
Holiday rentals with a pool in Upper Prince's Quarter
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upper Prince's Quarter
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Upper Prince's Quarter rentals with a pool
House rentals with a pool

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Spacious 3BR with Private Cozy Pool

New-Sunset Place Villa w Stunning Waterfront Views

Luxury Bungalow with Amazing Seaview & Pool

The best view on the island!

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

2 Bedroom Ocean Front Villa, Private Infinity Pool

Paradise View, Creole house with private pool
Apartment rentals with a pool

Comfort & Charm - Premium Studio

Loft Condo - STEPS FROM BEACH!

Oceanfront w Pool | Maho Beach area

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

Beachfront Condo| Pool View + Private Beach Access

New studio with superb view of the Caribbean Sea

Seneca Condo

Sint Maarten La Terrasse Maho
Other holiday rentals with a pool

C342 - Glorious Lagoon View Apartment with Balcony

Villa Indigo Dream, Indigo Bay SXM

Beachfront apartment

Cozy Cabanita, in lush tropical garden with pool

Sea View Studio with Infinity Pool – Romantic Stay

CondoSTmaarten panoramic (Adults Only)

NEW heights of Orient Bay - Full unit 1BDR 4p

Sea view 3BR Spring Sea Villa w/ pool, St Maarten
Quick stats about holiday rentals with a pool in Upper Prince's Quarter
Total rentals
380 properties
Total number of reviews
2.5K reviews
Family-friendly rentals
300 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wifi availability
370 properties include access to wifi
Destinations to explore
- Rentals with a washing machine and dryer Upper Prince's Quarter
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- Villa rentals Upper Prince's Quarter
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- House rentals Upper Prince's Quarter
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- Apartment rentals Upper Prince's Quarter
- Rentals with pools Sint Maarten