
Vacation rentals in Stewart Town
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Top-rated vacation rentals in Stewart Town
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Light House
Welcome to Light House, Escape to this modern 2 bedroom Home to enjoy with family & friends, gated community with security, located in Discovery Bay, St. Ann. Self Check in upon arrival. The home offers high speed internet, an old school game system with built-in Pac-Man & other games, streaming cable boxes in all rooms & a work station. Free Parking is also available. Light House is located minutes away from the famous Porto Seco Beach & Green Grotto Cave. Light House is a Home away from Home.

Ocean Dreams Villa
Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.

Swing Bed in the Hills: Secure Escape, Fast wifi
Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

Bahia - Charming seaside cabin, loft/wood shutters
Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

Cambridge mi casa ur casa w/pool & beach access
We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Sunset@ArecaHomes ~ Beach Access~Pool & Water Park
🏖️ Escape to Paradise at Camelot Village –Your Ideal Getaway in Discovery Bay Welcome to Sunset at Areca Homes where your dream vacation becomes reality! Our luxurious 2-bedroom, 2-bathroom retreat offers the perfect blend of comfort style and luxury, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Exclusive Puerto Seco Beach Club Membership for everyone 3 minutes away! ✔︎ COMFORT

Royale Escape
Phenomenal, luxurious, amazing!! This upscale north coast Runaway Bay chill-spot is a modern retreat, that is tastefully furnished, boasting swimming pool, gym and a clubhouse with breathtaking ocean views. Easy drive from Montego Bay Airport and close proximity to Jamaica's best attractions, featuring great foods and amazing entertainment spots. Dunns River Falls, Dolpins Cove, Mystic Mountain, Puerto Seco to name a few. Dive right in and enjoy this unparalled home away from home.

Cozy 2BR Cottage | A/C + Pool + Walk to Beach
Escape to our eco cottage where nature meets comfort. Our cozy 2BR cottage offers the perfect mix of rustic charm & modern comfort, complete with A/C, hot water & WiFi. Lounge by the pool, soak in the tropical surroundings, & enjoy the laid-back vibes of our little paradise. Whether you’re craving adventure or pure relaxation, you’ll find it here. Come unwind, explore, & experience the beauty of Jamaica—your island escape awaits! Book now & experience Casas de Tierra Jamaica!

A/C cabin outdoor jacuzzi, access to private beach
Take a visit to the historical city of Runaway Bay, St. Ann. Stay at the Cozy Cabin and experience a piece of this historical city. The cabin is nestled in the cool hills of Runaway bay. It is yet, conveniently located just 5 - 10 minutes drive from world renowned restaurants and excursion experiences. Kick back and relax in comfort and style. Get the best of both worlds: the magical Runaway Bay mountains and the beautiful Caribbean sea. A vacation you will never forget!

!Wynter'sEscape |gated 2BR |w/pool & beach access!
♚We offer a comfortable, newly-built modern two-floor townhouse in a gated community overlooking PUERTO SECO BEACH in the resort town of Discovery Bay, St. Ann ☀⛱🕶 !!! Price starts from US$125 for 2 guests and increases by US$25 per additional guest!!! This property facilitates easy access being 1 min drive from the main road % is 1 hr away from Sangster's Intl. Airport ✈ and 45 mins from Ocho Rios!!!

Oceanview Villa w/ Chef, Pool & Outdoor Cinema
Your private Caribbean villa experience awaits. Fully staffed with a chef, oceanview pool, fire pit lounge, and outdoor cinema. From the moment you arrive, everything is taken care of. Enjoy chef-prepared meals, curated experiences, and a space designed for connection. All set within a stunning oceanview hillside retreat. Designed for celebrations, group getaways, and unforgettable moments.

Chillin in D’Bay
Come Chillin’ in D’Bay — Your Home Away From Home 🇯🇲 Stay in our cozy, modern tropical home in Discover Bay, St. Ann. 2 bedrooms • 2 bathrooms • Ocean view • Gated community Just 5 minutes from the beach, with outdoor dining, laundry, and all the comforts you need — budget-friendly and full of island vibes. Relax, explore, and enjoy Jamaica — come chill with us in D’Bay! 🌴
Popular amenities for Stewart Town vacation rentals
Other great vacation rentals in Stewart Town

Luxury Family Villa with pool-weddings long stays

Discovery Bay Villa

Royal View Residence (OCEAN VIEW)

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

The Camelot Oasis

Villa Oasis: Modern/Private Beach/Oceanfront

Vibe in Paradise St. Ann Escape!

Modern, Family 3BR w/ Pool & Gym
Destinations to explore
- Kingston Vacation rentals
- Montego Bay Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Portmore Vacation rentals
- George Town Vacation rentals
- Trinidad Vacation rentals
- Mandeville Vacation rentals
- Discovery Bay Vacation rentals
- Tower Isle Vacation rentals
- Old Harbour Vacation rentals
- Runaway Bay Vacation rentals
- Ocho Rios Bay Beach
- Rose Hall Great House
- Phoenix Park Village
- Hellshire Beach
- Doctor's Cave Beach
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- Reggae Beach
- Green Grotto Caves
- Martha Brae Rafting Village
- Harmony Beach Park
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Montego Bay
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Dead End Beach
- Coral Cliff
- Burwood Public Beach





