Search and Rent Simpson Bay Condos

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Compare 330 Condo Rentals in Simpson Bay with updated reviews, rates, and availability.

Tradewinds at Simpson Bay
3.5 star property
8.6 out of 10, Excellent, (10)
"The room was spacious and spotless . The staff were attentive and went out of their way to ensure that we were comfortable. Nothing was too much trouble.Will be back excellent stay "
Tradewinds at Simpson Bay
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
10.0 out of 10, Exceptional, (68)
"Susan is the perfect host and the property was great!"
Beautiful Ocean Front Penthouse/New Furnishings/Stunning View/Private Beach!
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
10.0 out of 10, Exceptional, (92)
"The second time I stay at The Cliff. The building is beautiful as well as the pool area and beach right at the bottom of the cliff. The apartment was clean and very comfortable and is oceanfront and an amazing view close to restaurants, airport and Mullett Beach. Just amazing."
The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
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Impressive 3 bedrooms condo on Mullet Bay Beach
9.8 out of 10, Exceptional, (50)
"First of all the communication between John and Stacey was perfect! Upon arrival, she met us at the property and showed us around. The unit is very spacious and fit six of us Perfectly. Actually, way more room than anyone needs. The first thing I noticed was that the pictures that I viewed online were not all of that unit. I know that I saw many units from this complex on Vrbo and they were mixed and matched a little bit. Also, the master bedroom did not have a comforter on the bed, which I do...
Impressive 3 bedrooms condo on Mullet Bay Beach
Ocean Front Walkout with Incredible Sunset Views
9.8 out of 10, Exceptional, (32)
"This property was perfect for us 2 couples! Pools and property were beautiful & maintained well and the location is perfect. There was plenty of restaurants within walking distance and even a grocery store. Condo was clean and well stocked with coolers, beach chairs, and an umbrella ect."
Ocean Front Walkout with Incredible Sunset Views
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
10.0 out of 10, Exceptional, (2)
"Great stay. Room had everything and the beach, grounds and pool were very kept and beautiful. Booking process was easy and communication was excellent."
Beautiful White Sand, Sparkling Blue Waters, Sunny Skies-Relax and Enjoy!
Anchor House - Direct Oceanfront - Luxury & Modern Style
10.0 out of 10, Exceptional, (127)
"We enjoyed the visit as a graduation trip for my son graduating from college. It was a beautiful week. The property is amazing and having the pool to come back to each afternoon was a gamechanger. It was amazing and a wonderful bonus each day was the sunset view! This property is wonderful! Book it"
Anchor House - Direct Oceanfront - Luxury & Modern Style
Serenity On The Sand, Beachfront Paradise @ Simpson Bay w/ Captivating Oceanview
10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay over Easter weekend. The beach was busy."
Serenity On The Sand, Beachfront Paradise @ Simpson Bay w/ Captivating Oceanview
La Bevelle, Orient Bay Village,<br>Vacation Rental
10.0 out of 10, Exceptional, (57)
"Well located property close to beach and restaurants. Easy to obtain taxi to other parts of Island. Very clean property with all amenities included."
La Bevelle, Orient Bay Village,<br>Vacation Rental
Idolem Residence, Vacation Home
9.0 out of 10, Wonderful, (65)
"The A/C did not work properly, and the room smelled of cat urine. We needed to go to the local supermarket to buy air freshener and candles as the smell was so unbearable it caused me a headed. There were cats all around the property. "
Idolem Residence, Vacation Home
Appartment on the beach, exceptional sea view, condo BORA BORA
10.0 out of 10, Exceptional, (28)
"The property was beautiful with plenty of outdoor seating. The interior was immaculate. The bed was super comfortable and it was very quiet. Rachel the property manager was wonderful and very knowledgeable. My husband and I will gladly rebook on our next trip to the island!"
Appartment on the beach, exceptional sea view, condo BORA BORA
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
10.0 out of 10, Exceptional, (24)
"Our family of 5 (2-10yr old boys, 1-14yr old girl) were very pleased with the condo. The location was prime in Simpson Bay. Within walking distance to a few beach bars and walked over to Maho Beach too a few times. The pool was nice (warm) and had plenty of seating, always a few seats available. There are beach chairs, toys on the porch along with a beach umbrella. The kitchen was well equipped and left us not needing anything. Bath linens could use a refresh but was sufficient. The only...
Perfect beach front condo in Simpson Bay Beach🌴 2 bedroom+ Loft, 2.5 Baths.
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
9.6 out of 10, Exceptional, (72)
"We loved the property! At first we weren't sure about the location but it was so convenient and lots of good restaurants nearby just more residential. It's a quiet beach which was nice as well. The housekeeper went above and beyond to make sure everything was perfect."
*SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
Modern Penthouse with amazing view- Private Pool
10.0 out of 10, Exceptional, (39)
"What an amazing view!! Short walk to market, restaurant, beach, casino. Loved the balcony pool. I was a little disappointed with Smart Vacation shopping service. They shopped a very expensive store as compared to market prices in town. Would not recommend using. Taxi service is reasonable and friendly for our trips around island. Hope to be back!!"
Modern Penthouse with amazing view- Private Pool
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
9.6 out of 10, Exceptional, (31)
"Royal Islander La Terrese is a little outdated but in a great location near good restaurants and beaches!! Overall would stay there again for sure!!"
DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
The Cliff - Dream vacation on Private Beach with Luxury Pool and amenities
10.0 out of 10, Exceptional, (12)
"Viviane is a super host! Made sure everything was PERFECT for us and our stay. She even made sure we had cribs for our little ones! The property is perfectly located and has all the amenities you could need. Viviane and staff at The Cliff were ready and available for any of our needs. The AC worked wonderfully and the check in process was so SIMPLE! We will be returning!"
The Cliff - Dream vacation on Private Beach with Luxury Pool and amenities
THE Cliff LUXURY OCEAN CUPECOY on BEACH Condo 3 BALCONIES HI FLOOR STUNNING SXM
10.0 out of 10, Exceptional, (8)
"We enjoyed a great stay at the Cliff! Perfect for two couples, everyone had their space and the balcony views were amazing. Highly recommend!"
THE Cliff LUXURY OCEAN CUPECOY on BEACH Condo 3 BALCONIES HI FLOOR STUNNING SXM
Maho Royal Islander 2br 2ba Sleeps6 Beautiful White Sand Beach With Airport View
10.0 out of 10, Exceptional, (14)
"Great location for watching planes, had a clean and comfortable stay. Will recommend to anyone going to SXM."
Maho Royal Islander 2br 2ba Sleeps6 Beautiful White Sand Beach With Airport View
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
10.0 out of 10, Exceptional, (2)
"Will stay again. "
Large 1BR/1Bath Apt in Beautiful St Martin in Simpson Bay
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
9.6 out of 10, Exceptional, (45)
"We loved the unit! Plenty big with everything we needed! Very safe and clean! We loved the location! Beautiful view of the ocean!"
Luxury Condo on the Beach - The CLIFF - Beachfront Resort with Spa & Restaurant
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See all available properties in Simpson Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Simpson Bay

