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Holiday Rentals in Little Bay

Find the holiday rentals that appeal to you the most

The best holiday rentals in Little Bay

Check out our pick of great holiday rentals in Little Bay

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Mullet Bay Suites - Your Luxury Stay Awaits

Cupecoy (Near Little Bay)

Set in Cupecoy, Mullet Bay Suites - Your Luxury Stay Awaits offers beachfront accommodation 100 metres from Mullet Bay Beach and provides various facilities, such as pool with a view, a fitness centre...

M
Milo
From
Saint Barthelemy
Amazing view, very nice apartment, walking distance to the most beautiful beach of Sint Maarten and close to good restaurants.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 168 reviews
Price from
US$217.80
1 night, 2 adults

condostmaarten by the sea -Adults Only-

Koolbaai (Near Little Bay)

Condostmaarten by the sea -Adults Only- is situated in Koolbaai and has a pool with a view and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

R
Rosetn88
From
Netherlands
We loved every moment, as soon as we entered the apartment we said 'wow'. Beautiful views, amazing views to wake up to each morning, also the views from the shower, the balcony. It was heaven. My partner and I felt very safe and relaxed here.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 129 reviews
Price from
US$403
1 night, 2 adults

Modern 3BR Home with Own Private Pool

Philipsburg (Near Little Bay)

Boasting air-conditioned accommodation with a private pool, garden view and a patio, Modern 3BR Home with Own Private Pool is set in Philipsburg.

L
Luana
From
United Kingdom
Great location and the host was super helpful and responsive, suggesting things to do and asking how our first night was. The property was very modern and somewhere we could stay for a long trip.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 32 reviews
Price from
US$361.20
1 night, 2 adults

Serenity Penthouse

Lowlands (Near Little Bay)

Set in Lowlands, Serenity Penthouse offers accommodation with rooftop pool, free WiFi and free private parking for guests who drive.

T
Tahfere
From
United States
The space was very clean , super spacious. Extremely relaxing ! Pool is heated view is amazing !
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$995
1 night, 2 adults

The Castle

Philipsburg (Near Little Bay)

A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.

K
KENNETH
From
Montserrat
One of the most relaxing and comfortable places I have stayed in St Maarten.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 109 reviews
Price from
US$120
1 night, 2 adults

Blue Sail Apartments

Simpson Bay (Near Little Bay)

Boasting pool with a view, garden and views of pool, Blue Sail Apartments is set in Simpson Bay, 700 metres from Kim Sha Beach. A hot tub and a car rental service are available for guests.

I
Isa
From
Netherlands
We thought there would be a catch, considering how cheap this place was compared to other apartments in St Maarten, but it was absolutely great! We spent 6 nights and traveled with a baby. They kindly put up a baby bed. The view from our balcony was gorgeous and we used the blender a lot to make ice coffees and smoothies with fresh fruits from the island. Since there are two pools we nearly always had a pool to ourselves and our baby daughter was living her absolute best life.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 769 reviews
Price from
US$69.30
1 night, 2 adults

The Aquila Villa

Philipsburg (Near Little Bay)

Situated in Philipsburg, 300 metres from Great Bay Beach and 2.8 km from Little Bay Beach, The Aquila Villa offers a casino and air conditioning.

m
mason
From
United States
We like the space, the view and privacy of the Villa. All facilities were excellent.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 90 reviews
Price from
US$91.91
1 night, 2 adults

The Black Palm

Philipsburg (Near Little Bay)

The Black Palm is located in Philipsburg and features a private pool and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

D
Dahlia
From
United States
The Black Palm is an exceptional property. The room was so well appointed and designed. Liz was AMAZING! She was so helpful, checking on us when we arrived from the airport and were delayed in traffic, and also when we traveled to other nearby islands, to make sure we were okay. She shared tons of local recommendations and made sure we had everything we needed. The view from the room was so beautiful and great to watch the sunset each night. The area is safe and had a security gate to enter. There is a lively restaurant and beach nearby. The area of Indigo Bay is very peaceful and quiet amidst the hustle and bustle of Saint Martin. I can’t say enough good things about this hotel and how beautiful the room was!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 75 reviews
Price from
US$368
1 night, 2 adults

