Vacation rentals with a pool in West End

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in West End

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Montego Bay

4.91 out of 5 average rating, 43 reviews

CoastalGem: Pool, Waterfront, Beach, Gated, 3rd Fl

Come enjoy coastal living in one of the most sought-after communities in Montego Bay—the affluent resort area of Freeport is situated on a beautiful peninsula with 24/7 security. Be at peace, relax on the balcony next to the palms, and lounge by the infinity pool while observing the passing yachts. Along the scenic shore lined with coconut trees, feel the wind caress your body and set your mind at ease. A short walk away, enjoy private beach access or dinner/drinks at the Yacht Club. Book now 😁

Superhost

Condo in Montego Bay

4.83 out of 5 average rating, 363 reviews

Modern apartment with a pool & amazing views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.

Guest favorite

Home in Hanover Parish

4.85 out of 5 average rating, 119 reviews

Private & Cozy two bedroom Oceanpointe House

Escape to Home away from home in a private and cozy two bedroom, two bathrooms, kitchen, laundry, living and dining room House. This recently built house is located in a new modern gated community. Air condition and ceiling fan in both bedrooms and living room, solar hot water, Granite kitchen and bathroom countertop, washer and dryer, complete closet with sliding doors, rear and side fencing, large patio, paving stone driveway, open floor plan , these are some of the many features.

Top guest favorite

Home in Montego Bay

4.98 out of 5 average rating, 137 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Private Retreat for close friends and family in the safety of a pristine garden-like gated community. New and dazzlingly beautiful, the oversize sectional will be your favorite place to lounge. Linger on the patio for breakfast, go across the street for snorkeling, tour the nearby beaches and waterfalls, or make your birthday celebration extra special with a spectacular private dinner. Savor the candlelight reflecting from wine glasses as you toast your amazing good luck.

Guest favorite

Home in Lucea

4.93 out of 5 average rating, 101 reviews

Sunflower Escape Deluxe Pool/Beach/Gym/AC

Escape to relaxation at this two bedroom home located halfway between two of our islands most popular tourist destinations Montego Bay and Negril. Sunflower Escape Delux has all the basic modern amenities, privacy, comfort and style. Our community is gated with free access to a pool, gym, tennis and basketball courts and jogging trail. Chukka Adventures and Dolphin Cove are just minutes away. We also offer airport transfers and a nice car for rent at affordable rates.

Guest favorite

Apartment in Montego Bay

4.88 out of 5 average rating, 233 reviews

OceanView 2bedrooms,rooftop pool,AirCon throughout

PLEASE READ LISTING DESCRIPTION BEFORE BOOKING! Wake up and pull away your curtains to a breathtaking view of the Caribbean Sea whilst you relax and unwind in your spacious and modern home away from home. The apartment is palatial, cool and central to all major locations. The property is 5mins by car from the airport and 20mins walk or 5mins by car to the Hip Strip. Enjoy the roof top pool overlooking the ocean and watch as the planes land at the airport.

Guest favorite

Apartment in Montego Bay

5 out of 5 average rating, 8 reviews

Tres Beau Maison

The Westport complex provides an unparalleled level of safety, with a robust security system including an array of security cameras, 24/7 manned security posts, perimeter alarm systems, and armed response teams on call. Residents and guests can enjoy a wide range of amenities, including a fully-equipped gym, a unique kid-friendly pool with an overwater gazebo, a barbecue grill overlooking the tranquil marina, and boardwalks for romantic evening strolls.

Guest favorite

Townhouse in Montego Bay

4.83 out of 5 average rating, 122 reviews

SeeSea Waterfront Villa

SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing atmosphere. Large public swimming pool is right outside of the house. In addition, guests have access to kids playground, 3 more pools, tennis courts, 24 hour security.

Guest favorite

Home in Montego Bay

4.99 out of 5 average rating, 76 reviews

Shimmering Waters Floating Breakfasts "Included"

“SHIMMERING WATERS” BIG VIEWS Chef Option is also available. "PERFECTLY LOCATED"! "PRIVATE HOUSE & PRIVATE POOL" with powerful WIFI 160Mbs, in the exclusive guard-gated waterfront community, "The Lagoons" 10-minute drive to the Montego Bay "Sangster International Airport" (MBJ). The guardhouse secures 24/7. The Master Bedroom Suite has own balcony, a King Bed, walk-in closet, and additional lounging area. Each of the 3 bedrooms has own bathroom!

Superhost

Villa in Montego Bay

4.84 out of 5 average rating, 58 reviews

Villa w/heated Jacuzzi, pool, gated community

Spectacular villa in gated community with heated jacuzzi, private pool, deck and outdoor living areas with spectacular views of Montego Bay and Caribbean Sea. The villa comes standard with housekeeping services but can be offered fully staffed with chef for a fee. Only 10 minutes away from the Hip Strip and Doctor's Cave beach with easy access to restaurants and shopping. The villa is a perfect hideaway for a family vacation or couples holiday.

