
Holiday rentals with a pool in Cole Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cole Bay
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

cosy apartment
Profitez d'un logement élégant et central. Proche de la capital (Marigot) avec des commerces et des restaurants a 10 minutes a pied, un accès piscine et plage privé, le marche de marigot est proche avec son poisson Frais tout les mercredi et samedi matin. Nous attirons l’attention des voyageurs sur le fait que les conditions météo propres aux antilles peuvent amener des coupures temporaires de la distribution de l’électricité et de l’eau. Nous précisons que ces désagréments son peu fréquents

The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

Luxurious Hidden Pearl - Private Pool
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private salt water pool and relax on the deck on the lounge chairs and comfortable seating area's. The outdoor space is beautifully set up and we offer a bbq if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

Sunny Outlook - 1-bdr condo - Beachfront Residence
✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Secret View amazing apartment- Private pool
Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

Stunning Sea View – 1min Walk to the Beach & pool
Wake up to the endless blue of the Caribbean from your private terrace with breathtaking sea views. This beachfront apartment in Baie Nettle combines comfort, elegance, and serenity. Direct beach access, 4 pools, 2 tennis courts, Wi-Fi, A/C, and fully equipped kitchen. Ideally located between the French and Dutch sides, near top beaches and restaurants. A perfect escape for couples, remote workers, or anyone seeking peace.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Royal Palm Hilton SXM
This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.

Independent apartment at the bottom of the villa – Indigo Bay
The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

VILLA JADE 2: WATERFRONT SUITE/POOL
VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Pelican key - BEACH FRONT Villa

Slowlife! Blooming Villa! Freshly Renovated

Blue Palm Estate Townhouse w/ Ocean View

Modern Bungalow with Stunning Seaview & Pool

The Beach House

Beautiful villa with private swimming pool.

2 Bedroom Ocean Front Villa, Private Infinity Pool

Paradise View, Creole house with private pool
Condo rentals with a pool

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

Beachfront Escape with Pool & Stunning Sunsets

NEW! Orient Bay's best view 2 bedrooms 2 bathrooms

Large 2BR Condo - STEPS FROM BEACH!

Saint Maarten La Terrasse Maho

Studio on the water in the Simpson Bay Yacht Club

Blue vista - Paradise in nettle Bay-1BR Queen Size
Other holiday rentals with a pool

Studio 9 Alamanda Resort

Life's Good

Beachfront Orient bay sea view condo 1 BR 4p

Studio - Simpson Bay Yacht Club

Alamanda - Orient bay - Apartment Oceanview

A-504 Cozy unit facing the golf course

Seaside : very cosy condo for 4

Sunshine Apartment right on the beach
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $411 AUD | $411 AUD | $397 AUD | $411 AUD | $333 AUD | $363 AUD | $354 AUD | $309 AUD | $282 AUD | $325 AUD | $356 AUD | $412 AUD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about holiday rentals with a pool in Cole Bay

Total holiday rentals
Explore 380 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 4,180 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
370 of Cole Bay holiday rentals include Wi-Fi access

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

4.8 Average rating
Cole Bay stays are highly rated by guests—averaging 4.8 out of 5!
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