
Apartment holiday rentals in Diego Martin
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Top-rated apartment rentals in Diego Martin
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Paramin Sky Suite
A luxurious observatory for experiencing nature like never before Unwind in a lush, king sized bed overlooking the Caribbean Sea & forest canopy. Have a glass of wine at sunset on a private, panoramic rooftop. Live fully in a unique space where a Japanese couch faces a freestanding tub with the backdrop of a tree & endless ocean.Explore Paramin & fall in love with its people & culture Whether for remote work, a romantic get away, creative inspiration, or lazy days, Paramin Sky welcomes you!
LocationFamilyQuiet
5.0 out of 5 average rating, 116 reviews
Savannah Bliss
Welcome to Savannah Bliss, your tranquil retreat only steps away from the iconic Queen’s Park Savannah. This modern 2-bedroom apartment offers cozy furnishings, a fully equipped kitchen, and plush beds with premium linens for a restful stay. Perfect for families, couples, or small groups, it’s conveniently located near top attractions, restaurants and nightlife. Whether visiting for Carnival, business, or leisure, Savannah Bliss provides the perfect base to relax and create lasting memories.
LocationFamilyKitchen
4.96 out of 5 average rating, 57 reviews
petit trou | Bayshore | Seaview 2 bedroom apt
Aircon'd first floor apt on gated compound with 2 bedrooms (4pers max) and full bath. Relax on a breezy patio hammock with a view of the sea. 2 min walk to Massy supermarket, pharmacy, restaurants, bakery/coffee shop, taxis. Easy access to all the marinas, mall, 40 mins from the airport and a mere 10 mins ride away from the heart of Port of Spain. A dedicated parking spot for your car. WiFi and 2 smart TVs full of content. Internal washer/dryer. Fix the boat by day. Sleep properly at night.
ValueFamilyWalkability
4.84 out of 5 average rating, 37 reviews
Warm 1-Bedroom Annexe Woodbrook
Hamilton House has a warm and cosy annexe attached to the back of the main house with limited natural light. Sufficiently decorated 1-bedroom in Woodbrook ideally suited for the lone traveller or up to 2 persons. Comes with all the amenities close to significant conveniences (walking distances) such as parks, pharmacies, restaurants, supermarkets, bars, cinemas, public/private health institutions, embassies & more. It is located on a short, quiet street but can get noisy on the weekends.
ValueFamilyAccuracy
4.91 out of 5 average rating, 139 reviews
Stylish Urban Oasis, Woodbrook (Corner House)
Newly renovated and modern, this centrally located ground floor space is the perfect base for anyone who wants to work or play in Port of Spain — it's steps away from the oldest bar in town, a block away from nightlife on Ariapita Avenue, and a short walk away from cricket, coffee shops, pharmacies, food, and a grocery. There's lots of greenery, and secure parking for two cars. This is an owner-occupied property, but you'll be in a private unit with a separate entrance and outdoor space.
FamilyLocationLong stay
5.0 out of 5 average rating, 34 reviews
Graceful 1BR Suite • Cozy • Safe • Relaxation
✨ About This Space✨ Step into your private city-view retreat at One Woodbrook Place — in the heart of the Capital, Port of Spain. Ideal for business travellers, consultants, couples, and extended-stay guests, this 1-bedroom, 1-bath condo blends comfort, peace of mind, security, and a prime location. Enjoy calming balcony views, Wi-Fi, modern amenities, and 24/7 secure parking — just moments from dining, nightlife, cultural events, and Ariapita Avenue. Your home away from home awaits.
ValueLocationCondition
4.78 out of 5 average rating, 77 reviews
Studio near Queen’s Park Savannah | AC + Parking
Enjoy a spacious, private studio just a short walk from Queen’s Park Savannah and close to central Port of Spain. The studio has its own entrance, private bathroom, kitchenette, air conditioning, fast Wi-Fi, dedicated workspace, and TV with Netflix. Self check-in makes arrival simple, and gated parking is available for one vehicle. Leslie and Crystal are local hosts who are happy to share recommendations for Trinidadian food, Carnival, transportation, and places to explore.
ValueLocationCheck-in
4.95 out of 5 average rating, 119 reviews
Contemporary Petit Valley Apt
Home Away From Home. Convenient, Contemporary & Comfortable, 3 bedroom, 2 bath apartment located 3 kms from the city of Port of Spain in picturesque Petit Valley. This spacious apt has all the comforts of home and is a perfect choice if you are visiting for business or pleasure. It's close to amenities and approx 10-15 mins to the Savannah and National Stadium, 40 mins to Maracas Bay and 45 mins to the Piarco Intl Airport. Easy access to public transport.
ValueFamilyCondition
4.98 out of 5 average rating, 40 reviews
Modern Ocean & City View Apartment with Balcony
Welcome to your stylish hillside retreat, a bright and modern apartment designed for guests who want comfort, calm and a beautiful view from the moment they walk in. The space opens into a warm, neutral-toned living area with a large cream sofa, natural wood furniture, soft lighting and carefully selected décor that gives the apartment a clean, relaxed, premium feel.
LocationTVAccuracy
5.0 out of 5 average rating, 11 reviews
Cloud 9 Penthouse apartment
Welcome to Cloud 9 – Your Luxury Escape! Stay just one minute from Queen’s Park Savannah in this stylish penthouse. Enjoy secure parking, key code lobby access, and an elevator for a seamless experience. Whether for business, leisure, or Carnival, this prime location puts you in the heart of it all. Book now and experience elevated comfort!
LocationNearbyDecor
5.0 out of 5 average rating, 17 reviews
#2 Stylish Centrally Located Apartment
Brand new building located in the heart of Saint James with six fully furnished, stylish apartments on the first floor. Supermarket, pharmacy, ATM, fast-food, beauty salons, public transportation within one minute walk. Bars, restaurants and shopping, less than 5 minutes walk.
ValueLocationAir conditioning
4.92 out of 5 average rating, 143 reviews
Safe and Cozy Carnival Spot!
Enjoy a stylish experience at this centrally-located 1 bedroom apartment in a gated compound with pull out couch for extra room. Fully Air-Conditioned, Fully Furnished, WiFi, Cable, Netflix, parking for 1 and private patio!
LocationFamilyCondition
4.88 out of 5 average rating, 25 reviewsPopular amenities for Diego Martin apartment rentals
Weekly apartment rentals

