flowers. Beyond the pool, a cottage features glass doors and a shaded sitting area. Sun loungers are positioned beside the pool, inviting relaxation amidst the natural surroundings.
Guesthouse in Paget
5 out of 5 average rating, 159 reviews

Bungalow 41

Visiting Bermuda for the first time? Look no further. Bungalow 41 is a private studio pool cottage located in the heart of Paget and within walking distance of the city of Hamilton, Bermuda Botanical Gardens, Bermuda National Trust headquarters, Pomander Gate Tennis Club and Royal Hamilton Amateur Dinghy Club. Easy access to all bus routes and the main ferry terminal for those not wanting to rent a scooter or small electric car.

Superhost
A shared pool with a clear blue surface is surrounded by a patio area. Lush greenery and tropical plants are positioned around the pool, enhancing the outdoor space. A light blue building is visible in the background, contributing to the property's inviting atmosphere.
Condo in Bermuda
4.78 out of 5 average rating, 46 reviews

Smuggler's Cove Skyesil Unit

Private one bedroom in a central location within minutes of the town of Hamilton. The fantastic restaurant, Ascots, is immediately next door. Unit has a spacious living room, dining area, and fully equipped kitchen. There is a small garden as well as use of a shared pool with only 5 other units on the property. Ideal for business guests, printer available for use in the unit with fast internet.

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