Holiday rentals with a pool in Falmouth

4.98 out of 5 average rating, 200 reviews

A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.

Townhouse in Montego Bay

2BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

A private pool area is showcased, featuring a sparkling blue pool bordered by a stone deck. Lounge chairs in vibrant orange are positioned for relaxation, with a grass-like surface nearby. A decorative wall displays the Villa Di-Nae name, enhancing the overall inviting atmosphere.

4.82 out of 5 average rating, 51 reviews

Villa Di-Nae, The luxury getaway

Nestled in Falmouth, Jamaica, Villa Di-Nae is a true gem that embodies the essence of authentic Jamaican culture, 10 mins away from Martha brae river rafting and 25 mins from MBJ airport. We offer a sparkling pool that beckons guests to take a refreshing dip. The villa boasts an exceptional private chef extra cost dedicated to crafting authentic Jamaican cuisine. Guests are treated to indulge in traditional dishes bursting with flavors Each meal is a celebration of Jamaica's culinary heritage

A spacious living area features a large sectional sofa in soft gray, accented with colorful throw pillows. A round coffee table sits in the center, surrounded by an area rug. Bright orange curtains frame the windows, enhancing the light that fills the room. A dining area is visible in the background.

4.79 out of 5 average rating, 99 reviews

OceanView Villa 2BR | PoolslTennis|Gym, StoneBrook

Enjoy fascinating views of the scenic landscape of Falmouth, Trelwany with the breathe taking shoreline in the horizon from an amazingly furnished 2 - bedroom villa in a brand new, luxury, gated community. Our villa provides the perfect comfort for that couples getaway, friends excursion and family vacation. Located just 5 - 10 minutes drive from the historic town of Falmouth with major attractions such as Rafting on the Martha Brae river, Glistening water Lagoon tours and white sand beaches.

4.81 out of 5 average rating, 146 reviews

An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.

Villa in Montego Bay

Hospitality Expert EL1: Private Pool, Beach, Chef

This property has electricity, water and internet. Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. Includes complimentary access to Tropical Bliss Beach Club.

A black bench offers a comfortable seating area overlooking a scenic view of the Caribbean Sea. The expansive stone wall frames the lush green landscape, while the distant horizon features a clear blue sky. The peaceful outdoor setting invites relaxation.

4.9 out of 5 average rating, 63 reviews

Serene 180° Valley Ocean View! Solar Powered Home!

Experience the epitome of Caribbean luxury at Serene 180° Valley Ocean View! Perched atop a hill with a breeze, this villa offers breathtaking views of the Caribbean Sea within a 24hrs gated secured community, making it the perfect retreat for relaxation and exploration. With resort-style amenities and proximity to popular attractions, it's an ideal base for your Jamaican adventure. Book now for an unforgettable stay! To maintain a pristine environment, smoking is strictly prohibited indoors.

4.72 out of 5 average rating, 39 reviews

A private swimming pool sits surrounded by textured stone tiles, with steps leading into the clear water. The shaded outdoor seating area features a dining table and comfortable chairs, blending seamlessly with the home's exterior, characterized by a light blue facade and a green tiled roof.

Villa in Falmouth

Solar Powered Luxury Villa & Private Pool Oasis

Experience uninterrupted paradise at Villa Maison de Soleil. While many travellers worry about utility reliability our newly installed solar- power system, and ensures your AC stay cool, your lightlights stay on, and your Wi-Fi remains active even if the local grid doesn’t. Backyard Oasis: Step out into your completely private sanctuary featuring a sparkling plunge pool and a tranquil waterfall. Modern Interior: Enjoy a open concept, living area with high ceiling, a cosy loft for extra space

A single-story building with a green exterior is surrounded by a well-maintained lawn and flower beds. A driveway leads to the entrance, flanked by decorative planters. The nearby area features similar houses under a clear blue sky, with distant views of the ocean.

4.89 out of 5 average rating, 101 reviews

Getaway Home

Escapada a Casa (Getaway home) is centrally located in beautiful Stonebrook Manor, Falmouth, Jamaica, in a quiet and safe gated community with 24 hour security. In close proximity to restaurants, popular local entertainment, beaches and attractions such as: Blue Water Beach Club; Hampden Estate; Jamaica Swamp Safari Village; Historic Falmouth Cruise Port; Burwood Beach; Rafting on the Martha Brae River; Good Hope Plantation etc. All are welcome to experience this wonderful accommodation.

A modern living area is presented with a large sectional sofa adorned with decorative pillows. A marble-topped coffee table occupies the center, with a vase of sunflowers adding a cheerful touch. The room is illuminated by soft natural light filtered through elegant wooden blinds.