The Horny Toad Guesthouse
3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is $172
$222 total
includes taxes & fees
Jun 20 - Jun 21
The Horny Toad Guesthouse
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
10.0 out of 10, Exceptional, (66)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste
Simpson Bay Suites
3.5 star property
6.8 out of 10, (100)
"Convenient location with the requisite amenities for local stay and business. Water pressure could be improved. Though clean and tidy furniture could be modernized. "
The price is $122
$136 total
includes taxes & fees
Jun 20 - Jun 21
Simpson Bay Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Simpson Bay Condo Rentals information

Number of reviews
608
Accommodation
330 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

How much do condos in Simpson Bay cost?
The price range for condos in Simpson Bay is to per night. Whatever your budget, you’re sure to find someplace that suits your needs — as well as your entire squad! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Simpson Bay?
Select from multiple condos in Simpson Bay with a total average guest review rating of 9.7. Light House 3c By Redawning comes highly recommended if you’ve brought the entire family or you simply like to spread out. This 3-star stay also comes with a swimming pool and a balcony. Oceans Luxury 2 Bedroom Suites is another top option. It has a 3.5-star rating and conveniences such as an ocean view and clothes washing facilities.
How many condos are there in Simpson Bay?
Take your pick of 330 condos in Simpson Bay. Whether you’re vacationing with the family or getting away with your buddies, Expedia will help you find the ideal base for your whole crew.
Are there any 5-star condos in Simpson Bay?
Condo Figueira is your perfect match. Amenities at this getaway, around 3 mi from central Simpson Bay, include a swimming pool and a tennis court. Condo Corfu is another 5-star condo. It comes with concierge services and a tennis court and is 3 mi from downtown.
Why book your condo in Simpson Bay with Expedia?
Expedia makes it a cinch to find your dream condo in Simpson Bay. Looking for a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you’re sticking to a budget, click on how much you’re willing to spend and then browse our amazing options. We’ll help you find the perfect place whatever your bank balance or plans.
How can I find cheap condos in Simpson Bay?
Expedia can help you narrow down your search for cheap condos in Simpson Bay. To reserve your dream stay in a few quick keystrokes, simply use our handy filter tool to refine your search by amenities, budget and star rating.
What is there to do in Simpson Bay near my condo?
No matter your interests, Simpson Bay has loads to keep you on the go. Maho Beach, Mullet Bay Beach and Grand Case Beach are on most visitors’ sightseeing plans. Don’t forget to explore Anse Marcel Beach, Simpson Bay Beach and Cupecoy Beach either. With Expedia’s condo deals in Simpson Bay, you’ll be able to see more popular attractions like these with the cash you save.

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