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, 11 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.

Superhost
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, 10 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
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 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.

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

Guest favorite
A comfortable bedroom is displayed, featuring a queen-size bed with a white quilt and decorative pillows. Nightstands are positioned on either side, each holding a lamp. Dark blue curtains frame the windows, while a smart TV is mounted on the wall across from the bed.
Apartment in Runaway Bay
4.86 out of 5 average rating, 65 reviews

Cosy One Bedroom

COSY is a one-bedroom apartment located in the scenic hills of Mt. Pleasant, Runaway Bay, St. Ann. It is 9 minutes drive from the Runaway Bay stop light. The apartment is equipped with the following features: * A 40" smart TV with cable * A ceiling fan and AC in the bedroom * A small patio * A fully equipped kitchen and dining area (no living room) * A queen-size bed & sofa bed * A large yard area * A keyless entry to the apartment * Internet * Hot water

Guest favorite
An outdoor seating area is highlighted by plush chairs arranged around a small table. A vibrant plant with yellow flowers sits in a red pot, adding a touch of color. Lush greenery is visible through large windows, providing a serene backdrop.
Home in Priory
4.92 out of 5 average rating, 48 reviews

KK'S Elite Escape with private beach/gated/pool

KK's Elite Escape is nested in the middle of paradise. It is located in the prestigious Richmond Estates Community that prides itself of natural beauty and sustainability. The property is beautifully decorated with palms and other flora and is only 6 minutes away from a private beach. It is also within 20 minutes of several attractions such as Chukka, Dolphin and Plantation Cove and Dunn'sRiver. Come relax with the whole family at this peaceful place.

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

3 BR/3.5 BA Villa Private Pool. FREE Beach Club

🌊 Wake up to ocean breezes, dive into your private pool, and walk to the beach in 4 minutes. Discovery Seaview is a spacious, beautifully designed 3-bedroom villa nestled inside a secure gated community in Discovery Bay , your own private slice of Jamaican paradise. 🏖 Complimentary Beach Club Access Your stay includes free access to Puerto Seco Beach Club one of Jamaica’s most stunning beaches, just 4 minutes away.

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

Superhost
Home in Ocho Rios
4.88 out of 5 average rating, 72 reviews

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

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