Compare Cole Bay Condo Rentals

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Featured Cole Bay Condo Rentals

Tradewinds at Simpson Bay

Tradewinds at Simpson Bay

3.5 out of 5
23 Simpson Bay Road Simpson Bay Sint Maarten
An outdoor pool and free WiFi in public areas are features at Tradewinds at Simpson Bay.
6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant

6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant

Cupecoy Sint Maarten
This condo features a water park, an indoor pool, and an outdoor pool. Transportation is made easy with limo/town car service. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach condo building include a gym, a sauna, and a hot tub.
Anchor House - Direct Oceanfront - Luxury & Modern Style

Anchor House - Direct Oceanfront - Luxury & Modern Style

Cupecoy
Guests staying at this condo enjoy an outdoor pool, laundry facilities, and local meal delivery service. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Modern Penthouse with amazing view- Private Pool

Modern Penthouse with amazing view- Private Pool

Cupecoy
Guests staying at this condo enjoy access to a water park, a gym, and a hot tub. Transportation is made easy with limo/town car service. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this golf condo building include a terrace, laundry facilities, and a garden.
Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo

Philipsburg Sint Maarten
Guests of this condo enjoy features like an outdoor pool, a gym, and laundry facilities. Friendly staff can provide concierge services, and also offer advice about sightseeing. This beach condo building also has barbecue grills.
ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH

ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH

Grand-Case Collectivité de Saint-Martin
This condo features a rooftop terrace, a terrace, and laundry facilities.
DEEP BLUE SEA at LaSiesta Ground Floor Oceanfront 1-bedroom condo in Simpson Bay

DEEP BLUE SEA at LaSiesta Ground Floor Oceanfront 1-bedroom condo in Simpson Bay

Simpson Bay
At this condo, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This beach condo building also has a garden.
Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant

Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant

Cupecoy
This condo features an indoor pool, an outdoor pool, and a gym. Other amenities at this beach condo building include a sauna, an arcade/game room, and laundry facilities.
The Penthouse at LaSiesta Stunning views in luxurious surroundings!

The Penthouse at LaSiesta Stunning views in luxurious surroundings!

Simpson Bay
At this condo, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
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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.

Hotel Options in Cole Bay

    Port de Plaisance Resort, Trademark Collection by Wyndham

    Port de Plaisance Resort, Trademark Collection by Wyndham

    155 Union Rd Cole Bay Sint Maarten
    $188 nightly
    The price is $198 total per night from Jan 11 to Jan 12
    $198 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    7.6/10 Good! (670 reviews)
    Carls Unique Inn

    Carls Unique Inn

    18 Orange Grove Rd Cole Bay
    $111 nightly
    The price is $115 total per night from Dec 29 to Dec 30
    $115 total
    Dec 29 - Dec 30
    Total with taxes and fees
    8.6/10 Excellent! (354 reviews)
    Diamond Gem Residence

    Diamond Gem Residence

    Peter John Rd Cole Bay Sint Maarten
    $101 nightly
    The price is $106 total per night from Dec 28 to Dec 29
    $106 total
    Dec 28 - Dec 29
    Total with taxes and fees
    9/10 Wonderful! (61 reviews)

Luxury Condos

Find luxury condos in Cole Bay
Get your vacation off to a fabulous start by booking a luxury condo in Cole Bay. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Cole Bay condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Cole Bay will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Cole Bay Condo Rentals essential information

Accommodation
377 Condo Rentals
Lowest Price
$106
Highest Price
$198
Popular accommodation
Tradewinds at Simpson Bay, 6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant, Anchor House - Direct Oceanfront - Luxury & Modern Style, Modern Penthouse with amazing view- Private Pool, Gorgeous Beachfront Ground Floor 2 Bedroom 2 Bath Condo, ON THE BEACH CONDO WITH PANORAMIC VIEW ON GRAND CASE BEACH , DEEP BLUE SEA at LaSiesta Ground Floor Oceanfront 1-bedroom condo in Simpson Bay, Luxury 3-Bedroom Condo at The Cliff - Beachfront Resort with Spa & Restaurant, The Penthouse at LaSiesta Stunning views in luxurious surroundings!