Holiday houses in Philadelphia

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Top-rated holiday rentals in Philadelphia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of a modern two-story building is showcased, featuring a combination of light and dark materials. Lush greenery surrounds the property, and a driveway leads to a garage. Large windows provide ample natural light, while balconies add to the contemporary aesthetic.
Home in Plantation Village
5.0 out of 5 average rating, 15 reviews

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

Guest favourite
A light-filled living area features a comfortable sofa adorned with blue decorative cushions. Nearby, a dining space is visible, equipped with a table and chairs. The walls are decorated with artwork, and air conditioning is installed for comfort.
Home in Discovery Bay
5.0 out of 5 average rating, 33 reviews

Rustic Realm

You will be close to everything staying at this centrally-located place. Puerto Seco Beach Park 5min Ultimate Jerk Center 5min Green Grotto Caves 5min Sangster International Airport (Montego Bay) 60min 30min away from the resort town Ocho Rios making it a easy trip to Dunn's River Falls, Dolphin Cove, Mystic Mountain & Margarittaville, adventure parks & other attractions Sharkes Seaford & Plantation Smokehouse 15-20min away Grocery store & other necessities 5min Free Beach Access 5min away

Guest favourite
A charming villa with a spacious covered patio is surrounded by lush greenery. The garden features tropical plants and a seating area with dark-finished furniture. Large windows provide natural light to the interior, while the double-story structure is enhanced by wooden accents and palm trees.
Villa in Ocho Rios
4.94 out of 5 average rating, 80 reviews

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

Superhost
Home in Runaway Bay
4.67 out of 5 average rating, 3 reviews

Tropical Beach House with Pool and beach Access

Escape to a relaxing 5 bedroom villa with family or friends just steps away from the beach.Nestled in a serene environment our villa features a private swimming pool surrounded by lush garden/lawn, perfect for soaking up the sun or enjoying a refreshing dip. The open-plan living areas are ideal for relaxing with family and friends. Enjoy easy access to the pristine sandy beaches, where you can bask in the sun, or take part in exiting water sports. Came and experience an unforgettable moment

Guest favourite
Villa in Discovery Bay
4.91 out of 5 average rating, 23 reviews

Ocean-view villa with private pool near beach

Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!

Guest favourite
Home in Browns Town
4.85 out of 5 average rating, 46 reviews

Swing Bed in the Hills: Secure Escape, Fast wifi

Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

Top Guest favourite
Home in Runaway Bay
5.0 out of 5 average rating, 13 reviews

ElizabetShanaya at the Savannah Vistas

Enjoy a stylish experience at this centrally located home away from home. Discover ElizabetShanaya at The Savannah Vistas, nestled along St. Ann’s pristine coastline in Runaway Bay. This lovely home blends comfort and relaxation with authentic island beauty. Offering a magnificent view overlooking the sea, with ocean breezes, and warmth. Whether you're unwinding at the shaded frontyard patio or lounging by the nearby pool, or simply soaking in the serenity, this is your escape in paradise.

Guest favourite
A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.
Home in Runaway Bay
4.94 out of 5 average rating, 170 reviews

Cambridge mi casa ur casa w/pool & beach access

We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Guest favourite
A shaded gazebo offers comfortable seating surrounded by lush greenery. Palm trees and vibrant foliage frame a view of the expansive lawn leading to the beach. The sea glimmers in the distance under a clear blue sky, creating a serene outdoor retreat.
Bungalow in Saint Ann
4.89 out of 5 average rating, 209 reviews

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Guest favourite
A refreshing swimming pool is set against a backdrop of lush greenery and modern architecture. Comfortable lounge chairs are placed beside the pool, inviting relaxation. A sun umbrella provides shade, enhancing the outdoor space's appeal.
Apartment in Runaway Bay
4.92 out of 5 average rating, 87 reviews

Royale Escape

Phenomenal, luxurious, amazing!! This upscale north coast Runaway Bay chill-spot is a modern retreat, that is tastefully furnished, boasting swimming pool, gym and a clubhouse with breathtaking ocean views. Easy drive from Montego Bay Airport and close proximity to Jamaica's best attractions, featuring great foods and amazing entertainment spots. Dunns River Falls, Dolpins Cove, Mystic Mountain, Puerto Seco to name a few. Dive right in and enjoy this unparalled home away from home.

Top Guest favourite
Earthen home in Runaway Bay
4.98 out of 5 average rating, 57 reviews

Family-Friendly 2BR Cottage | Near Beach + Parking

Escape to our eco cottage where nature meets comfort. Our cozy 2BR cottage offers the perfect mix of rustic charm & modern comfort, complete with A/C, hot water & WiFi. Lounge by the pool, soak in the tropical surroundings, & enjoy the laid-back vibes of our little paradise. Whether you’re craving adventure or pure relaxation, you’ll find it here. Come unwind, explore, & experience the beauty of Jamaica—your island escape awaits! Book now & experience Casas de Tierra Jamaica!

Guest favourite
Home in Runaway Bay
5.0 out of 5 average rating, 8 reviews

Olive Breeze II

Enjoy an unforgettable stay in our warm and inviting studio, thoughtfully designed to provide the perfect blend of comfort and style. Whether you’re here for a relaxing getaway or a work related visit, this space offers the ideal atmosphere to unwind and feel at ease. Set in a safe and strategically located area, you’ll find have a variety of restaurants, convenience stores and attractions. You will find yourself surrounded by peace, privacy and a sense of home.

Popular amenities for Philadelphia holiday rentals