4.98 out of 5 average rating, 110 reviews

Villa Renee'

This modern eco friendly house is your perfect getaway space offering comfort, 24 hrs security and tranquility. The property is in close proximity to the highway which makes it the ultimate vacation location/home. All the best attractions on the islands north coast are minutes away (Glistening Waters, Green Grotto Caves, 876 Beach, Burwood Beach, Pueto Seco beach, Dunn's River fall's, Dolphin Cove, Chukka Adventure Park and many more). Perfect for family, friends or work travel.

4.98 out of 5 average rating, 148 reviews

A spacious living area features an oversize sectional sofa adorned with colorful cushions. Complementary orange armchairs provide additional seating. A large ottoman rests in front of the seating arrangement, with a modest coffee table placed nearby. Soft lighting from a decorative pendant illuminates the room.

Home in Reading

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.

4.99 out of 5 average rating, 128 reviews

An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.

Home in St. James Parish

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

The living area features a spacious layout with comfortable gray sofas, accented by gold cushions. A large flat-screen TV is mounted on the wall, while a round coffee table sits centrally. Sunlight streams through the windows, illuminating the tiled floor.

4.83 out of 5 average rating, 118 reviews

Oasis at the Manor w/ King Bed, shared pool & gym

Step into a beautiful 2-bed/2-bath home adorned with modern transitional decor, crafting the ultimate sanctuary for rejuvenation and tranquility. Indulge in this modern oasis boasting black stainless-steel appliances, smart TVs, a serene front door patio, and a cozy backyard gazebo. Enjoy countless scenic views within a secure, gated community with 24-hour security. Community perks include a pool, gym, clubhouse, and scenic walking trail.

A single-story house features a vibrant green exterior with yellow and white striped awnings over the windows. The front yard is well-maintained, showcasing a manicured lawn and surrounding low walls. The driveway is paved, leading up to the entrance of the home.

4.98 out of 5 average rating, 44 reviews

Island getaway

Your family will be safe in this 24-hour gated community and close to everything when you stay at this centrally-located home. 5 minutes to Falmouth town, supermarket, KFC, juicy beef patties, Pizza Hut, Restaurants, 30 minutes to Montego Bay airport, Ocho Rios, Dunn's River Falls, Glistening Water Tours, etc.

Popular amenities for Falmouth rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 43 reviews

A charming green house is presented with a red tile roof and decorative window bars. Colorful flowers are arranged neatly in front, complementing the landscape. A window air conditioning unit is visible on the side, while a clear blue sky provides a bright backdrop.

Home in Montego Bay

Cozy, luxurious two bedroom house.

4.84 out of 5 average rating, 180 reviews

A private swimming pool with crystal-clear water is surrounded by a spacious terrace. Two orange lounge chairs are positioned for relaxation, while the stunning panoramic view of the Caribbean Sea and clear blue sky is visible in the background.

Home in Montego Bay

PleasantView

5 out of 5 average rating, 3 reviews

Brand new house with a pool and gym in the complex

4.96 out of 5 average rating, 188 reviews

Home in Discovery Bay

Courtyard by the Bay*Pvt Pool, BCH & 5-Star Amen

A spacious garden area is visible, featuring a mini pool and a gazebo with outdoor seating. Lush green grass surrounds the space, while distant views of the Caribbean Sea can be seen beyond the fence. Clear blue skies provide a bright backdrop.

4.62 out of 5 average rating, 134 reviews

Jamin Villa (Home w/ prvt pool)

An open-concept living and dining area is showcased, featuring a high ceiling with exposed beams. A granite countertop separates the kitchen from the dining space, which includes a table with black chairs. A large mirror and artwork adorn the walls, enhancing the spacious feel.

4.83 out of 5 average rating, 18 reviews

Ocean View 3BR/3BA Villa in Gated community

4.89 out of 5 average rating, 233 reviews

The bedroom features a wooden bed frame with a spacious mattress adorned with a light decorative blanket. Bright yellow and neutral curtains frame a balcony door, while a wooden dresser and a wall-mounted TV enhance the modern décor. Light-colored tiles cover the floor.

Home in Discovery Bay

!Wynter'sEscape |gated 2BR |w/pool & beach access!

4.92 out of 5 average rating, 64 reviews

A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.

Home in Montego Bay

"Smallah" 4-br seaside villa own pool, resort area

Apartment rentals with a pool

Apartment in St. James Parish

A spacious bedroom features a plush bed dressed in white bedding, complemented by colorful wall art above. Mirrored side tables are positioned on either side of the bed. Natural light enters through sheer curtains, enhancing the modern atmosphere.

