Condo holiday rentals in Simpson Bay
Find and book unique condos on Airbnb
Top-rated condo rentals in Simpson Bay
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay condo rentals
Weekly condo rentals
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 51 reviewsThe Beach Condo
3–10 Dec
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
28 Dec – 4 Jan
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsCasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
13–20 Apr
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsOCEAN FRONT Steps From BEACH!
18–25 Dec
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 23 reviewsBeachfront 2 BDR modern condo
7–14 Apr
Condo in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 72 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
4–11 Apr
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
14–21 Jan
Condo in Collectivity of Saint Martin, Guadeloupe
4.93 out of 5 average rating, 29 reviews“Palm Beach ” Superbe Studio sur la plage
20–27 Jun
Pet-friendly condo rentals
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 109 reviews2 Bedroom Duplex up to 5 guests right on the beach
15–22 Apr
Condo in Lowlands, Sint Maarten
4.86 out of 5 average rating, 49 reviewsModern / cosy Studio next to university / Beach
15–22 Dec
Condo in Collectivity of Saint Martin, St. Martin
4.8 out of 5 average rating, 10 reviewsSunshine, studio sea view
22–29 Sep
Condo in Marigot, Guadeloupe
5.0 out of 5 average rating, 18 reviewsD'Ô, cozy studio facing the sea Caraîbes, Baie Nettlé
22 Feb – 1 Mar
Condo in Marigot, St. Martin
4.94 out of 5 average rating, 86 reviewsStudio "SeaBird" with your feet in the beach
23–30 Oct
Condo in Lowlands, Sint Maarten
4.97 out of 5 average rating, 32 reviewsGorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
22–29 Oct
Condo in Philipsburg, Sint Maarten
4.82 out of 5 average rating, 44 reviewsApt3 - 3 bedrooms amazing sea view, terrace, Pool
10–17 Feb
Condo in Meads Bay, Anguilla
5.0 out of 5 average rating, 20 reviews1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
11–18 Jun
Condo rentals with a pool
Condo in Orient Bay, St. Martin
4.88 out of 5 average rating, 262 reviewsCharming Studio 1 in Baie Orientale (Orient Bay)
4–11 Jun
Condo in Marigot, St. Martin
4.8 out of 5 average rating, 109 reviewsCharming studio directly on the beach
18–25 Sep
Condo in Pelican, Sint Maarten
4.93 out of 5 average rating, 15 reviewsSeaRenity Apartment with Private Pool
9–16 Jul
Condo in Simpson Bay Beach, Sint Maarten
5.0 out of 5 average rating, 5 reviews2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!
6–13 Dec
Condo in Lowlands, Sint Maarten
4.84 out of 5 average rating, 19 reviewsSublime Stay Royal Retreats at Maho Beach
24–31 Oct
Condo in Collectivity of Saint Martin, Guadeloupe
4.93 out of 5 average rating, 43 reviewsAMAZING VIEW OF THE CARIBBEAN SEA AND MARIGOT BAY
14–21 Oct
Condo in Lowlands, Sint Maarten
4.94 out of 5 average rating, 33 reviewsBrand New- Maho Condo Studio with Seaview and Pool
30 Nov – 7 Dec
Condo in Simpson Bay, Sint Maarten
4.9 out of 5 average rating, 10 reviewsLovely Lagoon Townhouse SBYC
1–8 Oct
Quick stats about condo rentals in Simpson Bay
Total rentals
100 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.9K reviews
Nightly prices starting at
$118 NZD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Anse Marcel Holiday rentals
- Mont Vernon Holiday rentals
- San Juan Holiday rentals
- Condo rentals Saint Martin
- Condo rentals Sint Maarten
- Condo rentals Sint Maarten
- Condo rentals Saint Barthélemy
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Pet-friendly rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Monthly Rentals Simpson Bay
- Waterfront rentals Simpson Bay
- House rentals Simpson Bay
- Rentals with pools Simpson Bay
- Kid-friendly rentals Simpson Bay
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom