Vacation rentals in Hamilton

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.

Sea Breeze Mews on the Little Sound

Cozy & compact, this delightful 1 bedroom/2 story waterfront hideaway affords a panoramic view of the Little & Great Sounds. On the water (walk across the lawn and jump in) with a large dock suitable for swimming, snorkeling & spectacular sunsets. "Sea Breeze Mews" is only a 10 minute walk to picturesque Church Bay beach & a short bus ride to all the magnificent South Shore Beaches. Restaurants and award winning Golf courses are only a few minutes away. Public transportation right outside gate.

Ahh! Beautiful Bermuda Cottage. ‘Lemon Drop’.

Lemon Drop is a lovely and peaceful cottage designed for a perfect stay. Ideal for singles, couples and family with young children. The living room has a good quality queen sofa bed and a double click clack style sofa bed. The bedroom has a queen size bed, en-suite bathroom with a well stocked kitchenette. The cottage is fully air-conditioned with benefits of ceiling fans. There is wood parquet floor, tiled bathrooms and custom roman blinds throughout. Own private garden and use of the pool.

SOUTH SHORE GEM (Beach, Electric Car Charger)

Located above Church Bay on beautiful South Shore (15 miles of the most beautiful coastline) sits a Modern, delightful studio full of luxuries. Features A/C, king size TEMPURPEDIC bed, Queen sofa-bed, 55" TV, WI-FI(fiber), KOHLER bubble-massage tub, full kitchen, granite countertops, washer/dryer, private patio, EV Car Charge Point/Outlets, Electric Fireplace, partial ocean view and in the unlikely event of power loss - full solar/battery backup and full generator backup if all else fails! .

Centrally Located 2BED Apartment Near Beaches

Our cozy apartment is located in a quiet residential neighborhood , perfectly positioned between the capital of Hamilton and stunning South Shore beaches. We are a 25 minute taxi drive from the airport, 5 minute walk to a grocery store/bus stop and 15 minute walk to stunning Elbow Beach. The apartment has 2 bedrooms, 1 bath with tub/shower, kitchen with full size appliances and washer/dryer. There are air conditioners and ceiling fans in both bedrooms and living room for your comfort .

Ocean view on North Shore

Your family will be close to everything when you stay at this centrally-located house. Near Bus stops, 5 minutes from Hamilton, variety stores near by, Spanish point beach within walking distance. Breathtaking ocean views. Sit outside in the front yard with a front row view to the crystal clear waters, amazing!You will see cruise ships pass as they approach the island, summer time the water activity is even more exciting with boats and jet skis whizzing by. The sunsets are my favorite!

Harbour views - just outside Hamilton

Great Views over Hamilton Harbour - a bright and funky newly decorated apartment. Walk into town in 5 mins and catch a bus or the ferry or go to one of the many Front Street bars and restaurants. King size loft bed and a pull out (twin) sofa bed. Newly renovated bathroom. Brand new kitchen with stove, sink, refrigerator, microwave and coffee maker. Loads of space outside to just chill out - Hot Tub, hammock - tables and chairs - or just watch Bermuda go by on the water.

Upper Apt w/ pool, short walk to town

Simple, chic, bright and airy. A private patio overlooking the pool deck and gorgeous island views. This second floor apartment is brand new and finished to a very high standard. Rent all 3 apartments to host your party of 6. The large studio has a 55" LED TV, AC and Wifi. The kitchen includes a fridge/freezer, microwave, induction cooktop, coffee maker, kettle, toaster, wine glasses and all needed plates and cutlery. Transportation from the airport can be arranged.

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Beach cottage: 3 min. walk to Elbow beach

It is literally a 3 minute walk to the Elbow Beach! Perfect for the honeymooner and traveller wanting privacy but centrally located in Paget, with all the local amenities to hand, the stand alone cottage has a fully kitted out kitchen BBQ ac wifi outdoor dining and electric car charger included. Have a look at the Pharrel Williams video Happy on YouTube for a taste of Bermuda; Washer dryer available for guests of more than 7 days

Ocean Side Studio Cottage - Condé Nast Recommended

"Saltine" is an exquisite cottage overlooking Hungry Bay in Paget. In July 2025 Condé Nast Traveler selected Saltine as one of the top 11 AirBNBs in Bermuda and selected it as the top pick for Local Charm. With stunning views across south shore with magnificent sunrise, enjoy the nature, beauty & tranquility of Hungry Bay, while being a short distance from the City of Hamilton.

Fairylands Cottage

Private stand alone cottage in a quiet residential neighborhood within walking distance to the city center, the beach and grocery stores. Only 0.8 miles to the city makes this spot great for seeing the rest of the island or getting into town for business. 1.1 miles to the nearest beach. Convenience meets comfort.