Villa Cleavage

Simpson Bay (Near Little Bay)

Located in Simpson Bay and only 1.1 km from Kim Sha Beach, Villa Cleavage provides accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 16 reviews
Price from
US$115
1 night, 2 adults

Tradewinds Apartments Simpson Bay

Simpson Bay (Near Little Bay)

Tradewinds Apartments Simpson Bay is set in Simpson Bay and features a pool with a view and sea views. There is a private entrance at the apartment for the convenience of those who stay.

G
Greg
From
Germany
Property was excellent and very clean. Pepe Chileano was a great help. pool was awesome. Any question Pepe knows.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 165 reviews
All holiday rentals in Little Bay

Most booked holiday rentals in Little Bay and surroundings in the past month

See all

Popular with guests booking holiday rentals in Simpson Bay

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 202 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 109 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 302 reviews

Popular with guests booking holiday rentals in Koolbaai

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 117 reviews

Popular with guests booking holiday rentals in Koolbaai

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 129 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 40 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 53 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 90 reviews

Popular with guests booking holiday rentals in Philipsburg

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 32 reviews

Popular with guests booking holiday rentals in Oyster Pond

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 89 reviews

Enjoy breakfast in Little Bay and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 168 reviews

Set in Cupecoy, Mullet Bay Suites - Your Luxury Stay Awaits offers beachfront accommodation 100 metres from Mullet Bay Beach and provides various facilities, such as pool with a view, a fitness centre...

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 90 reviews

Situated in Philipsburg, 300 metres from Great Bay Beach and 2.8 km from Little Bay Beach, The Aquila Villa offers a casino and air conditioning.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 45 reviews

Maison Saint-Pierre2 is set in Philipsburg. This property offers access to a balcony, free private parking and free WiFi.

Ocean Shore

Philipsburg
Breakfast options
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 40 reviews

These beach-style apartments come with free Wi-Fi and parking and are situated only 100 metres from Point Blanche Bay in Phillipsburg. Ocean Shore apartments feature fully equipped kitchens.

Bay View condo

Philipsburg
Breakfast options
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 4 reviews

Set in Philipsburg and only 2.1 km from Great Bay Beach, Bay View condo offers accommodation with mountain views, free WiFi and free private parking.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, THE VILLAS ON GREAT BAY, Villa LAVINIA #9 is set in Philipsburg.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 23 reviews

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Villas on Great Bay VILLA FOXIE is located in Philipsburg.

Located in Guana Bay, 10 bed-rooms luxury BEACH VILLA provides accommodation with private pool, free WiFi and free private parking for guests who drive.

These holiday rentals in Little Bay and nearby have options with free cancellation

The Castle

Philipsburg
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 109 reviews

A recently renovated property, The Castle is set in Philipsburg near Great Bay Beach, Little Bay Beach.

From US$129.60 per night

Divine Rest

Philipsburg
Free cancellation options available
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 32 reviews

Situated in Philipsburg, within 1.9 km of Little Bay Beach, Divine Rest offers accommodation with air conditioning.

From US$82.62 per night
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 5 reviews

Boasting air-conditioned accommodation with a patio, Patmay Greenery. Fresh air, vacation get away. Is set in Saint-James. This property offers access to a balcony, free private parking and free WiFi.

Vacances entre mer et colline

Oyster Pond
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 34 reviews

Boasting a garden, Vacances entre mer et colline is set in Oyster Pond, within 2.3 km of Dawn Beach.

From US$150.31 per night

Blue Sail Apartments

Simpson Bay
Free cancellation options available
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 772 reviews

Boasting pool with a view, garden and views of pool, Blue Sail Apartments is set in Simpson Bay, 700 metres from Kim Sha Beach. A hot tub and a car rental service are available for guests.

