Vacation rentals in Philadelphia

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Top-rated vacation rentals in Philadelphia

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Guest favorite
The exterior of a modern house is illuminated with colorful lights at night, highlighting its architectural features. Windows are framed by ornate grilles, and a slight incline leads to the entryway, surrounded by neatly trimmed greenery, creating a welcoming ambiance.
Home in Discovery Bay
5 out of 5 average rating, 13 reviews

Light House

Welcome to Light House, Escape to this modern 2 bedroom Home to enjoy with family & friends, gated community with security, located in Discovery Bay, St. Ann. Self Check in upon arrival. The home offers high speed internet, an old school game system with built-in Pac-Man & other games, streaming cable boxes in all rooms & a work station. Free Parking is also available. Light House is located minutes away from the famous Porto Seco Beach & Green Grotto Cave. Light House is a Home away from Home.

Guest favorite
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 out of 5 average rating, 12 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 favorite
Villa in Discovery Bay
4.91 out of 5 average rating, 22 reviews

5-Star Oceanview 3BR Villa w/Pool, Chef & Driver

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 favorite
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, 77 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!

Guest favorite
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. 🇯🇲

Guest favorite
An aerial view showcases a spacious villa surrounded by landscaped gardens and palm trees. A private pool and deck are visible in the background, with sun loungers arranged nearby. A car is parked in the driveway, leading to the villa's entrance.
Home in Priory
4.94 out of 5 average rating, 71 reviews

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

Bamboo Breeze is a cozy , comfortably decorated Villa , located in Richmond Cool Shade , St Ann Jamaica. The Villa features its own private Pool and pool deck for added relaxation , and access to Richmond's own private beach . Guests have access to a Gym , Tennis Courts , Pool and Table Tennis , Putting Green , Picnic areas, Walking Trail ,Kids Park and Playground. A fully stocked Supermarket/Drugstore/ Deli is nearby for your added convenience. *( delivery service available ) .

Guest favorite
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
4.93 out of 5 average rating, 166 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 favorite
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 Laughlands District
4.88 out of 5 average rating, 207 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 favorite
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, 86 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.

Guest favorite
Condo in Jamaica West Indies
4.82 out of 5 average rating, 22 reviews

Modern 2BR @ Paradisiac Beach Club

Welcome to your stunning 2‑bedroom, 2.5‑bathroom condo, nestled in the exclusive, gated Paradisiac Beach Club community in Saint Ann —just a short drive from Ocho Rios. This unit offers an open-concept layout, 2-suite bedrooms, a guest powder room, and private balconies to enjoy ocean breezes. Ideally situated just 5–15 minutes from Jamaica’s top attractions:     •    Dunn’s River Falls     •    Dolphin Cove     •    Mystic Mountain     •    Konoko Falls & Gardens

Guest favorite
Cottage in Saint Ann's Bay
4.83 out of 5 average rating, 71 reviews

Ecoscape -Private River Eco Cottage Near Ocho Rios

Escape to Ecoscape – Where Nature Restores You You won’t want to leave this one-of-a-kind eco-retreat, tucked away in the lush mountains just 30 minutes from Ocho Rios. At Ecoscape, immerse yourself in nature as it was meant to be - fresh mountain air, flowing spring water, clay beneath your feet, and the soothing sounds of the river all around you. Wake up to the calls of yellow-billed parrots and experience Jamaica in its purest form.

Superhost
Home in Plantation Village
4.88 out of 5 average rating, 16 reviews

NEW~ Pool Access 3BR •Gated • Walk to the Beach

Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned

Popular amenities for Philadelphia vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Ann
  4. Philadelphia