
Vacation 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.

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 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.

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Welcome to Villa Solandra, a western facing ocean front luxury 3BR/3BA home with a private pool in Indigo Bay. Enjoy romantic & epic sunsets, this cliffside escape blends indoor-outdoor living with sweeping Sea & Bay views, two large oceanfront balconies, and designer interiors. Enjoy a chef inspired kitchen, luxury king suites w/ ensuite baths, private garden just minutes from beaches, dining, Simpson Bay and Maho’s iconic plane spotting. Perfect for families, friends, or romantic getaways.

Infinite Blue – Elegant Villa & Turquoise Views
Infinite Blue is an elegant 3-bedroom, comfortable villa with the perfect relaxing atmosphere. The kitchen is fully equipped, and all social areas are comfortable spaces, with a nice design and excellent ocean views. The terrace area has a spacious dining room (area), Inf. pool, outside BBQ, outside shower, and a jacuzzi 37 to 39 C degrees depending on the weather. For couples or families. The community location is great and safe! It is close to the main sites of interest.

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.

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.

Ocean Dream Villa
Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

C352 - Top view with balcony
C352 is a modern 1-bedroom apartment located on an upper floor at The Hills Residence, offering stunning panoramic views from your private balcony. This bright and comfortable unit features a fully equipped kitchen, cozy living area, and elegant design—ideal for a relaxing Caribbean escape. Enjoy access to a shared pool, secure parking, and a prime location near beaches, dining, and entertainment.

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

Life's Good

Key West - Elegant house with private pool

Luxury Bungalow with Amazing Seaview & Pool

Private 3bdr ocean view villa in Almond Grove

Blu Azur : Your Dream Villa on the Lagoon

Ocean view villa at Dawn beach

Modern 3BR with Private Pool

Villa Pandora
Condo rentals with a pool

Loft Condo - STEPS FROM BEACH!

"Seaduction" 2 bedroom apartment Nettle Bay

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

Popular Beachfront Property Barefoot /Simpson bay

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

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

cosy apartment
Other vacation rentals with a pool

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

magnificent Orient Bay sea view apartment

Pelican Sea View 1bdrm Maison Mazu

Modern Bungalow With Pool - 3 Min Walk To Beach

Indigo Bay Villa Poolside - Ocean 14

EXQUISITE 5-STAR BEACHFRONT VILLA

Cozy condo in Blue Pelican

Villa Tibo
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,065 | ﺩ.ﺇ1,065 | ﺩ.ﺇ1,028 | ﺩ.ﺇ1,065 | ﺩ.ﺇ863 | ﺩ.ﺇ940 | ﺩ.ﺇ918 | ﺩ.ﺇ801 | ﺩ.ﺇ731 | ﺩ.ﺇ698 | ﺩ.ﺇ826 | ﺩ.ﺇ944 |
| 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 vacation rentals with a pool in Cole Bay

Total vacation rentals
Explore 350 vacation rentals in Cole Bay

Nightly prices starting at
Cole Bay vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 3,990 verified reviews to help you choose

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
340 of Cole Bay vacation 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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