Vacation rentals with a kayak in Bermuda

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Top-rated kayak rentals in Bermuda

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Top guest favorite

A tranquil pool area is shown with clear blue water reflecting the sky and nearby palm trees. The sun sets in the background, casting warm hues across the landscape. The property features a well-maintained garden and views of Harrington Sound.

Apartment in Hamilton

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.

4.89 out of 5 average rating, 161 reviews

Top guest favorite

A vibrant blue vacation home is situated on the edge of a rocky coastline, surrounded by lush greenery. The property features multiple outdoor spaces, with loungers placed on a grassy area overlooking clear turquoise waters. Nearby, the colorful buildings of the neighborhood can be seen.

Apartment

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.

5.0 out of 5 average rating, 112 reviews

Top guest favorite

An aerial view showcases the vibrant turquoise waters of Mangrove Bay, dotted with small islands and scattered boats. The coastline of Somerset Village is visible, with its white buildings contrasting against the azure sea and clear sky, creating a serene coastal landscape.

Apartment in Sandys

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.

4.99 out of 5 average rating, 147 reviews

Guest favorite

A spacious terrace is depicted, featuring two lounge chairs adorned with black and white stripes. A large umbrella provides shade, while a hanging chair is positioned nearby, overlooking the tranquil waters of the bay and the lush surrounding landscape under a bright blue sky.

Home

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.

4.97 out of 5 average rating, 68 reviews

Top guest favorite

Apartment in Flatts Village

Blue Inlet | Oceanfront Nature Escape

Blue Inlet is a tranquil oceanfront apartment set directly on the edge of Flatts Inlet. Swim, snorkel, or kayak directly from the property over to a sandy beach, with optional garden path access when the beach gate is open. Relax on the porch, observing sea birds and marine life up close. Wander through the property’s extensive private coastal gardens. Hike the railway trail, located next to the property. Dine at the restaurants in Flatts village, a 5-minute walk down the road.

5.0 out of 5 average rating, 28 reviews

Top guest favorite

Two Adirondack chairs are positioned on a wooden dock overlooking tranquil turquoise waters. Lush greenery is visible in the distance beneath a clear blue sky, inviting relaxation and a connection with nature.

Apartment in Sandys

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!

5.0 out of 5 average rating, 34 reviews

Guest favorite

A comfortable living area features a light-colored sofa adorned with patterned cushions. A matching armchair complements the seating arrangement. Natural light filters through red curtains, and a mirror reflects the space. The dining area is visible in the background, enhancing the open layout.

Condo in Southampton

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.

4.88 out of 5 average rating, 26 reviews

Top guest favorite

Cottage in Pembroke

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.

5.0 out of 5 average rating, 110 reviews

Guest favorite

Home in Somerset Village

Private Beachfront Estate

In the quiet west end of the island is idyllic Mangrove Bay, Somerset. At the end of a gated long private beach lined drive is a majestic waterfront Bermudian estate called Blue Flag, Circa 1750. Blue Flag is set on 1.5 Acres of private terraced tropical gardens and boasts over 500 feet of shoreline and multiple private beaches and docks. The exterior of the house has multiple shaded and unshaded porches on the upper and lower level for outdoor dining and lounging.

5.0 out of 5 average rating, 12 reviews

Top guest favorite

Guesthouse in Southampton

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.

5.0 out of 5 average rating, 30 reviews

Top guest favorite

A scenic view captures Saltine, the white cottage overlooking the tranquil waters of Hungry Bay. The coastline features rocky outcrops, blending with the turquoise sea. Surrounding homes are nestled amidst greenery, creating a serene residential landscape.

Cottage in Paget

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.

5.0 out of 5 average rating, 162 reviews

Top guest favorite

A traditional Bermuda cottage is showcased on the water's edge, with a dock extending into the turquoise water. Lush greenery surrounds the property, and light-colored architectural details are complemented by blue chairs on the outdoor terrace. A clear blue sky provides a vibrant backdrop.

Home in Sandys

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.

5.0 out of 5 average rating, 35 reviews