Vacation rentals in Philadelphia

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Top-rated vacation rentals in Philadelphia

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

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Guest favorite
Aerial view of the complex reveals a large swimming pool surrounded by lounge chairs and tropical greenery. Nearby, a clubhouse with shaded areas and outdoor seating is visible. Tennis courts can be seen to the left, with scenic hills in the background and well-maintained grounds beyond.
Condo in Richmond
4.95 out of 5 average rating, 126 reviews

Richmond Luxury Oasis w/ King Bed + Ocean View

Unwind at this stunning, peaceful and relaxing two bedroom, two bathroom fully A/C ground floor unit. Relax with Netflix in all bedrooms. Enjoy Disney+, Netflix and cable TV in the cozy living room on the smart 55" TV. Walk to the country store then cook up your favorite meal in the fully equipped kitchen and enjoy around the dining table or on the patio overlooking the sea. Work out at the gym, play tennis then cool off in the pool while playing a game of pool by the bar. Beach access included

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, 123 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

Top guest favorite
A spacious bedroom is depicted, featuring two beds with mint-green bedding and neatly arranged towels. A ceiling fan provides airflow while a cozy upholstered chair adds comfort. Natural light filters in through two large windows, framed by soft curtains.
Home in Runaway Bay
5 out of 5 average rating, 13 reviews

The Sage Suite Belle Air Jamaican Experience

This AirBnB is a full service all inclusive, fully staffed house with amenities and options that are designed to fully take the guess work out of your vacation and maximize your comfort and enjoyment. Start by having us pick you and your additional guests from the airport for free* and then enjoy some of the island's finest cuisine cooked by your own personal chef. Taking the kids; we offer childcare so you can enjoy any excursion on your own, up to and including a nanny for the entire stay.

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
4.93 out of 5 average rating, 123 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
4.88 out of 5 average rating, 189 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.

Top guest favorite
Home in Discovery Bay
4.95 out of 5 average rating, 170 reviews

Courtyard by the Bay*Pvt pool*Pvt Bch*A1 amenities

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER(yes it's a big deal) and A1 amenities. Immerse yourself in island living, just minutes away enjoy the 5 star resort style private beach Puerto Seco, restaurants and major attractions. Suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

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
4.91 out of 5 average rating, 65 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.

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
4.95 out of 5 average rating, 105 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!

Guest favorite
A spacious gazebo features a swing bed adorned with colorful cushions. The bed is covered with a vibrant blue sheet, providing a relaxing spot surrounded by screened walls that allow for outdoor views while keeping insects out.
Home in Browns Town
4.85 out of 5 average rating, 40 reviews

Cozy rural w/Gazebo swing bed, AC, WIFI, no fees

"Experience REAL Jamaican Lifestyle-Upscale Villa" No tourist trap here, our home is the perfect stay for those who want to enjoy the real Jamaican lifestyle and culture...friendly neighbors, delicious foods.... get away from the crowds, immerse yourself! Relax in our new screened in Gazebo with swing bed. 420 friendly, just a short ride to all the hot spots but far enough out to relax and unwind. Come home to El Castilito and feel the rhythm of the “no problem” island.

Guest favorite
A cozy bedroom features a spacious bed dressed in soft green linens. A matching dresser with a decorative mirror stands nearby, complemented by natural light filtering through sheer curtains. An attractive wooden door provides access to the room, enhancing the inviting atmosphere.
Townhouse in Runaway Bay
4.95 out of 5 average rating, 21 reviews

Olive Breeze

Providing a garden, Olive Breeze offers accommodations in Runaway Bay. This property offers access to a balcony, free private parking, and free Wifi. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a microwave, and 1 bathroom. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Runaway Bay is 15 minutes from Ocho Rios.

Guest favorite
A spacious bedroom features a high wooden ceiling enhancing the airy feel. The bed is elegantly dressed with calm linens, accompanied by wooden nightstands on either side. Two decorative wall art pieces add a subtle touch, while natural light filters through the large window.
Apartment in JM
4.89 out of 5 average rating, 19 reviews

Runaway Bay Gem

"This home is absolutely gorgeous. The location is very peaceful and quiet in the night. It’s safe and the neighborhood is walkable. Everything is as described - if not better."-Marvin Beautifully designed open-concept home ideal for a relaxing getaway. This is our one-bedroom unit. You will enjoy the naturally cool Jamaican breeze. Great for couples, group trips, solo travelers, or business travelers. We look forward to hosting you!

Top guest favorite
A modern dining area is presented with a sleek black table surrounded by four black chairs. Natural light filters through sheer curtains, highlighting the glossy white tiles. A small decorative piece rests on the table, while a framed artwork adds color to the wall.
Home in Discovery Bay
5 out of 5 average rating, 23 reviews

Drumz Oasis

Home away from home. Immerse yourself in the charm of our cozy home. A modern and fully equipped home to relax with the whole family. Located in a peaceful neighborhood . A short drive from popular tourist attractions and easily accessible for exploring. Enjoy a peaceful retreat with fresh air and stunning views. Whether you’re here to work or play, our home is the perfect base for you to stay.

Popular amenities for Philadelphia vacation rentals

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