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Vacation rentals in Philadelphia

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Philadelphia

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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

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, 161 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, 206 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
A comfortable living area features a brown leather sofa adorned with colorful accent pillows. Light streams through dual-layered window shades. A round black coffee table sits in front, complemented by two blue chairs and a decorative plant, creating an inviting atmosphere.
Home in Discovery Bay
4.92 out of 5 average rating, 51 reviews

Sunset@ArecaHomes ~ Beach Access~Pool & Water Park

🏖️ Escape to Paradise at Camelot Village –Your Ideal Getaway in Discovery Bay Welcome to Sunset at Areca Homes where your dream vacation becomes reality! Our luxurious 2-bedroom, 2-bathroom retreat offers the perfect blend of comfort style and luxury, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Never Miss a Sunset at this Spectacular Property ✔︎ Exclusive Puerto Seco Beach Club Membership for everyone 3 minutes away! ✔︎ COMFORT

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, 85 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!

Top guest favorite
A charming outdoor deck features several light blue bar stools, arranged around a raised bar area with an umbrella for shade. The wooden structure of the cabin is visible in the background, surrounded by lush greenery and a clear sky.
Cabin in Runaway Bay
4.96 out of 5 average rating, 114 reviews

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!

Top guest favorite
A private pool area is featured with a clear blue water pool, surrounded by lush greenery and lounge chairs. The backdrop includes a two-story townhouse and a hilly landscape, adding to the tranquil environment.
Townhouse in St. Ann Parish
4.96 out of 5 average rating, 204 reviews

Tranquil Oasis Ocho Rios (Starlink / Solar)

Tranquil Oasis at Palm View is the perfect vacation hideaway! With Solar Powered Electricity and Starlink Internet and located in the gated complex of Palm View Estate in Drax Hall, this property is just mere minutes away from the resort town of Ocho Rios and is in close proximity to all-inclusive hotels, beaches, restaurants, shopping, entertainment, notable tourist attractions major international airports and Knutsford Express.

Superhost
Villa in Oracabessa
4.85 out of 5 average rating, 13 reviews

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!

Guest favorite
The bedroom features a wooden bed frame with a spacious mattress adorned with a light decorative blanket. Bright yellow and neutral curtains frame a balcony door, while a wooden dresser and a wall-mounted TV enhance the modern décor. Light-colored tiles cover the floor.
Home in Discovery Bay
4.89 out of 5 average rating, 236 reviews

!Wynter'sEscape |gated 2BR |w/pool & beach access!

♚We offer a comfortable, newly-built modern two-floor townhouse in a gated community overlooking PUERTO SECO BEACH in the resort town of Discovery Bay, St. Ann ☀⛱🕶 !!! Price starts from US$125 for 2 guests and increases by US$25 per additional guest!!! This property facilitates easy access being 1 min drive from the main road % is 1 hr away from Sangster's Intl. Airport ✈ and 45 mins from Ocho Rios!!!

Superhost
Home in Ocho Rios
4.86 out of 5 average rating, 73 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