Vacation 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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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

4.9 out of 5 average rating, 10 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

A sparkling swimming pool is surrounded by a concrete deck with several wooden lounge chairs positioned nearby. Lush greenery and tropical plants provide a natural backdrop, while a wooden gate leads to the garden area beyond the pool.

Cottage in Paget Parish

4.94 out of 5 average rating, 71 reviews

Richmont's Stand Alone Cottage in Tropical Setting

A traditional Bermuda cottage just outside the city of Hamilton and close to Bermuda's beautiful South Shore beaches. Centrally located, buses and ferries are within a 10 minute walk. Grocery stores,moped rental,pharmacy, a fast food outlet are within a short walking distance. The cozy two bedroom cottage is very private and set in beautiful gardens. It has queen bed in one bedroom and twin beds in the other bedroom. There is also a sofa bed in the living room if more then 4 people are staying.

Guest favorite

A well-appointed bedroom features a spacious bed with neatly arranged pillows in soft blue and white tones. Two bedside tables hold elegant lamps, casting a warm glow. A modern kitchenette is visible in the background, complemented by clean lines and light cabinetry.

Apartment in Smiths

5 out of 5 average rating, 11 reviews

Aqua Mellow - Luxury Apt I

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 55” TV with surround sound, an electric fireplace, a 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 favorite

A serene pool area is surrounded by well-maintained greenery and shrubs, offering partial views of the sky. Two lounge chairs are arranged beside the water, with a pool ladder leading into the inviting turquoise water. Fencing provides a sense of privacy.

Cottage in Smiths

4.97 out of 5 average rating, 38 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.

Guest favorite

A warm orange exterior of the house is complemented by a spacious back patio featuring a heated pool. Comfortable seating arrangements, including lounge chairs and tables, provide inviting spaces for relaxation. An umbrella offers shade, while steps lead to the upper level of the property.

Home in Hamilton

4.9 out of 5 average rating, 282 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.

Top guest favorite

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

4.99 out of 5 average rating, 199 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 private pool is framed by a lush garden, featuring three lounge chairs positioned under blue umbrellas. Shadows from surrounding palm trees dance across the water, creating a serene ambiance. The pool area is paved with light-colored tiles, enhancing the tranquil setting.

Apartment in Paget Parish

4.97 out of 5 average rating, 139 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.

Top guest favorite

A spacious outdoor pool area is surrounded by tropical greenery, with sun loungers placed around the water. A red umbrella and two red umbrellas provide shaded seating options. The clear blue ocean is visible in the background beneath a bright sky with scattered clouds.

Condo in Paget

4.97 out of 5 average rating, 76 reviews

Private Beach Access, Amazing Location

This home, which has private access to beautiful Grape Bay Beach, is within walking distance to Elbow Beach, the Bermuda Railway Walking Trails, and several of Bermuda's top restaurants. The spacious apartment has a huge balcony with ocean views. It has all necessities and amenities for a short or long-term stay and is accessible to everything you want to do in Bermuda. One special feature is our extensive, triple-filter water filtration system.

Guest favorite

A private pool area is surrounded by a spacious stone patio, featuring lounge chairs and a steps for easy access. Lush greenery and palm trees provide a natural backdrop, while a nearby pink cottage adds a charming touch to the serene setting.

Cottage in Paget

4.98 out of 5 average rating, 153 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 favorite

A clear swimming pool is surrounded by well-maintained gardens, with lounge chairs positioned nearby. A two-story building is visible in the background, featuring a balcony that overlooks the pool area. Palm trees add a tropical touch to this serene outdoor space.

Apartment in Smith's

4.96 out of 5 average rating, 145 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 favorite

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, 152 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.

Top guest favorite

A serene pool area is surrounded by lush greenery and palm trees. Relaxing lounge chairs are positioned near the water, inviting guests to unwind in the tranquil setting. A blue pool sparkles under the sunlight, offering a refreshing retreat.

Apartment in Pembroke

4.95 out of 5 average rating, 163 reviews

Chequers - ocean views at the edge of Hamilton.

Chequers Upper Ocean unit offers a comfortable room with glimpses of the North Shore and the combination of a garden and pool setting on the edge of Hamilton City. The pool is shared with 2 guest units and the owner, who lives in the main house. The entrance to Chequers Ocean is seperate, to the side of the main house. Come and stay where the tree frogs sing you to sleep and the birds serenade you awake.