
House holiday rentals in San Juan
Find and book unique houses on Airbnb
Quick stats about house rentals in San Juan

Total holiday rentals
Explore 30 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Juan rentals

4.7 Average rating
San Juan stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in San Juan
Guests agree: these houses are highly rated for location, cleanliness and more.

Luxurious Oasis 3Br. Villa with Private Pool
Luxurious villa with private pool and beautifully sculpted gardens, offering privacy and relaxed elegance. The master bedroom and spacious living room both open directly onto the pool deck, perfect for seamless indoor-outdoor living. Fully air-conditioned, modern 3-bedroom home is exceptionally spacious and includes parking for up to four cars. Ideally located on Trinidad’s Gold Coast Minutes from The Falls Mall, supermarkets, pharmacy, and walking distance to Park & Trinidad Yacht Club.

Moka Villas!
This lovely house only minutes from the airport. Close to the Trincity Mall, East Gate Mall, Starbucks, Restaurants, Bakery, Transportation and just minutes to Port Of Spain. This peaceful retreat features 2 cozy bedrooms with queen beds, a modern bathroom with a refreshing shower, and convenient amenities like Private Parking, Fenced Yard, WiFi, TV, AC, Microwave, Coffee Maker, Dishwasher, Washer and Dryer, Hot Water and more. Guests can relax indoors as well as in the covered outdoor area.

Toucan Cottage - Off-grid 2 bed 2.5 bath house
Escape to your perfect off-grid mountain getaway! This 2-bedroom, 2.5-bath house offers stunning ocean views and a perfect blend of luxury and sustainability. Enjoy bird watching from the deck area, and access to a beautiful beach via 4x4 vehicle or a scenic hike. Ideal for nature lovers and adventurers alike or families looking for a peaceful haven 4x4 or AWD vehicle is needed to access house OR vehicle can park by entrance gate and someone can be hired to take you down to house and back up

Cheerful 2-bedroom home with a private pool.
This exclusive location is conveniently situated near all amenities, simplifying your trip planning. Situated in a secure gated community in Chaguanas, Trinidad, it features a private backyard pool. Just a one-minute drive from the highway and a mere two-minute drive from the primary shopping districts of Heartland Plaza and Price Plaza and downtown Chaguanas. Moreover, it is just a 30-minute drive from the capital, Port of Spain, and only 20 minutes from the Piarco International Airport.

Free Airport Transfers Divine Source 1: Entire Apt
More than a stay—enjoy an authentic Trinidad experience with Free airport transfers, local food, island tours, and personal guidance. Hosts up to 10 guests 5 mins from Piarco Airport. Features 3 bedrooms (2 with AC) with queen, double, bunk beds, and a futon. Includes 24/7 self-check-in & fast Wi-Fi. Tours from $65 USD (1–2 guests), optional taxi, and meals. Walk to transit and eateries; easy access to Port of Spain. Perfect for layovers, families, large groups, and business.

Pierre Point: Hilltop retreat, breathtaking views!
30 mins from the Airport; 25 minutes from Maracas Beach; 10 mins from the capital, Port-of-Spain. Welcome to your peaceful retreat set above the surrounding area. The home is reached via a short, and for some, slightly steep incline that levels off at the top. You will be rewarded with enhanced privacy, refreshing breezes, and sweeping vistas! Whether you're planning a romantic escape, or a productive remote work stay, this space is designed to make you feel right at home.

Modern container home in scenic Blanchisseuse
Moonrise is a one-of-a-kind, hillside AirBnB retreat in Blanchisseuse, designed and curated by Trinidadian Artist and Entrepreneur Kevin Allister Garcia. Built using two repurposed marine containers, Moonrise offers 3 bedrooms, 2 baths, AC, WiFi, above-ground pool, and sweeping sea views from every balcony and the rooftop deck. Minutes from north coast beaches, waterfalls, hiking trails, and fishing adventures, Moonrise blends modern comfort with wild coastal beauty.

The Oasis- luxury in prime location, hot tub & gym
A beautiful escape in Poolside, St Joseph awaits. Just 20 mins away from POS and from Airport (no traffic), this lovely 3-bedroom, 2-bathroom bungalow sits in a quiet residential area offering the perfect blend of comfort and convenience! 💪 Stay on track with your wellness routine in your private gym. 💆♀️😌 Relax and unwind in your private hot tub or book a massage. 👨👩👦👦👶🏻Families: Request a travel car seat, pack and play, or toys for the little ones!

The Outskirts Inn
Welcome to our cozy nook, centrally-located just 5 minutes away from the Queen's Park Savannah and 10 minutes from Downtown Port of Spain. You'll be close enough to all amenities including supermarkets, restaurants and bars. If you're outdoorsy you won't be disappointed, as there are ample green spaces in the vicinity which can be explored on foot. The convenience of this location is complemented by the peacefulness. Transport is also readily available.

Vista Stays ...Alluring Ambrosia near to Airport
Alluring Ambrosia Adobe... is a three bedroom three bath private home nestled in a gated community. That is 10 min drive from Piarco International Airport and within 10 min walk to major Entertainment and Shopping facility as well as transportation hub. There are also lots of dining options. For those who are into sports there is a golf course nearby and a sports arena in the vicinity. This property offers security, accessibility and relaxation.

The "Dous" Modern Apartment
Forget your worries in this spacious and serene space. Discover “Dous” apartment. Dous means calm/quiet/ gently in French patois. This perfectly describes our private and secluded newly renovated haven. The apartment is in a peaceful, safe residential area. It is a 10-minute walk from a bustling main road where you can find supermarkets, fast food and convenience stores. It is 20 to 25 minutes from the capital and 25 mins by car from Maracas Bay.

The Haven - Studio near Airport
Enjoy a comfortable experience at this centrally-located condo. Just 8 mins from the airport, Trincity Mall and other shopping centres; and just 25 mins from the city of Port of Spain. Great for business trips and couple/friends retreat Relax in our Luxury Master Bedroom with Spa Designed Bath, or have your favourite drink while reading a book in our chic living space. Also contains Wi-Fi, High-End Appliances, Security Cameras. No-Smoking.
Popular amenities for house rentals in San Juan
House rentals with a pool

Point Manor

Celebré Manor/ Your Event & Stay Escape

Spacious Villa in Prestigious Valsayn North

The Relaxant

Oasis in Port of Spain with private pool

Ankara Hill

Pandora's Zen

Breathtaking views
Weekly house rentals

Gated community, 12mi to PoS

Quaint and Cozy 3-bedroom House

Central Haven

Modern 3 bedroom retreat, 7 mins from airport

Comfort on a Budget, Newtown, POS

Hilltop Haven

Villas @ Crown Park

Private 2-Suite Home Near Airport | Kitchen + AC
Private house rentals

Stylish 3Bdr Home Residential Area (w/green space)

Maracas Luxury Suite # 1.

Spacious Stay & Spa On D' Avenue

3 BR Home with Private Jacuzzi

Nanan’s Sanctuary Ranch- 3 bed 2.5 bath

Your home away from home....

Stylish 3BR Retreat Centrally Located in St. James

San Juan House of Grace
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