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Featured Simpson Bay Historic Hotels

The Horny Toad Guesthouse
The Horny Toad Guesthouse
3.0 out of 5.0 2 Vlaun Drive, Simpson Bay
5.0/5 (2 reviews)

We prefer resorts that are not a franchise and are not all inclusive. We like to experience our vacation without the 'mega resort' environment. Based on reviews, we chose to stay at this resort and we loved it so much we already reserved our room for next year. The staff are excellent and could. ...

Reviewed on Nov 17, 2016
Guests of The Horny Toad Guesthouse enjoy features like a fitness center, free WiFi in public areas, and a computer station. A stay here includes free parking. ...
HistoricalBeachKitchen
Azure Hotel and Art Studio
Azure Hotel and Art Studio
3.0 out of 5.0 6 Roberts Drive, Simpson Bay
$96
4.8/5 (4 reviews)

We had a wonderful holiday at this hotel. It was wonderful in terms of closeness to the sea, the ease of getting into the water, lounge seats, use of towels. Also it was very convenient for a small store which provided food supplies for cooking in our room, along with tea, coffee, milk, wine etc. ...

Reviewed on Dec 7, 2018
Guests staying at Azure Hotel and Art Studio enjoy a full-service spa, free WiFi in public areas, and a computer station. You can take advantage of free parking ...
HistoricalWifiBeach
Royal Palm Beach Resort by Diamond Resorts
Royal Palm Beach Resort by Diamond Resorts
3.5 out of 5.0 115 Welfare Road, Cole Bay, Simpson Bay
4.5/5 (12 reviews)

Loved the place. Within walking distance of some great restaurants. Had a 2 bed, 2 bath apartment with balcony. Extremely nice. I'd live here!! Plenty of easy parking which is unusual in St. Maarten. Great staff. Was right on the channel that connects Simpson Bay to the boat harbor and where I was ...

Reviewed on Sep 2, 2017
At Royal Palm Beach Resort by Diamond Resorts, guests enjoy features like an outdoor pool, a fitness center, and free WiFi in public areas. Free parking is included ...
HistoricalDiningSwimming
Atrium Resort & Spa
Atrium Resort & Spa
3.0 out of 5.0 Billy Folly Road #6, Simpson Bay
$89
4.1/5 (18 reviews)

Clean, friendly staff, comfortable bed. Nice pool and beach access.

Reviewed on Jul 26, 2019
Atrium Resort & Spa features an outdoor pool, a children's pool, and a 24-hour fitness center. You can take advantage of free parking if you drive. The front ...
HistoricalKitchenBeach
Travel Inn Hotel
Travel Inn Hotel
2.0 out of 5.0 Airport Road 15, Simpson Bay
$99
3.7/5 (6 reviews)

Property is convenient for travel to and from airport.

Reviewed on Sep 23, 2019
Travel Inn Hotel features free WiFi in public areas, free newspapers, and laundry facilities. You can put free parking to good use if you drive. The front desk ...
HistoricalAir ConditioningWalking
Simpson Bay Suites
Simpson Bay Suites
3.5 out of 5.0 Elmanar Plaza 3D Billy Folly Road, Cole Bay, Simpson Bay
$135
3.5/5 (2 reviews)

Very affordable hotel. Bed is comfortable. Room is clean. A little old but we'll maintained. Very close to the beach, restaurants and supermarket. There is a sex shop nearby.

Reviewed on Jan 6, 2018
At this apartment, guests have access to a steam room, free WiFi in public areas, and a terrace. Free parking is available if you drive. The front desk has multilingual ...
HistoricalEntertainmentAdventure
Turquoise Shell Inn
Turquoise Shell Inn
3.0 out of 5.0 34 Simpson Bay Road, Simpson Bay
2.5/5 (2 reviews)

We arrived to the hotel and staff were not helpful at all,we made a reservation with Orbitz but the hotel told us we did not have one but Orbitz had already charged us,we ended up going to another hotel,we went back to get a paper to certify that we had not stayed there so we could get our money ...

Reviewed on Dec 29, 2016
Guests of this apartment enjoy features like an outdoor pool, free WiFi in public areas, and a library. You can put free parking to good use if you drive. Front-desk ...
HistoricalEntertainmentGolf
Simpson Bay Penthouse
Simpson Bay Penthouse
4.0 out of 5.0 Billy Folly Road, Pelican, Simpson Bay
Guests of this vacation home enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. A stay here includes free parking. Helpful staff ...
HistoricalBeachKitchen
Liberty Inn
Liberty Inn
3.0 out of 5.0 76 Welfare Road, Simpson Bay
Guests staying at Liberty Inn enjoy a marina, free WiFi in public areas, and a terrace. There's free parking and a ferry terminal shuttle. Helpful staff is there ...
HistoricalMarinaView

Uncover the Intrigue of a Simpson Bay Historic Hotel

Featuring a variety of historic hotels, Simpson Bay offers travelers a rich tapestry of one-of-a-kind local experiences. Whether you choose opulence or rustic charm, you can embrace life in a different era for a night, a weekend, or an extended stay.

Upgrades and restores
Historic hotels have often been painstakingly restored to reflect their original glory or to update them with a contemporary vibe. You can choose to rough it in humble historic accommodations, or experience the good life in the area's sophisticated restored mansions and original hotels.

Historic hotels allow you to embrace each hotel’s heyday. Sip drinks in a retro bar, relish a candlelit dinner in a lavish dining room, or enjoy a private fire in your own well-appointed suite.

Many historic hotels even feature original grand facades and modern interiors with newly renovated lobbies and rooms. Others have been meticulously restored to reflect every historic detail of the building’s past. Choose how you wish to experience the history of Simpson Bay!

Get a glimpse of the past at a Simpson Bay historic hotel
Whether you’re looking for a retro experience or you want something from a different century, a stay at a famous hotel in Simpson Bay offers an unforgettable escape that will take your vacation to a new and unexpected level.

Discover life in Simpson Bay from a different perspective with a trip back in time and book your historic hotel stay today.

Recent Historic Hotels Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.