Guest favorite

Apartment in West End

4.96 out of 5 average rating, 25 reviews

Gorgeous 4Br Apt with Pool & BBQ

Have fun with the whole family or your besties at this stylish place. Located in tropical gardens overlooking the Caribbean Sea, this beautiful apartment is a dream. Fast Wifi, A work station, A Pool Table, a Plunge Pool, outdoor shower, BBQ Grill, and an outdoor deck makes it appeal to all in the group. They'll love you for booking this place. All 4 bedrooms have air conditioning units. Enjoy ocean views of the beautiful Caribbean Sea.

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What guests are saying

Little Bay Getaway Negril

4.73 out of 5 average rating, 22 reviews3 months ago

I have just come back from Jamaica and all I can say is wow. The apartment was perfect and I felt like I was home from home. The host Stephen was excellent so friendly and helped with suggestion for things to do, also introduced me to neighbours in case I needed anything. I would highly recommend this place and cannot wait to return.

Apartment in Negril

What guests are saying

Spring Garden Mobay Resort

4.87 out of 5 average rating, 23 reviews12 months ago

Very clean and beautiful property and host was easy to text or call with local recommendations. There is not much within walking distance so definitely need a driver or rental car for basic provisions and groceries. Beautiful view and close to Montego Bay. We stayed with four children and two adults, and with the Driver had a wonderful time and thought the value was worth it. Might need to bring some basics like coffee, napkins, or dish soap, but otherwise everything was provided for.

Apartment in St. James Parish

What guests are saying

Sunset Serenity - Stunning Ocean View 2 Bedroom

4.79 out of 5 average rating, 82 reviews1 month ago

Amanda was amazing I truly appreciate her quick response and attentiveness to everything during my stay with my family. The place was beautiful! I felt secured with the security at the gates they were literally top flight! It was my sister birthday and they decorated it for us I truly appreciate that! I would highly recommend them to anyone for a quick get away. Definitely will book them again my next stay in Jamaica! Thank you!

Apartment in Reading

What guests are saying

Brooks Unique Retreat -Jacuzzi, Grill, Pool, Beach

4.93 out of 5 average rating, 43 reviews1 week ago

Great place! This is my second time staying at this location and it was just as great as the first time! Philip is always great and accommodating! I also left my credit card there by accident and the cleaning crew/ Phillip were very honest and let me know I left it . I asked them to cut it up and throw it away and they did just that! I highly recommend staying here as I’m sure I’ll be back again!

Home in Lucea

What guests are saying

Bak A Yaad Pool View Cottage Lupine

4.86 out of 5 average rating, 14 reviews2 weeks ago

We had an absolutely fantastic time staying at Jordan’s place. From start to finish, everything exceeded our expectations. The communication with Jordan was smooth and prompt, making the booking process hassle-free. Upon arrival, we were warmly greeted and given a thorough tour of the property. The space was immaculately clean and beautifully decorated, providing a cozy and welcoming atmosphere. The amenities provided were top-notch, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with Rick's Cafe right across from us. We enjoyed exploring the area and found plenty of great dining options nearby. Overall, our experience was nothing short of amazing. We cannot recommend Jordan and their property highly enough. Thank you for such a memorable stay—we will definitely be back!

Cottage in Negril

What guests are saying

Oceana Cabin - 3 bed & 2 bath

4.91 out of 5 average rating, 43 reviews1 week ago

this place is great for kids and families. there is a trampoline and everything the kids need for the pool: towels, shade, chairs, floaties! there's a pack n play, lots of pillows and blankets. super soft bedding and comfortable beds. allllll the comforts of home. chefs kitchen, and a killer back patio. lucea is a great halfway between negril and Mobay. the scheme is safe and clean. community space is lovely. all in all it eas the perfect fit for the kind of trip to jamaica we were looking for.

Home in Lucea

What guests are saying

Brand New Luxurious Townhouse

4.81 out of 5 average rating, 48 reviews1 week ago

The pictures somehow undersell this AMAZING townhouse and property. Everything was perfect, as soon as we entered the property we felt welcomed. The townhouse was spotless and there were fresh beach towels, bath towels and linens in each room. The property itself is breathtaking with amazing views and beautiful sunsets. I can't wait for our next Negril trip so we can rebook!

Home in Negril

What guests are saying

Rhudeman Paradise

4.81 out of 5 average rating, 84 reviews3 weeks ago

The house was amazing — we felt very safe and comfortable throughout our stay. The neighbors were lovely and very welcoming. It’s important to note that the road leading to the house is not easy at first, but after doing it once, it feels much easier. The first time can seem overwhelming, but it's definitely manageable! We really enjoyed our stay here. It was perfect for our first days: very calm, with a beautiful view, and not too far from the center — but you definitely need a car. We also had the chance to meet Dallas, who was incredibly kind and shared with us the touching story behind this house. Thank you again for everything!

Cabin in Reading

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