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Luxuriously Restored Historic Hilltop Estate with Harbor & Ocean views

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6-bedroom House in Eleuthera

12 guests·6 bedrooms·6 beds·6 bathrooms
Matthew Simon

Hosted by Matthew Simon

Superhost·6 years hosting

Fast wifi

Reliable connection throughout the property.

Buccaneer Hill sits high on a hilltop overlooking Governors Harbour and the Caribbean Sea beyond. With stunning views, a private pool, and beautiful lawns and gardens, the property exudes the grace and elegance of an in-town estate. This grand 19th century home was completely restored in 2009 with modern comforts and conveniences. Buccaneer Hill sleeps 14 guests in 6 bedrooms (including the optional one-bedroom guest cottage).

The ground floor features a large living and dining area spanning the length and breadth of the house. Outside, a large veranda faces the sea, and offers two additional seating areas and covered dining. A modern kitchen with stainless steel Kitchen-aid appliances and full amenities is located just off the main room. The first floor also has a powder room.

On the second floor are three large bedroom suites. The master has a king bed, the first guest bedroom has a king bed, and the second guest room has two full beds. All bedrooms have en-suite full baths and balconies. Floors are elegantly finished in polished oak.

On the third floor, a large bunk room features 6 twin beds and a sitting area, a haven for the children. This bedroom also has an en suite full bath.

The fifth bedroom is a private bedroom suite on the ground floor with a private entrance and an en suite bath.

The sixth bedroom is located in the lovely guest cottage, 25 yards from the main house, which is available for an additional charge. The guest cottage has a large sitting area, a full kitchen, and an en-suite bath.

The house sits on nearly two acres with mature fruit and poinciana trees. The extensive veranda is furnished for dining, or BBQ outside by the pool. The main veranda faces west, to capture stunning sunsets over the Harbour and the sea.

Amenities and equipment include air conditioning, cable TV, WIFI, books, puzzles, croquet, ping pong table, gas grill, and daily housekeeping (included in the rent). The house has a washer and dryer for use by the housekeeper. She will do your laundry twice a week.

The town of Governors Harbour, a three-minute walk down the hill, has a charming collection of 19th century homes and churches overlooking its historic harbor. Buy fresh fish and lobster most afternoons from fisherman at the town dock, or visit the recently restored Haynes Library, which dates from 1897, for the weekly coffee hour for foreign residents and tourists. Governors Harbour has grocery stores, restaurants, liquor stores, two banks with ATMs, a bakery, gift shops, and a medical clinic. Friday Night Fish Fry in Governors Harbour, a street/beach party that brings together all the tourists and locals with food, drink, and dancing in the street, is not to be missed.

A 10 minute walk in the other direction takes you to French Leave Beach, a mile-long crescent of pink sand that has been ranked in the top 20 beaches of the world. Most visitors to Eleuthera rent a car, because the island is rural and spread out, and a car is the only practical way to get around. By car, Buccaneer Hill is just a minute from French Leave Beach.

Eleuthera is famous for its 100 miles of spectacular, deserted beaches. The island, home to just 11000 residents, is completely safe any time of the day or night. Enjoy the rare experience of picking up hitch-hikers and leaving your keys in the car wherever you go. The snorkeling, diving, and fishing on the island are world class. Boating, surfing, and other water sports are also popular. You can rent power boats, sailboats, sea kayaks, jet skis, scooters, and bikes. You can have a charter captain take you out for excursions of various types. You ride horses on the beach or on trails. There is excellent sightseeing as well. Eleuthera has vast caves, cliffs, a bottomless ocean hole, many unique beaches, historic churches and 19th century homes, and small villages to explore. We hope you will enjoy Buccaneer Hill, and experience all our island has to offer.

 

 

Where you'll sleep

What this place offers

air conditioning
balcony
bed linens provided
dishwasher
dvd player
garden or backyard
heating
internet wifi

7 nights in Eleuthera

Add your travel dates for exact pricing

August 2026
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September 2026
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August 2026
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Things to know

House rules

  • children welcome
  • no smoking

Cancellation policy


100% refund if you cancel at least 14 days before check-in.
50% refund (minus the service fee) if you cancel at least 7 days before check-in.
No refund if you cancel less than 7 days before check-in.


Damage and Incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay.


House Rules
Check in after: 4:00 PM Check out before: 10:00 AM
Children allowed
No pets
No parties/events
No smoking
Max guests: 12
Minimum age of primary renter: 23

 

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You won't be charged yet

Where you'll be

Eleuthera, Bahamas, Eleuthera, Bahamas

1. Poponi Beach 1.2 mi 2. Ten Bay Beach 3.1 mi 3. OceanView Farm 2.8 mi 4. Twin Coves Beach 5.7 mi 5. Leon Levy Native Plant Preserve 3 mi 6. Queens Bath 1.9 mi

Meet your host

Matthew Simon

Matthew Simon

Superhost

0

Reviews

–

Rating

6 Years

Hosting

Response rate: 95%

Responds within a few hours

Available: Mon-Sun (8.00am - 8.00pm)

Speaks

About Matthew Simon

OASIS OF LUXURY Buttonwood Reserve offers luxurious accommodations at a peaceful retreat located in the center of Eleuthera, just 3 miles from Governor’s Harbour airport (GHB).From a high ridge over the Caribbean, the sea-to-sea view is breathtaking. The island at this point is just over a kilometer wide, and beach lovers will need to decide which of two beaches - Caribbean or Atlantic - they prefer.Restaurants and recreational options abound up and down the Queen's Highway. Yet for all the convenience of being located within minutes of Governor's Harbour, the provincial capital, Buttonwood Reserve offers the tranquility of a remote beach-side location. SUCCESSFUL TURNKEY RENTAL PROGRAM Buttonwood Reserve is structured provide owners of these luxurious vacation condominiums with positive economics, while minimizing day-to-day management hassle for owners:Each condominium is individually owned. The property and the Rental Program are managed by the Buttonwood Reserve Condominium Association (HOA), and 100% of the earnings from the Rental Program are distributed to condo owners. Rental performance to date has been strong, and net proceeds (after all costs are taken into account) have been consistently and significantly positive. FUTURE PLANS When completed, Buttonwood Reserve will comprise a total of eight buildings (32 condominium units), of which two are already completed. All eight buildings will enjoy the unique two-ocean view that makes the property so stunning today.The development is well capitalized and has been financed without external debt, so it does not carry the risks that sometimes plague multi-year real estate projects. APPRECIATION POTENTIAL Condo owners at Buttonwood Reserve will enjoy a luxurious, high-end vacation resort for personal enjoyment, short term cash flow and, over time, increased property value as the island continues to develop. Property appreciation is expected to be especially important for owners who invest in the early stages of the development plan, as Buttonwood Reserve continues to develop its reputation as full-service resort complex in the years to come.

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