
Vacation rentals in Philadelphia
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Top-rated vacation rentals in Philadelphia
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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.

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!

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. 🇯🇲

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 ) .

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.

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 - Eco River Cottage w/ Private Spring
Escape to your own secluded eco-retreat where nature, comfort, and authentic Jamaica come together. What you’ll love: ✔Private river setting and natural spring ✔Peaceful, lush forest surroundings ✔Romantic boho-style 1 bedroom cottage ✔Only 30 minutes from Ocho Rios Wake up to birdsong, enjoy coffee by your spring-fed yard, and unwind in a serene, nature-filled escape. Perfect for couples, creatives, and anyone seeking privacy and calm.

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

Modern, Family 3BR w/ Pool & Gym
Perched on the LARGEST lot in prestigious Richmond Estate @ The Crest, this 3BR/2BA hilltop home offers unmatched space and privacy. Sleeps 8 comfortably. Premium security with 24-hour gated entry, guards, and patrols. Perfect hillside retreat combining safety, tranquility, and beach privileges for families or groups seeking a peaceful luxury escape!
Popular amenities for Philadelphia vacation rentals
Other great vacation rentals in Philadelphia

Family-Friendly 2BR Cottage | Near Beach + Parking

Bahia - Charming seaside cabin, loft/wood shutters

Vibe in Paradise St. Ann Escape!

Private Seafront Villa near Ochi

Exclusive Mountain & Farm Villa Escape

Orange Hill Manor

Elite Escape @ Paradisiac (near Ocho Rios)

Hermon Escape
Destinations to explore
- Kingston Vacation rentals
- Montego Bay Vacation rentals
- Negril Vacation rentals
- Ocho Rios Vacation rentals
- Portmore Vacation rentals
- George Town Vacation rentals
- Trinidad Vacation rentals
- Mandeville Vacation rentals
- Hellshire Vacation rentals
- Santiago de Cuba Vacation rentals
- Saint Ann's Bay Vacation rentals
- Spanish Town Vacation 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
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls





