Vacation rentals with a pool in Hamilton

Pool house in a garden setting (+ EV chargers)

The pool house has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood. Bus stop is a 3 minute walk, John Smith's Bay beach 5 minutes and grocery store 12 minutes away. We also have a Labrador that roams the property. There's cable tv (includes HBO and Showtime) free wifi. Please see our other rental on the property "Las Brisas apartment with a pool" as an alternative (has a full stove) or if you are travelling with friends.

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 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

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.

Oleander Pool House

The pool house is a private place to stay, with beautiful views and a pool steps from your door. It offers an en-suite with a kitchenette, Wi-Fi, and a smart TV. The unit also has A/C, heating, and a fan. Pictures truly don't do it justice. Additionally, the property provides an EV charging port for various vehicles (please inquire for more details). The property is a 5-minute drive from the nearest beach (John Smiths Bay) and a 15-minute drive from the airport and the main town, Hamilton

Locust Hall

Locust Hall in Devonshire, Bermuda, is a historic home on a working farm. This charming retreat features three bedrooms, 3.5 bathrooms, and lush gardens for total privacy. The main level includes a foyer, living room, farmhouse kitchen, dining room, parlor, laundry, powder room, and butler’s pantry. The lower level has two ensuite bedrooms and a family room with a sofa bed, while the primary suite sits on the top floor. Thoughtfully restored, it blends history with modern comfort.

Renovated 1 Bedroom Apartment (plus pullout sofa)

A renovated airy 1 bedroom (plus queen size sofa bed) with views of South Shore. Located within walking distance to Spittal Pond Nature Reserve and John Smith's Bay Beach. This apartment is located near restaurants, beaches and a grocery store, only 15 minutes from Hamilton. Includes full kitchen, 1 bathroom, 1 bedroom with king size bed and laundry facilities in addition to a new queen-size pull-out sofa. Pool access Monday to Friday 9am to 5pm. Owners live on property.

DreamscapeCottage*Oceanview*Pool*carcharge

Fully equipped stand alone cottage finished to a high standard. House is at the top of a hill with sweeping views of Harrington Sound and North Shore. Very quiet centrally located Smith's parish neighbourhood away from it all but with easy access to all the amenities throughout the island. Bermuda is only 22 square miles total. The cottage is suitable for those that like to get away from it all but still only be 10 minutes drive from down town shopping and restaurants.

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.

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

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.

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.

Pictures Don’t Do This Chic Boutique Apt. Justice

Revitalize all 5 of your senses immediately upon arrival at your #NearEscape - a beautiful, modern and well appointed holiday rental. The best part - this apartment is a hop, skip and jump from the East Coast, making it ideal for a quick getaway. Inside of 2 hours from an NYC departure, you can be at your Near Escape with airport arrival pick up included with your booking.