
Vacation rentals with a pool in Old Harbour
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Old Harbour
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*
Phil's Hideaway is a fully furnished apartment with air conditioned rooms. Located in the recently constructed Cedar Manor Palms community, this is a quiet, gated complex that has a very spacious courtyard with swimming pool, ample green spaces and parking amenities. Situated just 20 minutes from Kingston the apartment has easy access to restaurants, shops and public transportation. The hideaway provides a relaxed environment that is well suited for couples, families and business travelers

Exquisite Manor
Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

Luxury 2 bedroom beach villa in gated community
53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

The Caymanas Villa
My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Luxury Suite (Adults Only) Cozy 1bedroom apartment
Hi there! It’s Brianne and I would love to share my home with you ❤️. Enjoy this clean and peaceful space, where you can unwind and relax. I’m excited to host you on this trip as long as you promise to treat my home the same way you would treat yours🤗. Your reservation covers TWO ADULTS ONLY. NO KIDS. NO PETS. NO OVERNIGHT VISITORS. INDECENT/VULGAR BEHAVIOR WILL NOT BE TOLERATED. PLEASE READ “ADDITIONAL RULES” IN THE HOUSE RULES SECTION BEFORE BOOKING. Looking forward to hosting you!

Spence Serene Space
Welcome to Spence Serene Space, a peaceful oasis within Colbeck Manor, Old Harbour, St. Catherine. Enjoy 24-hour security in a charming 2-br, 1-bath home with AC and an open-plan layout that includes a lovely kitchen, enclosed laundry, and cozy patio, all within a fully fenced property for privacy. Colbeck Manor offers a clubhouse with a sparkling swimming pool and gym, lush parks for outdoor activities. Located 3 minutes from the lively town center and 5 minutes from the Highway.

Elegant 2BR, Pool, Gym & Games Room - Book Now
Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Chillax Manor Your Private Oasis for Relaxation
Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Comfort Cottage | private pool | 24hr security
Our place is close to major thoroughfares, town centre, hospital and transportation. Restaurants, supermarkets and shopping are just minutes away. The community has a kids park, adults park with jogging trail, club house, playfield, tennis court, and basketball court. The home is fully furnished and air-conditioned for your comfort. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

Colbeck364 Comfort Stay
Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

Luxe Oasis@Colbeck Gated. Private. Chef. Pool. Gym
Welcome to Luxe Oasis— your private, secure escape in the heart of Old Harbour. Whether you're traveling for rest, romance, or remote work, our modern, gated property offers the perfect blend of comfort and convenience—with home-cooked meal options available upon request! ⏳ Our calendar fills fast—especially on weekends and holidays! Book now and experience laid-back luxury at The Manor ✨
Popular amenities for Old Harbour rentals with a pool
House rentals with a pool

Leachman's Vacation Connection

James Manor 1BR

Pon Di Sea Front *Pool*AC*Gated*

Sleep Easy, Relax in Comfort

Charming 2-Bedroom in Caymanas

Moonlight and Mangos

Caymanas Sea Breeze

Oak Haven - Getaway in Portmore
Condo rentals with a pool

Sea View Journeys

PAARJ Cosy Retreat with Pool & Electric Gate Apt#2

Bayfront Villas and Apartment - Portmore

Escape at Border

Oceanview Studio Apartment in Portmore, Jamaica

Shore To Please (Beachfront Apt Gated Community)

Roper's Place

City/Ocean View, Pool, Beach: Resort Like Vacation
Other vacation rentals with a pool

Renaissance At The View

5-Min Beach Walk Studio w/Pool & 24/7 Security

The Springfield suite

Gabrielle’s Luxury Loft Apt

Lea On The Hill Cheerful with view of the city

Spacious two bedrooms with sea and city view

Seaside 2BR, Pool, Beach & Great Views - Book Now

Casa Azul
When is the best time to visit Old Harbour?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$15,685 GYD | G$14,848 GYD | G$15,894 GYD | G$15,685 GYD | G$15,476 GYD | G$15,685 GYD | G$16,521 GYD | G$16,730 GYD | G$16,730 GYD | G$15,266 GYD | G$15,685 GYD | G$16,103 GYD |
| Avg. temp | 27°C | 27°C | 27°C | 28°C | 29°C | 29°C | 30°C | 30°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about vacation rentals with a pool in Old Harbour

Total vacation rentals
Explore 40 vacation rentals in Old Harbour

Nightly prices starting at
Old Harbour vacation rentals start at G$8,365 GYD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Wi-Fi availability
40 of Old Harbour vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Old Harbour rentals

4.8 Average rating
Old Harbour stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Kingston Vacation rentals
- Montego Bay Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Portmore Vacation rentals
- Santiago de Cuba Vacation rentals
- Mandeville Vacation rentals
- Treasure Beach Vacation rentals
- Holguín Vacation rentals
- Discovery Bay Vacation rentals
- Guardalavaca Vacation rentals
- Port Antonio Vacation rentals
- Pet-friendly rentals Old Harbour
- Rentals with a washer and dryer Old Harbour
- Villa rentals Old Harbour
- Smoking-friendly rentals Old Harbour
- Rentals with a patio Old Harbour
- Rentals with outdoor seating Old Harbour
- House rentals Old Harbour
- Family-friendly rentals Old Harbour
- Fitness-friendly rentals Old Harbour
- Rentals with pools Saint Catherine
- Rentals with pools Jamaica
- Ocho Rios Bay Beach
- Hellshire Beach
- Frenchman's Cove Beach
- Bob Marley Museum
- Dunns River Falls and Beach
- YS Falls
- Hope Botanical Gardens
- Emancipation Park
- Harmony Beach
- Reggae Beach
- Sugarman Beach
- Burwood Public Beach
- Fort Clarence Beach
- Old Fort Bay Beach
- Green Grotto Caves
- Gunboat Beach
- Members Beach
- Mountain Spring Bay
- Floyd's Pelican Bar