4.91 out of 5 average rating, 150 reviews

Luxury In Paradise: Pool, Gym, Gated, Rooftop Deck

4.94 out of 5 average rating, 107 reviews

A modern living area features a sectional sofa with decorative pillows, positioned near a dining space with an elegantly set table. Light streams in through large windows, illuminating the exposed kitchen with sleek cabinetry and appliances. Wall art adds a touch of charm to the surroundings.

Apartment in Reading

Serenity HS| Montego Bay 2BR Condo near the Beach

A brightly lit bedroom showcases a spacious bed adorned with a floral-patterned blanket. An armchair and a matching sofa bed provide additional seating. Tall green curtains frame the windows, while a bedside lamp on a nightstand offers soft illumination.

4.76 out of 5 average rating, 105 reviews

Irresistible view (Mobay Club-1408)

A spacious living area is illuminated by natural light through large sheer curtains. A light beige sofa is accompanied by a blue patterned chair and a wooden coffee table, creating a relaxed seating arrangement. Decorative elements include a vase of flowers on the side table.

4.96 out of 5 average rating, 151 reviews

Idle Time On The Bay Relaxing beautiful serene

4.9 out of 5 average rating, 129 reviews

A tranquil pool area is surrounded by lush palm trees, offering a serene environment. The clear blue water reflects the sky, while a modern water feature adds an elegant touch. The nearby building is characterized by multiple windows, blending harmoniously with the tropical setting.

Apartment in Reading

Luxury Garden 2 BDR, 2 BTH Condo w/ pool

An airy studio space features high ceilings with wooden beams and a spacious bed draped in a white quilt. A seating area includes a brown couch and armchair, while large windows offer ample natural light and a view of the surrounding landscape.

4.8 out of 5 average rating, 164 reviews

Panoramic Studio with Ocean & Mountain Views

Two lounge chairs are positioned by a private pool, offering views of the coastline and lagoon. The chairs feature bright, colorful fabrics, inviting relaxation under clear blue skies. Lush greenery and vibrant flowers adorn the surrounding area, enhancing the tranquil setting.

4.82 out of 5 average rating, 418 reviews

Modern apartment with a pool & amazing views!

An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.

4.91 out of 5 average rating, 434 reviews

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.

Other holiday rentals with a pool

4.92 out of 5 average rating, 24 reviews

An entrance is framed by ornate columns, showcasing intricate details and architectural elements. Two black doors, each featuring a circular design, are positioned under a welcoming arch. Potted plants with lush greenery are placed on either side of the steps, contributing to the inviting atmosphere.

Flat in Duncan’s Hill

Pool access, 1bedroom apartment in the hills

4.86 out of 5 average rating, 7 reviews

A serene outdoor space is depicted, featuring a private pool surrounded by lush greenery and coastal views. The ocean's vibrant blue stretches into the horizon. A decorative arch and terracotta pots enhance the tropical ambiance, creating an inviting area for relaxation.

Villa in Hopewell

Sea Glass: The Seaside Sanctuary

5 out of 5 average rating, 53 reviews

A private pool is surrounded by lush greenery and tropical plants, with illuminated waters inviting relaxation. Sun loungers are positioned on the pool deck, offering comfortable seating. The villa's architectural elements provide shaded areas for enjoyable outdoor relaxation.

Villa in Montego Bay

Foxtail Villa - Pool, Chef included

A cozy living area is presented with plush sofas and an armchair, complemented by a decorative coffee table. A soft area rug adds warmth to the space. A mirror reflects light, and a leafy plant brings a touch of nature into the room.

5 out of 5 average rating, 10 reviews

Ocean View Escape

4.98 out of 5 average rating, 50 reviews

A modern living area features a comfortable gray sectional sofa and a round coffee table, elegantly set with decorative items. Large windows provide a view of lush greenery, while natural light fills the space. Neutral wall art enhances the serene ambiance.

Flat in Montego Bay

Luxury Sunset Condo | 10 mins from MBJ airport!

4.75 out of 5 average rating, 4 reviews

A serene outdoor area features a small pool surrounded by a sun deck with wooden lounge chairs. Lush greenery and trees provide shade, while a rustic wooden cabin is visible in the background. Bright blue skies and a calm beach complete the tranquil setting.

Home in Braco

Lost Marble Villa # 3

4.88 out of 5 average rating, 25 reviews

A single-story yellow house is positioned in a landscaped front yard adorned with green grass and various plants. The home features a covered porch with metal railings and multiple large windows, allowing natural light to fill the interior. A parked vehicle is visible in the driveway.

Guest house in Falmouth

Teraz Home Sweet Home