Vacation rentals with a kayak in Bermuda

Great Relaxing Pool and Ocean View With Kayaks

Welcome to 'Neston'! Picture yourself on 2 acres of lush property nestled in a serene, tucked-away neighborhood. Immerse yourself in the breathtaking views of Harrington Sound, one of Bermuda's most enchanting inlets. Step into your private paradise with access to a dock – swim to secluded islands or paddle away on kayaks at your leisure. Savor the tranquility as you bask in the beauty of the crystal-clear azure waters. Wander along the longest, safest trail just 8 minutes away from your haven.

Lovely Majestic Waterfront 1 BR Vacation Home

This unique vacation home has a style of its own with panoramic views from one end of the Island to the other all within walking distance to Hamilton and sandy beaches. The grounds of this spacious upper-level vacation home boasts a private dock inside a natural cave to swim, fish and snorkel. This distinctive home has two cozy rooftop balconies and Bermuda cedar throughout. There are plenty of outdoor spaces to enjoy; a BBQ and lounge, whilst watching cruise ships and Bermuda longtails.

Blue Inlet | Oceanfront Nature Escape

Blue Inlet is a spacious oceanfront apartment overlooking Flatts Inlet. Swim, snorkel or kayak directly from the property to a private sandy beach. A garden path also provides access to the beach when the gate is open. Relax on the waterfront porch, observing the marine life and seabirds. Wander the extensive private coastal gardens and discover the small sandy coves that emerge as the tide recedes. Hike the Railway Trail next door and dine at Flatts Village restaurants, a 5-minute walk away.

Modern studio w/beach, kayak & bicycles included

Salt Rock Studio is a historic, award winning property that has been tastefully renovated, filled with many modern features & amenities. An ideal retreat to explore, relax and unwind. Located in Somerset Village and overlooking the beautiful waters of Bermuda, you will enjoy beach access, a private outdoor courtyard and easy access to transportation and nature trails. Bicycles, kayaks, snorkel and beach gear are included! Complete with everything you need for a perfect Bermuda vacation.

Oceanfront "Dock of the Bay" Retreat

Escape to the stunning island of Bermuda and experience a truly tranquil getaway at our exquisite oceanfront property nestled in the picturesque Somerset, one of Bermuda's most charming and peaceful villages. Immerse yourself in the beauty of nature and the soothing rhythm of the waves at our Dock of the Bay Retreat – an idyllic haven where relaxation and rejuvenation become a way of life. Relax with the whole family at this hidden gem that promises a serene escape from the bustling world.

Seaside Serenity in Somerset

Take it easy at this tranquil getaway in Somerset. Located on the water just off Bermuda's famed railway trail, this 1 bedroom, 1 bathroom apartment will be the perfect place to relax and unwind. The apartment is walking distance from Somerset Bridge, the world's smallest drawbridge. Watersports such as jet ski and boat rental are close by. Gas station with convenience store is also in walking distance. Kayak and paddleboard in the backyard or watch the turtles & parrotfish!

Apartment with dock to swim, close to beach/golf

Escape to Seaside Dreams, a charming 2-bedroom retreat where bedroom 2 converts from twin beds to a luxurious king-size. Nestled among lush gardens and fruit trees, this private oasis features a semi-private waterfront with dock access, allowing for tranquil days by the water. Enjoy a leisurely stroll to the beach, drive your e-car to the city, or take advantage of convenient public transportation. Experience the perfect blend of relaxation and island charm at this hidden gem.

Architect’s Bermuda home and pool house

Mid Century Modern 3 bedroom home with separate studio on elevated pool terrace with 180’ of sweeping Bermudaful ocean views in an exclusive private estate just 5 minutes from town. A magical peaceful haven with access to secluded cove for swimming. Perfect for musicians - multiple pianos and guitars. Please note - our 2 friendly cats Nova and Nala come un-negotiably with the house and don’t yet know how to open their daily tins of food but know how to get you to help them.

Palmberry Oceanfront Cottage

Take it easy at this unique and tranquil getaway. Find yourself waking up to a view of the ocean and taking a morning swim from your private dock. The cottage offers cosy accommodation with indoor and outdoor seating areas right on the water. Palmberry is located in the beautiful neighbourhood of Fairylands. It is the ideal location for a fantastic stay in Bermuda and is in close proximity to the city of Hamilton. We look forward to welcoming you for a memorable stay.

Oceanfront | Paddle Boards, Fire Pit & Snorkeling

Experience upscale coastal living in this professionally designed and newly renovated 2-bedroom oceanfront retreat with private beach access. Enjoy designer interiors, a full kitchen, fast WiFi, and all the comforts of home. Kayaks, paddle boards, bbq and a fire pit are included for the perfect mix of relaxation and adventure. Ideal for couples, friends, or small families seeking a stylish escape by the ocean.

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.

Magical historic cottage on the water

Stunning, traditional Bermuda cottage next to picturesque Somerset Bridge with its own dock. The property is newly refurbished with modern kitchen & bathrooms. The railway trail is meters from the doorstep and Robinsons Marina is a 2 minute walk, offering scuba diving, boat / jet ski rental & access to beautiful Elys Harbour.