House vacation rentals in Southhampton

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Top-rated house rentals in Southhampton

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Top guest favorite
A vibrant green lawn stretches towards the water, framed by lush trees. A tall palm tree towers above, while the shoreline and ocean are visible in the background under a clear blue sky scattered with fluffy white clouds.
Home in Southampton
4.97 out of 5 average rating, 216 reviews

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.

Guest favorite
A private patio area features a dining table surrounded by white chairs, set against a backdrop of lush greenery and colorful homes. A light-patterned rug adorns the tiled floor, while the bright sky is dotted with fluffy clouds.
Home in Southampton
4.96 out of 5 average rating, 56 reviews

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

Top guest favorite
A comfortable living area is presented with two navy blue sofas, complemented by decorative cushions. A rustic wooden coffee table sits in the center, on a textured blue area rug. Wall art and plants add a touch of character, while natural light enters through a window.
Home in Warwick
5 out of 5 average rating, 29 reviews

2 bed cottage short walk 2 beach

Cute, 2bed cottage, bus stops to both Hamilton and Dockyard are at the end of the road. Car charger for mini rental car. 5 minute walk to Jobson Cove, Warwick Long Bay and Horseshoe Beach. Private, quiet. Fully airconditioned. 2 queen beds, private patio. The cottage has been recently refurbished. With a new walk in shower, 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!

A serene pool area is surrounded by lush greenery, with a small palm plant positioned nearby. The pool features smooth steps leading into the water, and dual sets of French doors can be seen in the background, providing a connection to the inviting interiors.
Home in Paget

Bermuda Vacation Retreat

Private 3-Bedroom Traditional Villa: Elegant Bermuda House with Studio Cottage, pool, patio & lush gardens, an ideal retreat for family and business. Walk to Elbow Beach, step from Historic hiking trails, grocery and bus stop to Hamilton and Dockyard. Main House & Studio Cottage: Total 3 Bedrooms 2 Bathrooms - 2 King beds 1 Queen bed. - 1 Main bathroom: shower & soaking tub. - 1 Studio bathroom: shower - Chefs' Kitchen, dining room, living room, Washer, dryer, Wi-Fi, 3 TV, EV Charger

An aerial view reveals a spacious, white-roofed cottage with a wide porch adorned with two comfortable chairs. The surrounding green lawn and paved terrace provide areas for outdoor relaxation, while tropical plants frame the property.
Home in Sandys

Per Ketet

Per Ketet is a unique and beautiful old Bermuda cottage dating back to the 1800's fully renovated with original features. Open plan living, full kitchen, queen size bed, porch to relax on, outdoor shower and EV vehicle charger. The property has views over Ely's Harbour on one side (and dock to swim or kayak from) and on the other side, steps to the ocean, shallow water and snorkeling on the reefs. We are close to 'Faraway Cottage' so ideal for two couples travelling together.

Top guest favorite
A charming cottage, adorned in soft pink, is surrounded by flourishing gardens and palm trees. The porch, supported by stone pillars, invites relaxation, while lush greenery frames the walkway leading to the main entry, creating a peaceful outdoor atmosphere.
Home in Sandys
4.98 out of 5 average rating, 163 reviews

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.

Top guest favorite
Two Adirondack chairs face the ocean, positioned on lush green grass. The vibrant blue water stretches into the horizon under a clear sky, creating a serene and inviting outdoor space.
Home in Bermuda
4.99 out of 5 average rating, 289 reviews

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

Superhost
The living room features two comfortable sofas arranged around a central coffee table on a textured area rug. Natural light enters through large windows adorned with soft curtains. An air conditioning unit is mounted on the wall, and colorful wall art adds a touch of character.
Home in Southampton
4.8 out of 5 average rating, 5 reviews

Horseshoe Beach Getaway

Looking for a great home in walking distance to Bermuda's popular Beach? This home is in walking distance to Horseshoe Bay Beach which was rated the No.8 beach in the world by Trip Advisor! Not a fan of water activities? Go for a jog, play volleyball or just kick back on the sand. Horseshoe Bay is also home to BeachFest the country’s largest beach party which takes place every summer as part of Cup Match celebrations.

Top guest favorite
A covered patio area is visible, featuring a dining table and several cushioned chairs. An umbrella provides shade, while the view of the water and distant land is framed by open columns. Lush greenery complements the setting, enhancing the outdoor atmosphere.
Home in Southampton
4.95 out of 5 average rating, 21 reviews

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.

Home in Southampton
4.96 out of 5 average rating, 23 reviews

[AMOUR]

[A]MOUR HEART OF HOSPITALITY! A two-bedroom, two-bathroom traditional Bermuda style home with air conditioning in the shadow of Gibbs Hill Lighthouse. It overlooks the island's magnificent south shore on one side and scenic Great Sound on the other. Walk to Bermuda's famous beaches like Horseshoe Bay and Church Bay. Walk to spectacular restaurants: Henry VIII, Gulfstream and The Dining Room.

The farmhouse exterior is gently illuminated at night, highlighting the textured facade and traditional roofing. Soft light spills from a nearby window and a quaint chimney stands out against the night sky. Lush greenery surrounds the property, enhancing the tranquil atmosphere.
Home in Warwick
4.87 out of 5 average rating, 38 reviews

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.

A serene courtyard features a small wooden table paired with two folding chairs beneath a lush tree. A decorative stone structure can be seen in the background, surrounded by vibrant greenery and flowering plants, creating a tranquil, private outdoor space.
Home in Warwick
4.66 out of 5 average rating, 186 reviews

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.

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