Vacation rentals in Philadelphia

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Top-rated vacation rentals in Philadelphia

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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
4.93 out of 5 average rating, 76 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
A bright blue door stands open, offering a view of the clear turquoise water and distant boat on the horizon. Lush greenery frames the entrance, enhancing the connection between the interior space and the inviting beach just outside.
Cottage in Runaway Bay
4.94 out of 5 average rating, 134 reviews

Bahia - Charming seaside cabin, loft/wood shutters

Bahia is a 1 bedroom cottage located directly on a beautiful beach which is perfect for swimming.* Ideal for a couple, or a family with children who can be accommodated in a loft. Beachside patio with hammocks and outdoor furniture. Air-conditioned and fans. Cook included. Nightly security guard. 50 minutes from MBJ Airport. Popular attractions nearby. A truly memorable, rejuvenating beach holiday. $300 per night for 2 persons, for additional persons see below. *Beach/water subject to weather

Superhost
A modern villa is presented, showcasing a single-story structure with a gray exterior. A spacious driveway leads to a garage door, while colorful landscaping with blooming plants adds a touch of natural beauty to the front of the property.
Villa in Runaway Bay
4.79 out of 5 average rating, 34 reviews

Tropical Villa @ Lakeside Near the Beach

Welcome to this charming cosy villa, located in a quiet neighbourhood of Runaway Bay, featuring 3 bedrooms and 2 bathrooms. There is 24 hour security in the gated community. We're located 1 hour from Kingston, 45 min from Montego Bay and 15 min from Ocho Rios which includes many tourist attractions such as Dunn's River Falls, Dolphin Cove, Mystic Mountain, Chukka Cove, River rafting and Ocho Rios shopping complex. Enjoy a relaxed environment with sea breeze and a mountain view. Book now!!

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
4.94 out of 5 average rating, 160 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, 205 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, 84 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
An outdoor swimming pool is surrounded by lounge chairs and a dining area featuring a table and chairs. A cozy cottage with decorative wooden elements is visible in the background, complemented by tropical foliage and clear blue skies.
Earthen home in Runaway Bay
4.98 out of 5 average rating, 53 reviews

Cozy 2BR Cottage | A/C + Pool + Walk to Beach

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!

Superhost
Condo in Jamaica West Indies
4.78 out of 5 average rating, 18 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

Superhost
Cottage in Saint Ann's Bay
4.83 out of 5 average rating, 70 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 Runaway Bay
4.9 out of 5 average rating, 10 reviews

Gated Runaway Bay Townhome w/ Pool Near Beach

Welcome to this modern 2-bedroom, 2.5-bath townhome in Runaway Bay, Jamaica. Located in a secure gated community with 24-hour security and a shared pool, the home is just 5 minutes from the beach. Both bedrooms feature private balconies, and all rooms are air-conditioned with TVs. Perfect for couples, families, or friends seeking comfort, privacy, and easy access to beaches and attractions

Guest favorite
Home in Discovery Bay
4.88 out of 5 average rating, 16 reviews

Chillin in D’Bay

Come Chillin’ in D’Bay — Your Home Away From Home 🇯🇲 Stay in our cozy, modern tropical home in Discover Bay, St. Ann. 2 bedrooms • 2 bathrooms • Ocean view • Gated community Just 5 minutes from the beach, with outdoor dining, laundry, and all the comforts you need — budget-friendly and full of island vibes. Relax, explore, and enjoy Jamaica — come chill with us in D’Bay! 🌴

Popular amenities for Philadelphia vacation rentals

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