Places to stay near Surf Side Beach

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.

Private Beach & Pool at The Cliffs of Marley.

Stunning Studio with ocean views of Bermuda's iconic South Shore. Watch the whales from your window, the pool, or your own private balcony. (Whale Season is March through April) BBQ on your porch or wade in the aqua blue waters of your own, private pink sand beach. Fully Furnished unit with Kitchenette. Beach Towels and Chairs available. Laundry on site. Private Beach & Pool for all units. Scooter and twizzy parking on site, no charge. Infants and children are welcome. Concierge avail.

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.

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC and Boston and East Coast No children under 18 years old and those who cannot swim. You can now rent a TWIZY from currentvehicles !! TWIZY – a four wheeled, two seater, battery powered little car – contact them for details and to book. Drive all day – charge it overnight at Natalia!! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. I.E. No Car Parking.

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.

Contemporary Oceanfront Apartment with shared pool

A contemporary oceanfront apartment located at the end of a quiet lane on the south shore between Whale Bay and Church Bay. Ideal for those looking to relax, with great ocean views from every room We also have a 3 Bed Contemporary Oceanfront Villa with private horizon pool approximately a mile down the road perfect for larger groups and family gatherings! Can be booked together for groups up to 8! https://www.airbnb.com/rooms/23767162

Happy Talk

Close to all major beaches, Horseshoe Beach, Elbow Beach, John Smith’s Bay. In walking distance to the beautiful Natural Pools and beach at Ariel Sands Steps away from the Botanical Gardens and minutes from the City of Hamilton and great restaurants. This well suited charming large studio suite, is located in a quite neighborhood, surrounded by coconut palm tress, beautiful flowers and much more.

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.