
Holiday rentals with a pool in Little Bay
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Little Bay

Total holiday rentals
Explore 110 holiday rentals in Little Bay

Nightly prices starting at
Little Bay holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 3,120 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Little Bay holiday rentals include wifi access

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

4.9 Average rating
Little Bay stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Little Bay
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

2 Bedroom Ocean Front Villa, Private Infinity Pool
Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Delight (Apt4) - Amazing Sea View # 1 bedroom
Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 7 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 2 guests: couples 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.

Ocean View Villa Little Bay
🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

CONDOstmaarten panoramic (Adults Only)
Discover an exceptional panoramic beachfront apartment overlooking Indigo Bay Beach, located in a private, peaceful residence. You will love the panoramic bedroom with its breathtaking ocean view right from your bed. From your private terrace, enjoy stunning views of the ocean, cruise ships heading to the port, and magnificent Caribbean sunsets. Ideally located between Philipsburg, and the vibrant nightlife of Simpson Bay, the property offers a prime location just 5 miles from SXM airport

CONDOSTmaarten by the sea (Adults Only)
Discover an exceptional panoramic beachfront apartment overlooking Indigo Bay Beach, located in a private, peaceful residence. You will love the panoramic bedroom with its breathtaking ocean view right from your bed. From your private terrace, enjoy stunning views of the ocean, cruise ships heading to the port, and magnificent Caribbean sunsets. Ideally located between Philipsburg, and the vibrant nightlife of Simpson Bay, the property offers a prime location just 3 miles from SXM airport

Aman_Aria
This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

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

Beach-Private Pool-2 Master King Bedrooms
Get away from your everyday stress and let the breathtaking views of the Caribbean Sea wash it all away as you enjoy the incomparable blue hues of the sea. Unwind in two sublime master suites, each boasting an inviting king-size bed and private bathrooms where you can melt away your worries like never before. Slip into total relaxation with every dip in a heated pool within a breathtaking courtyard—all at your own leisure!

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.

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 !

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.

Your oasis w/ocean view, private pool&hiking track
Long idelness by the infinity pool. Two bedrooms each with their own bathrooms. A few minutes from the beach, shops and nightlife and yet in a quiet, secluded and safe district. The guests has the entire unit with a private pool, a pool deck for sunbathing and a wide porch including a seating and a dining place. The house has a private gated parking.
Popular amenities for Little Bay rentals with a pool
House rentals with a pool

Fleur De Lis, Private POOL, 2 bed. 2 bath

Sunrise Over St. Barths

The Beach House

SeaRenity Villa With Private Pool Indigo Bay

Stunning Panoramic Views Of The Ocean & St Barth!

Prestigious Villa with Breathtaking Ocean View

The best view on the island!

Pelican Pearl Villa with Pool and Generator
Apartment rentals with a pool

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

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

Paradise Getaway With Best View of SXM!

Little Bay Condo with Private Pool

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach

cosy apartment

Luxury Little Bay- Caribbean Blue

Beach front luxury! Huge 2BR that has it all! 😍🤩😍
Other holiday rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Life's Good

Villa Kyanéa | Ocean View in St. Barth · Private Pool

Brand new! - Slowlife - Enjoy Villa

Ocean Breeze A

Villa Marant - Elegant Luxury Caribbean Escape

Belair Villa Sea Breeze

Villa Blue Roc
When is the best time to visit Little Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $712 SGD | $735 SGD | $656 SGD | $564 SGD | $550 SGD | $518 SGD | $527 SGD | $505 SGD | $470 SGD | $511 SGD | $550 SGD | $711 SGD |
| 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 |
Destinations to explore
- Rentals with beach access Little Bay
- Villa rentals Little Bay
- Serviced apartment rentals Little Bay
- Pet-friendly rentals Little Bay
- Fitness-friendly rentals Little Bay
- Family-friendly rentals Little Bay
- Waterfront rentals Little Bay
- Luxury rentals Little Bay
- Rentals with outdoor seating Little Bay
- Rentals with a washing machine and dryer Little Bay
- Beachfront rentals Little Bay
- Rentals with a patio Little Bay
- Flat rentals Little Bay
- House rentals Little Bay
- Rentals with pools Sint Maarten





