Holiday 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 favourite

Apartment in Montego Bay

4.91 out of 5 average rating, 44 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 😁

Guest favourite

Apartment in Reading

4.9 out of 5 average rating, 106 reviews

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

Reading’s Rose is a new apartment located in the heart of Montego Bay. It is a 1 min walk from your nearest Restaurant and a 5 min drive from all major grocery stores, pharmacies, restaurants, shopping centres and medical facilities. A small and peaceful community, it is perfect for couples, families, business travelers and friend groups. This gated complex features a pool on the property and jogging trail. The nearest beach is 5 mins away and the famous Doctor’s Cave beach is 13 mins away.

Guest favourite

Home in Hanover Parish

4.85 out of 5 average rating, 120 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 favourite

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 favourite

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 favourite

Flat in Montego Bay

5 out of 5 average rating, 9 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 favourite

Townhouse in Montego Bay

4.83 out of 5 average rating, 123 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 favourite

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 favourite

Flat in West End

4.96 out of 5 average rating, 26 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.

Guest favourite

Apartment in Negril

4.87 out of 5 average rating, 125 reviews

Cartaina @ Aqueducts 2/2- FREE Wifi, Impeccable

Aqueducts resort style living. Safe gated community. This unit is sparkling clean, sanitized, and disinfected. It boast the largest patio in the complex with bar, TV, breathtaking views of the ocean and city, Olympic size pool, walking distance to Negril's famous seven mile beach, Margaritaville, Negril Spa, Salons, Banking, Shopping, Local cuisine, Burger king,supermarket and Pizza hut. 5 min drive to Ricks Cafe.

Guest favourite

Home in Negril

4.93 out of 5 average rating, 29 reviews

Ann’s Home Away from Home

This brand new 2 bedroom 2.5 bath house boast beauty and comfort for all guests. There is partial sea view from the balcony a private beach, and stadium size pool. The home is equipped with all necessary kitchen utilities. There are A/C units and TV in each bedrooms. There are also washer/ dryer and refrigerator with ice maker and filtered water dispositions. This unit is well appointed to make any guest comfortable.