From US$113.40 per night

Shamrock Orient Bay

Orient Bay
Free cancellation options available
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 198 reviews

Featuring an outdoor swimming pool and views of pool, Shamrock Orient Bay is a recently renovated apartment set in Orient Bay, less than 1 km from Orient Bay Beach.

Over The Hill Residence

Grand Case
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 170 reviews

Boasting a garden, a year-round outdoor pool and garden views, Over The Hill Residence is situated in Grand Case. The property features sea and mountain views, and is 1.5 km from Grand Case Beach.

From US$144.47 per night

C'RENITY VILLA

Cul de Sac
Free cancellation options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 51 reviews

Located in Cul de Sac and only 1.9 km from Orient Bay Beach, C'RENITY VILLA provides accommodation with mountain views, free WiFi and free private parking.

From US$289.06 per night

Holiday Rentals with swimming pools in Little Bay and nearby

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 75 reviews

The Black Palm is located in Philipsburg and features a private pool and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

From US$544.10 per night

Situated in Dawn Beach, 6 bed-rooms Villa at Dawn Beach Estate features accommodation with private pool, free WiFi and free private parking for guests who drive.

From US$1,080 per night

Ti Koala

Baie Nettle
Swimming pool
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 102 reviews

Set 60 metres from Nettle Bay Beach, Ti Koala offers a private beach area, pool with a view and air-conditioned accommodation with a balcony and free WiFi.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 139 reviews

These beautiful, modern studios are located beachfront in Orient Bay and offers sea views. Studio Orient Bay has free Wi-Fi and on-site parking.

Scored out of 10, guest rating 6.4
Pleasant - What previous guests thought, 14 reviews

Set in Cul de Sac, Easy Friendly SXM offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 2.4 km from Orient Bay Beach.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 129 reviews

Condostmaarten by the sea -Adults Only- is situated in Koolbaai and has a pool with a view and sea views. This beachfront property offers access to a balcony, free private parking and free WiFi.

From US$490 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

2.8 km from Little Bay Beach in Koolbaai, Blue Sanctuary provides accommodation with access to a hot tub, spa facilities and fitness centre.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 8 reviews

Featuring air-conditioned accommodation with a pool with a view, Moonstone, private room in Villa Casa Blue pool sea view is located in Koolbaai.

Highly rated holiday rentals in Little Bay and nearby

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 9 reviews

Featuring air-conditioned accommodation with a private pool, 1 bedroom apt with pool in Simpson Bay is set in Koolbaai. This property offers access to a terrace, free private parking and free WiFi.

From US$238.02 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 92 reviews

Boasting a garden, shared lounge and views of quiet street, Akunamatata Guest House Cul de Sac is situated in Cul de Sac, 2.4 km from Orient Bay Beach.

From US$54.92 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 74 reviews

Situated in Grand Case, just 90 metres from Grand Case Beach, Pierre's Place Grand-Case, a place to dream features beachfront accommodation with a private beach area and free WiFi.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 35 reviews

Located in Lower Princeʼs Quarter, Sky Blue Residence features accommodation with seating area. This property offers access to a terrace and free private parking.

Sea-Renity

Philipsburg
8.0+ review score
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 53 reviews

Situated in Philipsburg and only 1.2 km from Dawn Beach, Sea-Renity features accommodation with sea views, free WiFi and free private parking.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 26 reviews

Set in Philipsburg with Dawn Beach nearby, Cozy Studio Apartment in Quiet Neighborhood! provides accommodation with free private parking. The property has garden views.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 11 reviews

Featuring air-conditioned accommodation with a pool with a view, mountain view and a balcony, Aquamarine, private room in Villa Casa Blue pool sea view is set in Koolbaai.

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 6 reviews

Located in Oyster Pond, 600 metres from Coralita Beach, The View, Pool, Sea View, Oyster Pond Balconies provides air-conditioned accommodation with a balcony and free WiFi.