
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.

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Apt5 (2 bedrooms, terrace & sea view)
Spacious and breezy Duplex with 2 bedrooms and big a terrace with sea view. Located in Black Palm, an elegant residence of 6 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 4 guests: couples, families or friends looking for relaxation. -5 minutes’ walk from Indigo Beach -5 minutes’ drive from the nearest supermarket -Private parking on site -Concierge service available for any request.

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.

Sea Loft, Breathtaking View – Private Pool
* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 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.

Les Alysés - 2BR-private pool
Book your stay in the sun in this beautiful apartment located on the ground floor of a hacienda villa. The turquoise water pool and garden where you can enjoy your meals in the shade of Cycas will be entirely reserved for you. The furnished apartment in a carribé spirit offers you two bedrooms with TV and air conditioning, a bathroom with a large shower, a fully equipped kitchen and a spacious living room with a boxing bag and foosball.

Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay
Treat yourself to the stylish and modern ocean view apartment . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea view, climatized private pool, two master suites (one w/Japanes king bed and walking closet), the other with two double size beds (you can join them and make a king bed) and closet and a third room with daybed. All of them with their own bathroom and ocean view. Welcome!

CondoSTmaarten panoramic (Adults Only)
Condo st Maarten se trouve dans le lotissement calme et sécurisé de Indigo Bay. 8 miles ou 5km de l'aéroport de juliana. Idéalement situé entre la capitale hollandaise Phillipsburg avec sa magnifique baie bordée d’une longue plage de sable blanc, ses boutiques duty free, ses bateaux de croisières et Simpson Bay réputée pour la vie nocturne, ses casinos, restaurants et night clubs. Des supermarchés se trouvent à 5 minutes en voiture.

Love beach loft
New Chic Case experience with "Love beach loft" Truly exceptional feet in the water, with this loft-style apartment, anchored on the beach in the front line. contractual photos of the rental and the immediate environment. This apartment has 2 bedrooms, however, for your convenience, it is open to booking only for 2 people. Due to its immediate proximity to the sea this rental is not suitable for children.

Sea Lover - Las Brisas (Sea Lover)
We welcome you to this modern and luxurious condo in a secure residence. The Las Brisas residence (private marina and lagoon view) will allow you to relax during your stay. You'll have a pool, gym, and 24-hour security service to have a wonderful stay. Close to the most beautiful beaches of the island, shops, restaurants, casino, nautical or night entertainment, it is the ideal place...

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.
Popular amenities for Cole Bay rentals with a pool
House rentals with a pool

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Life's Good

Sunset View

New-Sunset Place Villa w Stunning Waterfront Views

SeaRenity Villa With Private Pool Indigo Bay

Paradise View, Creole house with private pool

LODGE Elegant Cocoon, Tropical Terrace, Sea View

Préstige - Luxurious 3 bedroom by the Beach
Apartment rentals with a pool

Royal Palm-5th floor-Amazing OceanViews-1 Bedroom

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

"SeaBird" studio, feet in the water on the beach

Beachfront Condo| Pool View + Private Beach Access

Brand New- Maho Condo Studio with Seaview and Pool

Large 2BR Condo - STEPS FROM BEACH!

Sint Maarten La Terrasse Maho
Other holiday rentals with a pool

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Studio COCO

New a Paradise on the beach!

Modern apartment with shared pool and generator

Brand new! - Slowlife - Enjoy Villa

Ocean Dream Villa

Studio - Simpson Bay Yacht Club

Luxury 3 bedrooms apartment
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 249 | € 249 | € 241 | € 249 | € 202 | € 220 | € 215 | € 188 | € 171 | € 163 | € 194 | € 221 |
| 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 € 26 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
370 of Cole Bay holiday rentals include wifi 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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