Modern Apartment, Queen’s Park Savannah
FamilyLocationLayout
4.92 out of 5 average rating, 53 reviews
-20% 1BR Loft at One Woodbrook Place
FamilyValueKitchen
4.81 out of 5 average rating, 37 reviews
Modern 1BR Apartment with Pool + Prime Location
ValueLocationIndoor spaces
4.99 out of 5 average rating, 68 reviews
One Living OWP
LocationFamilyAccuracy
4.79 out of 5 average rating, 14 reviews
Prime location - River Sand Apt
LocationValuePool
4.95 out of 5 average rating, 43 reviews
Gasparee island Studio
ValueLocationGetting around
4.72 out of 5 average rating, 71 reviews
The View Fort George
ValueLocationTV
4.94 out of 5 average rating, 82 reviews
One Woodbrook Place
FamilyValueKitchen
4.87 out of 5 average rating, 47 reviewsPrivate apartment rentals

Savannah Serenity Modern+Central
LocationCheckoutWalkability
4.94 out of 5 average rating, 17 reviews
Modern 1 BR Boutique Apt | Savannah
FamilyLocationWalkability
5.0 out of 5 average rating, 10 reviews
Two Bedroom Woodbrook Apartment- Prime location
LocationValueTV
4.95 out of 5 average rating, 44 reviews
Comfort & Style in this newly built Apartment(2)
LocationFamilyKitchen
5.0 out of 5 average rating, 11 reviews
Sunny&charming 2BR apartment in POS, free parking
FamilyLocationAccess
5.0 out of 5 average rating, 17 reviews
Modern safe 1BED - gated,pool,kitchen,WiFi,Netflix
LocationBathroomHospitality
4.93 out of 5 average rating, 28 reviews
2B - ST. ANN'S - in GATED COMMUNITY near Savannah
LocationGetting aroundIndoor spaces
5.0 out of 5 average rating, 4 reviews
Luxury Condo in Port-Of-Spain
LocationWalkabilityCheck-in
4.89 out of 5 average rating, 9 reviewsApartment rentals with a hot tub

One Great Place to Stay
ValueLocationKitchen
4.9 out of 5 average rating, 60 reviews
Enchanted Garden Oasis - OWP
FamilyLocationAccuracy
4.94 out of 5 average rating, 17 reviews
MJS Hideaways Pixie Suite

Anayah's Place| 2bdr condo (Port of Spain)
FamilyLocationHospitality
5.0 out of 5 average rating, 11 reviews
Cascade Mountain View Oasis
ValueFamilyAmenities
4.98 out of 5 average rating, 54 reviews
Horizon One
LocationIndoor spacesDecor
4.67 out of 5 average rating, 6 reviews
Lovely and peaceful Studio Apartment
FamilyLocationAmenities
4.44 out of 5 average rating, 9 reviews
Stylish 1BR Near Savannah | Prime Location
HospitalityCleanlinessIndoor spaces
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