
Holiday houses in Philadelphia
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Top-rated holiday rentals in Philadelphia
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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!

Ocean View • Pool • Pickleball • Gated | For 12
Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

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!

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!

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. 🇯🇲

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

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.

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!

A/C cabin outdoor jacuzzi, access to private beach
Take a visit to the historical city of Runaway Bay, St. Ann. Stay at the Cozy Cabin and experience a piece of this historical city. The cabin is nestled in the cool hills of Runaway bay. It is yet, conveniently located just 5 - 10 minutes drive from world renowned restaurants and excursion experiences. Kick back and relax in comfort and style. Get the best of both worlds: the magical Runaway Bay mountains and the beautiful Caribbean sea. A vacation you will never forget!

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.

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.

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 holiday rentals
Other great holiday rentals in Philadelphia

Luxury Family Villa with pool-weddings long stays

Bahia - Charming seaside cabin, loft/wood shutters

Serenity at the Vistas

Mantie By The Bay-Jamaica Paradesiac Beach Club

Bamboo Breeze Villa 4Bdr PVT Pool Richmond St Ann

Vibe in Paradise St. Ann Escape!

Richmond Estate 3rd floor condo~ Pool~Beach Access

Exclusive Mountain & Farm Villa Escape
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Negril Holiday rentals
- Ocho Rios Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Trinidad Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Santiago de Cuba Holiday rentals
- Saint Ann's Bay Holiday rentals
- Spanish Town Holiday rentals
- Ocho Rios Bay Beach
- Rose Hall Great House
- Bob Marley Museum
- Hellshire Beach
- Doctor's Cave Beach
- Hope Botanical Gardens
- Emancipation Park
- Phoenix Park Village
- YS Falls
- University of the West Indies
- Floyd's Pelican Bar
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Green Grotto Caves
- Harmony Beach Park
- Rafjam Bed & Breakfast
- Martha Brae Rafting Village
- Strawberry Hill
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Turtle River Park
- Whispering Seas
- Konoko Falls





