
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.

Luxury Villa Turquoise Heaven in Pelican Key
Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

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.

PARADISE ONE TO LAS BRISAS
A proximité de l'aéroport international de JULIANA [10 min], nous vous proposons un appartement de luxe, dans une très belle résidence sécurisée, en bord de lagon, avec une piscine et un jardin PRIVE, qu'une magnifique vue sur les yatchs durant la haute saison. Pour les sorties nocturnes, vous serez idéalement situés, non loin de Simpson Bay, avec de nombreux restaurants, casinos, boites de nuit ect... Possibilité de faire de footing, qui est une attraction incontournable de l'île.

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.

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, 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!

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

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.

C344 - Lagoon view with balcony
C344 is a stylish 1-bedroom apartment at The Hills Residence, offering a peaceful lagoon view from a private balcony. Perfect for a relaxing getaway, it features a modern kitchen, cozy living area, and all the comforts of home. Guests can enjoy the shared pool, secure parking, and 24/7 security. Located just minutes from the beach, dining, and shopping, it’s the ideal base for exploring Sint Maarten.

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

Life's Good

Pelican key - BEACH FRONT Villa

Spacious 3BR with Private Cozy Pool

Key West - Elegant house with private pool

SeaRenity Villa With Private Pool Indigo Bay

Luxury Bungalow with Amazing Seaview & Pool

Pelican Pearl Villa with Pool and Generator

Blu Azur : Your Dream Villa on the Lagoon
Apartment rentals with a pool

"Seaduction" 2 bedroom apartment Nettle Bay

Oceanfront w Pool | Maho Beach area

Villa Belharra, amazing view

Popular Beachfront Property Barefoot /Simpson bay

"Coco Beach" 2 bedrooms beachfront

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

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

cosy apartment
Other holiday rentals with a pool

"Black Pearl"

magnificent Orient Bay sea view apartment

Pelican Sea View 1bdrm Maison Mazu

Infinity Ocean Edge - Luxury Oceanfront Penthouse

EXQUISITE 5-STAR BEACHFRONT VILLA

Villa Tibo

Royal Palm-1st floor-walk right out to the beach

Love beach loft
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £214 | £214 | £207 | £214 | £174 | £189 | £185 | £161 | £147 | £140 | £166 | £190 |
| 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 350 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 3,990 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
150 properties have a dedicated workspace

Wifi availability
340 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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