
Vacation rentals with a pool in Havendale
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Havendale

Total vacation rentals
Explore 40 vacation rentals in Havendale

Nightly prices starting at
Havendale vacation rentals start at G$4,174 GYD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.8 Average rating
Havendale stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Havendale
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Elegant 2 bedroom / 2bathroom Apartment w/pool.
Located only 5 minutes away from Half Way Tree & Barbican Center, this newly built apartment offers a unique taste of style and elegance that is sure to cater to your "home away from home needs". This 2 bedroom / 2 bathroom gem, manned by 24-hr security, boasts a décor that is modern and comfortable. It is further complemented by its close proximity to business hubs, including Starbucks, Megamart, Wendy's and the Canadian Embassy. Amenities include gym, pool, free-wifi, cable and rooftop lounge.
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City Scape Serenity
Cozy Retreat with Breathtaking City View! Experience the vibrant pulse of Kingston from the comfort of your own space. Airconditioned Please note • 3 flights of stairs lead down to our haven. so be prepared to descend into tranquility. No elevator, but the views are well worth the climb Perks: 15-20 minutes away from Bob Marley Museum 8 -12minutes away from supermarkets and restaurants Immerse ourself in local culture and explore the city’s hidden gems Come for the view, stay for the adventures"
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Light &Bright 1-bedroom Apartment w pool
This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.
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The Alexandria
Newly built apartment centrally located in Kingston. The Alexandria is luxurious, clean, calm and has 24hr security. The apartment is close to a supermarket, gas station, Burger King, KFC, Popeyes, and a newly built plaza. The apartment is light and good for taking photos. Our balcony is fitted with greenery specifically designed for a photo moment. You can enjoy our rooftop infinity pool. The laundry room is equipped with washer and dryer and everything you need for laundry purposes.
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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!
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Kingston's Most Stunning High Rise Condo Suite #1
Elevate your Kingston experience with a stay in this exceptional 1-bedroom apartment at the distinguished 20 South Ave. Featuring awe-inspiring views, this luxurious sanctuary accommodates up to 3 guests, offering the perfect setting for a romantic retreat, family vacation, or small group getaway. Plus, with dining and entertainment options just 10 minutes away, you’ll have the best of Kingston right at your fingertips. Book now and enjoy the finest in comfort and style.
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Stunning smart apt with pool & amazing sunset view
Enjoy a brand new 1 BR 650 sq. feet apartment with all the modern amenities to make your stay effortless, tranquil and relaxing. The space features a master bedroom with en-suite bathroom and scenic balcony views perfect for a late night drink or morning coffee. All rooms are equipped with smart voice controlled AC's. The flat is fully Alexa enabled and gives your the flexibility of using voice commands for all lights, bedroom fan, music etc.
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Modern Escape with Rooftop Pool & Sunset Views
Enjoy a stylish experience at this centrally-located place. Parkhurst 103 is situated in a modern newly built apartment complex in the heart of Kingston Jamaica. Easily one of the most central units available. Walking distance from Krispy Kreme , Starbucks, Devon House, and Canadian Embassy. It is a modern contemporary design curated for both comfort and style. Whether business or pleasure Parkhurst 103 isperfect for your stay in Kingston.
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Penthouse 1BR in Kingston • Rooftop & Pool
Experience Kingston from above in this stylish 1-bedroom penthouse designed for comfort, privacy, and unforgettable views. The highlight? Your own spacious rooftop perfect for relaxing, dining, or enjoying the city skyline. Comfort Meets Style ✔ Elegant 1-bedroom with plush bedding for restful nights ✔ Modern bathroom with clean, high-quality finishes ✔ Bright living area with comfortable seating and smart TV (Netflix & Prime included)
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Westminster Urban Retreat
Enjoy a stylish experience at this centrally-located place.This new and fully furnished one-bedroom apartment has a bedroom with an en-suite and private balcony. The bedroom has a King sized bed, two nightstands, walk-in closet and host of other amenities. The open floor living and dining room are cozy and relaxing, along with a modern and equipped kitchen. The living room has a separate privacy balcony with a picturesque view.
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The Kingston Luxe Escape | 3BR Balcony Suite
Make yourself at home in our 3-bedroom, 3.5-bath property in a gated Cherry Garden community, just minutes from Hi-Lo and Fontana. The space sleeps six and offers a rooftop pool, scenic views, and modern design. Guests enjoy high-speed Wi-Fi, AC, a equipped kitchen, work area, laundry facilities, backup utilities, parking, and round-the-clock security. Perfect for a comfortable, worry-free stay in Kingston, reserve now!
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Escape at Border
Welcome to your home away from home! Just a stone’s throw from the vibrant heart of Half-Way-Tree, our charming Airbnb offers the perfect blend of comfort and convenience. Lounge by the pool. Create meals. Sip Jamaican coffee on balcony while basking in the view. This cozy urban retreat promises a delightful stay for solo travelers or couples. We’re looking forward to hosting you! -Alae and Audrey 🖤💚💛
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Popular amenities for Havendale rentals with a pool
House rentals with a pool

Akwaaba Penthouse Luxury Suite
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The Oasis, Caymanas Country Club btw Portmore/Kgn
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Sleep Easy, Relax in Comfort
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🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
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The Royal Villa - Caymanas
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The Caymanas Villa
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Beautiful 7-min city escape with view & pool
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Lotus Rise at Ashton | Pool Villa – Kingston 6
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Condo rentals with a pool

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location
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It's an Experience: Paddington Terrace Apt w/Pool
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Urban Lifestyle @ Mont Charles - Liguanea Kingston
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Cozy 1‑BR w/ Pool • Steps from US Embassy
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Skai’s Executive 1 bedroom Suite with Pool
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Modern New Kingston Condo, pool, 24h security, gym
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Airy Modern 2BR Condo Rooftop Pool
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Sixxx (No Cleaning Fee/Across from Barbican Field)
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Other vacation rentals with a pool

Vacay with Tiffany
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CDCo Homes | 1BR • Pool • Balcony • 24/7 Security
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The cozy snug •Adults only•
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Kingston Luxury Condo with Skyline Views
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Nitram’s Exquisite king suites/pool
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The Springfield suite
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The Mahoe | 2BR · Rooftop Pool · Gym · City Views
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Adia Stays @ The Clairemont
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When is the best time to visit Havendale?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$22,957 GYD | G$22,957 GYD | G$23,583 GYD | G$25,044 GYD | G$23,374 GYD | G$24,835 GYD | G$26,087 GYD | G$25,252 GYD | G$24,000 GYD | G$25,044 GYD | G$25,461 GYD | G$24,626 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 |
Destinations to explore
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Hope Botanical Gardens
- Emancipation Park
- University of the West Indies
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Strawberry Hill
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park





