Holiday rentals in Mount Pleasant

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Top-rated holiday rentals in Mount Pleasant

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Top guest favourite
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, 229 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.

Top guest favourite
A shared swimming pool is set against a backdrop of expansive sky and sea. The clear water reflects sunlight, while nearby, an outdoor umbrella provides shade over seating. Lush greenery surrounds the area, offering a serene view of the ocean beyond.
Cottage in Sandys
4.98 out of 5 average rating, 100 reviews

Ahh! Beautiful Bermuda Cottage. ‘Lemon Drop’.

Lemon Drop is a lovely and peaceful cottage designed for a perfect stay. Ideal for singles, couples and family with young children. The living room has a good quality queen sofa bed and a double click clack style sofa bed. The bedroom has a queen size bed, en-suite bathroom with a well stocked kitchenette. The cottage is fully air-conditioned with benefits of ceiling fans. There is wood parquet floor, tiled bathrooms and custom roman blinds throughout. Own private garden and use of the pool.

Guest favourite
A spacious studio layout features a king-size bed with an elegant headboard and soft gray bedding. A comfortable sofa is positioned adjacent to a dark wood nightstand. Art pieces and lamps provide ambient lighting, while windows allow natural light into the room.
Flat in Southampton
4.9 out of 5 average rating, 220 reviews

SOUTH SHORE GEM (Beach, Electric Car Charger)

Located above Church Bay on beautiful South Shore (15 miles of the most beautiful coastline) sits a Modern, delightful studio full of luxuries. Features A/C, king size TEMPURPEDIC bed, Queen sofa-bed, 55" TV, WI-FI(fiber), KOHLER bubble-massage tub, full kitchen, granite countertops, washer/dryer, private patio, EV Car Charge Point/Outlets, Electric Fireplace, partial ocean view and in the unlikely event of power loss - full solar/battery backup and full generator backup if all else fails! .

Top guest favourite
The exterior features a bright turquoise wall of the apartment, complemented by white shutters and a picket fence. Lush greenery surrounds the space, enhancing the inviting outdoor area, which includes a well-maintained lawn and a pathway leading to the entrance.
Flat in Paget
5 out of 5 average rating, 142 reviews

Centrally Located 2BED Apartment Near Beaches

Our cozy apartment is located in a quiet residential neighborhood , perfectly positioned between the capital of Hamilton and stunning South Shore beaches. We are a 25 minute taxi drive from the airport, 5 minute walk to a grocery store/bus stop and 15 minute walk to stunning Elbow Beach. The apartment has 2 bedrooms, 1 bath with tub/shower, kitchen with full size appliances and washer/dryer. There are air conditioners and ceiling fans in both bedrooms and living room for your comfort .

Top guest favourite
An aerial view showcases the studio's clifftop location alongside rocky shoreline and clear turquoise waters. The gentle waves lap against the rugged coast, while lush greenery surrounds the property, emphasizing its private setting near the ocean.
Flat in Smiths
5 out of 5 average rating, 128 reviews

Modern Ocean Front Studio w/ Panoramic View

Modern, clifftop, ocean front studio with breathtaking panoramic views of the exquisite turquoise waters off the rugged south shore. Bright and airy with a relaxed, minimalist island vibe. Well appointed kitchenette, perfect for prepping morning coffee or small, simple meals to enjoy in the comfort of the studio or on the patio in the fresh ocean air. Central location 10-15 mins drive from the town of Hamilton and close to many of Bermuda's best beaches, restaurants and attractions.

Guest favourite
An aerial view reveals a well-maintained cottage surrounded by lush tropical gardens. A private pool is centrally located, featuring inviting turquoise waters. Lounge chairs are positioned around the pool deck, providing a tranquil space for relaxation among the greenery.
Cottage in Warwick
4.89 out of 5 average rating, 175 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC and Boston and East Coast No children under 18 years old and those who cannot swim. You can now rent a TWIZY from currentvehicles !! TWIZY – a four wheeled, two seater, battery powered little car – contact them for details and to book. Drive all day – charge it overnight at Natalia!! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. I.E. No Car Parking.

Top guest favourite
A bright bedroom features a spacious bed adorned with a floral quilt. A dark wooden dresser and desk are positioned against the wall, while a TV is mounted above. Natural light enters through white-framed windows, complemented by light curtains. An air conditioning unit is visible on the ceiling.
Guest suite in Pembroke
4.97 out of 5 average rating, 151 reviews

Upper Apt w/ pool, short walk to town

Simple, chic, bright and airy. A private patio overlooking the pool deck and gorgeous island views. This second floor apartment is brand new and finished to a very high standard. Rent all 3 apartments to host your party of 6. The large studio has a 55" LED TV, AC and Wifi. The kitchen includes a fridge/freezer, microwave, induction cooktop, coffee maker, kettle, toaster, wine glasses and all needed plates and cutlery. Transportation from the airport can be arranged.

Top guest favourite
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, 170 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 favourite
Guest suite in Pembroke
4.96 out of 5 average rating, 365 reviews

Little Arches Studio close to town

The unit is within my house, is self-contained, and consists of a bedroom and en-suite bathroom. It has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Top guest favourite
A charming red cottage is nestled among greenery, featuring a front entrance with a large window. Potted plants are positioned around the entrance, and the sloped roof reflects the bright blue sky overhead.
Cottage in Paget
4.92 out of 5 average rating, 341 reviews

Beach cottage: 3 min. walk to Elbow beach

It is literally a 3 minute walk to the Elbow Beach! Perfect for the honeymooner and traveller wanting privacy but centrally located in Paget, with all the local amenities to hand, the stand alone cottage has a fully kitted out kitchen BBQ ac wifi outdoor dining and electric car charger included. Have a look at the Pharrel Williams video Happy on YouTube for a taste of Bermuda; Washer dryer available for guests of more than 7 days

Top guest favourite
A large, white moon gate stands prominently, framing a pathway that leads toward the waterfront. Lush green landscaping surrounds the gate, with a glimpse of the ocean visible in the background. The scene features clear blue skies and nearby structures, enhancing the inviting atmosphere.
Flat in Paget
4.98 out of 5 average rating, 121 reviews

Apartment close to the beaches and amenities....

I am offering a unit consisting of 1 bedroom and separate bathroom in a quiet residential neighborhood. There are so many amenities in my immediate area, bus stops at the end of my lane, 2 grocery stores, a cycle / electric car rental location and a filling station just minutes away. There is also a Pharmacy if you have forgotten to bring an essential item. Please be aware that I have a 3 NIGHT minimum, no exceptions.

Top guest favourite
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
5 out of 5 average rating, 152 reviews

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.

Popular amenities for Mount Pleasant holiday rentals

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