Holiday rentals in Philadelphia

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!

Family · Value · Condition

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!

Family · Value · Hiking

Star Apple Getaway |Pool |Playground

Relax with the entire family at this peaceful, relaxing & modern getaway. Located in the well sought after gated community, The Crest in Richmond Estate, St Ann. Equipped with 24hr security & surveillance. The complex offers supermarket, private beach, infinity pool, lounge, gym, tennis court, basketball court, children’s playground , panoramic view of the Caribbean Sea & a tranquil space. This house is well suited for up to 8 guests. This listing has outdoor cameras monitoring the premises.

Value · Family · Access

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. 🇯🇲

Value · Family · Layout

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.

Value · Location · Accuracy

Bolts Lodge Discovery Bay

This unique home boasts its own distinctive style, with modern furnishings and all the comforts you need for a relaxing stay. Enjoy the outdoor space, complete with seating areas for games and lounging, as well as a grilling . Located in a gated community with 24-hour security, the property also features a private pool. Situated in Discovery Bay on Jamaica’s north coast. Just 5 minutes from Puerto Seco Beach and the main highway, 35 minutes from Ocho Rios, and 1 hour from Montego Bay.

Family · Value · TV

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.

Location · Family · Comfort

Salt & Breeze Villa - Apartment in Ocho Rios

Come relax in a clean & stylish space with a tropical vibe. Located in Ocho Rios, Jamaica, you're minutes away from popular attractions including Dunn's River Falls, Mystic Mountain, Dolphin Cove & Green Grotto Caves, with easy access to both ends of the island. The property sits within a secure gated community, offering beach access and an infinity pool, plus great dining nearby at Plantation Smokehouse, Juici Patties, Sharkies & Uncorked. Airport pickup available on request.

Value · Location · Amenities

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.

Walkability · Comfort · Check-in

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

Family · Value · Layout

Luxury Family Villa with pool-weddings long stays

Welcome to your private luxury family villa, a fully staffed tropical retreat designed for comfort, celebration, and connection. Surrounded by lush gardens and featuring a sparkling private pool, this elegant villa is perfect for families, weddings, and special events. Enjoy personalized meal service, daily housekeeping and resort-style amenities for a seamless stay — whether for a week or an extended escape.

Location · Value · Walkability

Sea Vista Escape | Pool | Hot Tub | Gated | For 12

Welcome to Sea Vista Escape. A luxury villa in the Greater Ocho Rios. Perfect for families, friends, reunions, birthdays, anniversaries, bachelor/bachelorette trips, and special events. • Ocean views • Hot tub • Game room • Fast Wi-Fi • Gated community • Private chef & catering available • Airport transfers & celebration packages

Family · Cleanliness · Indoor spaces