
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.

Oceanfront w Pool | Maho Beach area
Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

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 Nautica
Explore the beautiful island of St.Maarten while you reside in a gated community that offers you peace of mind and comfort. This one- bedroom unit is ideal for solo adventurers, couples, business travelers, and students. Just 10 minutes away from the Princess Julianna International Airport and 3 minutes drive from all the buzz and entertainment enjoyed at Simpson Bay. Within the vicinity, you can find grocery stores, restaurants, night life, pharmacy, bars, and more for your convenience.

B254 - Cozy Apartment in Simpson Bay
Bienvenue dans ce magnifique appartement d'une chambre avec balcon à The Hills Residence à Simpson Bay, Sint-Maarten ! Niché au 5e étage, il offre une vue imprenable sur le lagon. Dès votre entrée, vous découvrirez un appartement chaleureux et soigneusement conçu pour vous offrir confort et commodité. L'espace de vie, décoré avec goût et doté d'un mobilier moderne, crée une ambiance élégante et contemporaine. Réservez dès maintenant pour une expérience exceptionnelle à Sint-Maarten !

Sint Maarten La Terrasse Maho
It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Maho Love Nest: Unwind by the Rooftop Pool&Hot Tub
This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance. If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available for you to indulge.

THE HILL HOUSE, 2 Bdr, pool, panoramique vue
Hébergement avec piscine privée et vue à couper le souffle Offrez-vous une parenthèse de rêve dans cette maison élégante, nichée dans le quartier sécurisé Almond Grove Estate. Profitez de 2 chambres climatisées, d’un salon lumineux, d’une cuisine équipée, et surtout d’un espace extérieur idyllique avec piscine et vue panoramique sur Simpson Bay. À seulement 5 min de Marigot, 10 min de l’aéroport et 15 min des plages, c’est l’adresse parfaite pour un séjour inoubliable !

Secret View amazing apartment- Private pool
Welcome to Secret View, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

Appartement indépendant bas de villa - Indigo Bay
L'appartement de la Villa Stella vous accueille dans un cadre unique avec une vue spectaculaire sur la mer des Caraïbes. Située dans une résidence sécurisée 24h/24, la tranquillité est au rendez-vous. Vous serez à seulement 8 min à pied de la plage d'Indigo Bay et proche des commerces et restaurants de la partie néerlandaise. Composée de 2 chambres et de 2 salles de bain, vous pourrez vous détendre dans la piscine/jacuzzi surplombant la baie .

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

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 !
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

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

New-Sunset Place Villa w Stunning Waterfront Views

2 Bedroom Ocean Front Villa, Private Infinity Pool

Préstige - Luxurious 3 bedroom by the Beach

Teresa’s Ocean Paradise

"Sweet Home on the Beach"
Condo rentals with a pool

Les pieds dans l'eau, ELBA magnifique ! 2 à 4 Pers

Villa Belharra, amazing view

Studio Baie Nettlé le Lagoon

Studio «SeaBird» les pieds dans l’eau sur la plage

Sea Lover - Las Brisas

PARADISE ONE TO LAS BRISAS

Brand New- Maho Condo Studio with Seaview and Pool

Large 2BR Condo - STEPS FROM BEACH!
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

Maho Vibes Condo

Sea View Studio with Infinity Pool – Romantic Stay

Havya Cozy Stays

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

Reve Caraibes sur l'eau
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 251 | € 251 | € 243 | € 251 | € 204 | € 222 | € 217 | € 189 | € 173 | € 165 | € 195 | € 223 |
| 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 € 26 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!
Destinations to explore
- San Juan Vacation rentals
- Carolina Vacation rentals
- Sainte-Anne Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- St. Croix Vacation rentals
- Fort-de-France Vacation rentals
- Basse-Terre Island Vacation rentals
- Tortola Vacation rentals
- Le Gosier Vacation rentals
- Aguadilla Vacation rentals
- Rincón Vacation rentals
- Rentals with outdoor seating Cole Bay
- Rentals with a washer and dryer Cole Bay
- Rentals with breakfast Cole Bay
- Villa rentals Cole Bay
- Family-friendly rentals Cole Bay
- Fitness-friendly rentals Cole Bay
- Rentals with a hot tub Cole Bay
- Smoking-friendly rentals Cole Bay
- Rentals with a patio Cole Bay
- Beachfront rentals Cole Bay
- Serviced apartment rentals Cole Bay
- Rentals with beach access Cole Bay
- Pet-friendly rentals Cole Bay
- Waterfront rentals Cole Bay
- Apartment rentals Cole Bay
- Condo rentals Cole Bay
- House rentals Cole Bay
- Rentals with pools Sint Maarten




