Scenic Southampton Stay w/ Pool + Views near Lighthouse

Welcome to Riddlesview, a beautifully situated upper-level home nestled in Bermuda’s sought-after Southampton Parish. With sweeping views of the Great Sound and a location just moments from iconic landmarks like the Gibbs Hill Lighthouse and Church Bay Beach. Outdoors, enjoy your own private pool, complete with a lounge deck, BBQ area, and small backyard space. This is your gateway to island adventure and restful retreat.


Self check-in is available for your convenience, making arrival easy and flexible.

That said, our concierge team is here to support you every step of the way — from pre-arrival planning to on-island recommendations and transportation help.

We’re here when you need us, and happy to take a step back when you don’t. Your experience is yours to shape, and we’re just a message away if you’d like anything at all.

Gibbs Hill Lighthouse (2-minute walk) – Climb to the top for panoramic views of the island

Church Bay – A beautiful beach walkable from the house, perfect for snorkeling

Horseshoe Bay – One of Bermuda’s most famous pink-sand beaches, just minutes away

The Reefs Resort & Spa – A charming cliffside hotel with dining and spa access

Boundary Sports Bar – Casual bites and sports with a local crowd

The Waterlot Inn – Fine dining on the water, rich with history

Southampton offers that perfect blend of coastal tranquility and cultural richness. Riddlesview puts you right in the heart of it.



Guests have full private access to the upper level of the house, including the wraparound balcony, pool deck, backyard, and BBQ area. The lower level is used separately and does not share guest spaces.

Step inside to a bright and welcoming open-plan foyer and sitting room, framed by large windows that bring the Bermuda sunlight right into your morning. Flow effortlessly into a cozy living and dining area, and a fully equipped kitchen with modern appliances and thoughtful touches for longer stays.

The home features two spacious bedrooms, the primary outfitted with a plush king bed. The primary bedroom includes an ensuite bathroom and a wraparound balcony — the perfect place to start your day with a sea breeze and end it with a sunset. The second bedroom has a queen bed for comfort and a great nights sleep.

Outdoors, enjoy your own private pool, complete with a lounge deck, BBQ area, and small backyard space — ideal for grilling out, reading in the shade, or letting the kids burn off some energy.

The easiest way to get around is by bus, taxi, or electric rental car. Route 7 (South Shore Bus) is the closest bus line — it's the scenic route and takes you along the coast to popular beaches and into Hamilton. The bus stop is a short walk away, but keep in mind it’s uphill on the way back, so it’s best for strong walkers.

Our concierge is happy to help with taxis, private drivers, or rental options to make your stay easy and comfortable.

Scooters are available at Oleander Cycles, but we don’t generally recommend them due to safety on the narrow roads. We’re happy to share the info if you’re interested.

Electric mini cars like are a fun and safer option for exploring the island on your own.