House holiday rentals in Southhampton

The Bungalow at Cedar Brae - Cozy and Bright

The Bungalow at Cedar Brae is a 1-bedroom, 1-bath home located on our quiet Cedar Brae property which is just a 10-minute scooter ride to Horseshoe Bay and a 3-minute walk to the closest bus stop. This is a place for couples and small families to rest and relax. We hope that you appreciate every part of your stay; from sipping a cup of coffee on the patio to enjoying a nice meal at the outdoor dining table under a clear blue sky. Check out our Instagram for a better view: @thebermudabungalow

Tropical Estate, Large 4 Bedroom, Views

Ease House is a beautiful 4-bedroom, 3.5-bathroom home located in Warwick Parish overlooking historical sites in the Hamilton Harbor like Bermuda's first airport and the Great Sound, sailing grounds of the Americas Cup hosted in 2017. This home sits on a large, private estate completely enclosed by Bermuda's indigenous and rich foliage and fauna. With its westerly central location getting to South Shore beaches like Horseshoe Bay and multiple restaurants ranging in style and theme is a breeze.

2 bed cottage short walk 2 beach

Cute, 2bed cottage, bus stops to both Hamilton and Dockyard are at the end of the road. 5 minute walk to Jobson Cove, Warwick Long Bay and Horseshoe Beach. Private, quiet. Fully airconditioned. 2 queen beds, beautiful private patio. The cottage has been very recently refurbished. With a new walk in shower bathroom, new flooring throughout and furniture. It's very pretty home, perfect for your Bermuda visit, especially if you want easy access to the best beaches Bermuda has to offer!

The Pool House w/ Heated Pool (Nov. 1)

Take a step back in time for a refreshingly sophisticated island holiday at the Ledgelets Cottage Collective. The serene atmosphere instantly lulls you into a soothing, restful state of relaxation. Wake to the chirping birds, and fall asleep to the choral tree frogs. The refurbished cottage interiors and pool terrace have been created with a modern vintage, boho-luxe vibe. To us, nostalgia is a very cool thing. Welcome, Pool House cottage awaits.

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

Private Bermuda Waterfront | 3BR Family Retreat

Sky Lark is a serene 3-bed, 3-bathroom retreat in Sandys Parish, offering panoramic ocean views from every room. Set on a private 1.4-acre estate, it features a private dock on the South Shore, plus access to a private beach on Ely’s Harbour. With air conditioning, WiFi, and a fully equipped kitchen, Sky Lark combines comfort with nature. Explore local beaches, marinas, and historic sites, or relax in this peaceful, scenic haven.

3 Bedroom House With A Spectacular View

Great views can be enjoyed from this charming Bermuda home situated on a hillside in Southampton. Conveniently located near the beaches of South Shore, the closest being Church Bay, known as a great snorkeling location. Horseshoe Bay Beach is also 5 minutes away. Bus stops are also nearby, as well as a Cycle Shop if you wish to rent a scooter to tour the Island. This home has three large bedrooms with 3 bathrooms.

Bermudian Farmhouse

The farmhouse, spacious with a casual Bermudian atmosphere inside and out, is nestled on a verdant hill with a green, overland view (now a golf course, formerly agricultural lands). On the other side of the hill lays the stretch of world famous South Shore beaches (national parks). the closest parks are Southlands, Astwood Cove and Warwick Long Bay East.

BD Your own private space in Bermuda -EV charger

Private, self contained one lower bedroom apartment, walk to fast ferry, local bus and grocery store. Easy access to Horseshoe Bay, Elbow beach, restaurants and many other main attractions. The apartment provides all the necessary amenities for a home away from home. Free Wifi TV for streaming. Private Twizzy car charger on property.