
House holiday rentals in Cole Bay
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Top-rated house rentals in Cole Bay
Guests agree: these houses are highly rated for location, cleanliness and more.

Casa Bisani,2BR 2.5BH Townhouse in Cupecoy Estates
Amazing Lagoon Views & Island Comfort at Villa Casa Bisani B-7 Cupecoy Estate Welcome to your dream getaway just walking distance from the shores of the famous Cupecoy Beach and just minutes away from the famous Mullet Bay Beach where white sands, turquoise waters, and unforgettable sunsets awaits you. This spacious & stylish 2-br, 2.5-bath Vacation retreat is designed for ultimate comfort, whether you're traveling as a couple, family, or on a work-leisure blend your Cupecoy escapes awaits you.

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps
Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

Villa Kansha • Tranquil 3-BDR Island Escape
Designed to restore, Kansha is a 3-room, 3-bath retreat blending island warmth with minimalist calm. Just minutes from beaches, dining, & attractions, it offers a peaceful escape for rejuvenation & reconnection. Its open & spacious layout connects indoor & outdoor spaces. Meditate in the Zen Den, unwind in lush gardens, or soak in the hot tub. “Kansha”, meaning gratitude, captures the essence of this home. Here, peace isn’t something you search for; it’s something you return to with gratitude.

Teresa’s Ocean Paradise
St. Maarten’s best kept secret with breathtaking ocean views from every room! Step into Teresa’s Ocean Paradise where you’ll wake up to panoramic views of turquoise water. Nestled in a private gated community with a communal pool overlooking the ocean, fully equipped kitchen, and two king bedrooms – each with private bathrooms. Perfectly located to enjoy the best of the Dutch and French side’s beaches and restaurants. A one-of-a-kind property to make your vacation an unforgettable retreat.

The beachcomber
Welcome to your perfect island retreat! Located in the heart of Beacon Hill, this cozy unit offers the ideal home base for exploring all that Sint Maarten has to offer. Just steps away from the island’s top attractions, you'll be within walking distance to: Maho Beach, Casinos,Restaurants & Bars. This unit is perfect for couples or solo travelers. Don’t miss out on the best location on the island – book your stay in Beacon Hill today and live like a local just steps from the action!

New-Sunset Place Villa w Stunning Waterfront Views
Sunset Place is a lovely waterfront villa located within the exclusive gated beachfront community of Pelican Cove on St. Maarten’s beautiful Coast. The villa is on one level, fully air-conditioned includes a comfortable living/dining room, open kitchen and generator. 3 bedrooms, 3 bathrooms, swimming pool on the sea with spectacular views of the sunset. Quality designer furniture - 10 minutes from the airport - Supermarkets - Casinos - Clubs - Bars - Restaurants 5 minutes away..

Aman Oceanview
The Aman Oceanview is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Life's Good
Located in the only planned community in Sint Maarten in the beautiful and gated “Indigo Bay”. The whole villa to yourself and just 10 minutes from the airport. Villa "Life’s Good" with infinity pool is located on the mountainside with a 180 degree view of the sea and view of the Islands, Saba, St Kitts & Nevis and Sint Eustatius.. A spectacle of breathtaking sunrises and sunsets. Just a 3 minute drive from the villa: are beaches, restaurants and all amenities.

AnnetsBB, ComfyBed, Gated, Garden, Parking, Washer
🧺 Washing machine | 🛏️ King-size bed | 🌿 Nice little garden A quiet, clean, and very safe 1-bedroom apartment in Cole Bay. Guests often mention how peaceful and comfortable it is, especially enjoying their morning coffee in the little garden full of palm trees ☕. You’ll sleep great on the custom king-size bed I built myself with a high-quality Ashley mattress. A good bed is the most important thing in any home, something my mother taught me early on 💛.

La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

THE HILL HOUSE, 2 Bdr, pool, panoramic view
Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

Modern 2-Bed Hilltop Apartment- Loma Vista
Escape to Loma Vista, a peaceful hilltop retreat just 5 minutes from Philipsburg and the beach. This spacious two-bedroom, two-bathroom home features a fully equipped kitchen, a bright living room and a large porch with stunning view. Tucked away in a quiet setting, it's the perfect spot to relax while staying close to everything the Island has to offer. The road leading to the apartment is a bit bumpy, but is definitely a safe drive up.
Popular amenities for house rentals in Cole Bay
House rentals with a pool

Villa Coco • 3BR waterfront with kayaks, Wi-Fi, AC

Villa close to the beach

Townhouse Villa LX

Slowlife - Villa Wellness 4 beds

Water access, snorkeling gear & kayaks

Villa Allamanda a Indigo Bay

Kanoa - Luxury 3 bedroom with backup generator

Villa Monchal, 1-minute walk to the beach
Weekly house rentals

Spacious 3 Bedroom 2 Bathroom Marigot Home

Slowlife! Blooming Villa! Your ideal vacation home

Maison Ti Case, private pool, near Pinel Island

3-Bedroom Home In Philipsburg, Near the Beach

"La Vue SXM" Paradise "Villa Rosa" 5 bedroom rate

Modern artist's villa

MAHI-MAHI Logde, private pool, Orient Bay

Ocean
Private house rentals

Sunrise Over St. Barths

Sunset View

Newly Renovated 2 Bedroom Villa

Villa Saba, dream vacation between the sea and the mountains

Atypik Villa

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Palm Paradise - Tropical Villa in Oyster Pond

Villa Colombe, Orient Bay
Quick stats about house rentals in Cole Bay

Total holiday rentals
Explore 30 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Cole Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cole Bay rentals

4.9 Average rating
Cole Bay stays are highly rated by guests – averaging 4.9 out of 5!
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