Holiday rentals with a pool in Philadelphia

4.98 out of 5 average rating, 62 reviews

Apartment in Media

La Kaye Fle'(The Flower House) Exec Ste with Pool

Once you've arrived on the grounds of La Kaye Fle' consider you're home! Whether you're here for work or play or both if you please, this 1st level, 900 sq ft suite is perfect for your travels. There are no worries! We are located in the borough of Media, such a rare find! Private apartment, off street free parking, talk of the town grounds and fine amenities. There is a saltwater heated pool open in the warmer mos , private deck, walking distance to restaurants, bars, shopping and public trans.

4.99 out of 5 average rating, 115 reviews

Home in Kensington

Modern Home in heart of Fish-town w/ private yard

Welcome to our custom townhome located in the heart of Fish town, only a short 10 min drive to City Hall & walking distance to many local bars, restaurants, grocery, thrift stores, and a Subway. Our home is a 3 bedroom, 2,5 bath space which can comfortably accommodate up to 8 guests and 2 children - Hot tub - full gym - 86" smart TVs w Netflix/Disney+/ prime - pack and play available - full outdoor kitchen grill - outdoor sitting area - 24/7 free street parking is available on the street

Apartment in King of Prussia

4.93 out of 5 average rating, 61 reviews

Luxury Stay | KOP Town Center by Mall | AVE Living

📍 Strategic Location. Premium Accommodations. Optimal Efficiency. 🏡 AVE KOP delivers exceptional value with professional on-site management and 24/7 support services. Positioned within walking distance to King of Prussia Town Center, medical facilities, and 4 minutes from King of Prussia Mall featuring Netflix House (coming soon). Amenities include fitness center with on-demand programs and resort-quality recreation areas. Pet-friendly with no restrictions. All utilities & services included.

4.98 out of 5 average rating, 123 reviews

Home in Maple Shade

*Cheerful & Cozy 3BR / home with pool*

"Immerse yourself in luxury at our newly renovated 3-bedroom home, nestled in the charming residential enclave of Maple Shade, New Jersey. Perfectly positioned for both brief getaways and extended stays, it serves as an ideal retreat while exploring the dynamic city of New Jersey." 15 minutes from Downtown Philadelphia. Maximum occupancy 8 people. Pool Opening : May - September Private Drive way and Street Parking Available. Our Valued guest, Hanging out in the front is strictly prohibited.

5 out of 5 average rating, 57 reviews

Apartment in Langhorne

Bucks County Glamorous Marilyn Monroe Suite

The suite is private, glamorous and has a balcony. The suite encompasses the third floor of an estate built in 1741 (steps) Enjoy the heated pool and the beautiful, well-tended gardens seasonally. Enjoy what Bucks County has to offer. Experience the festive seasonal activities at Peddler's Village; fresh grown produce at Shady Brook Farms; the wine & art trails; the ale trail; try your luck at Parx Casino; grab a Philadelphia cheese steak; visit Washington's Crossing; New Hope; Sesame!

4.82 out of 5 average rating, 61 reviews

Apartment in Blue Bell

Luxury Townhome w/ Resort Amenities | AVE Living

Luxury Townhome Living. Strategic Philly Access. 📍 Blue Bell Villas offers professionally managed, professionally furnished townhomes just 26 minutes from Center City and 15 minutes from King of Prussia Mall. Enjoy bi-level living with king accommodations, fully equipped kitchens, and walkable closets. Premium amenities include saltwater pool, tennis courts, ½-acre dog park, and 24/7 fitness center with Technogym equipment. On-site team provides monthly housekeeping and 7-day/week service.

Apartment in Fishtown

New place to stay

Cozy 1BD Apt | Fishtown | Gym & Pool

This modern apartment is located in the heart of Olde Richmond, a vibrant neighborhood adjacent to Fishtown and Port Richmond. Enjoy a mix of urban convenience and local character with top-rated restaurants, trendy coffee shops, and lively breweries nearby. Experience rich history, colorful murals, and a dynamic nightlife scene. With favorites like ReAnimator Coffee and Philadelphia Brewing Co. just steps away, this area offers the perfect balance of cozy community and exciting city life.

5 out of 5 average rating, 32 reviews

Guest suite in Folcroft

Creekside Private Lower Level Apartment

Enjoy this nonsmoking, newly renovated full kitchen and bathroom with quartz countertops. Adjustable tempurpedic bed w lumbar, vibration, under bed lighting, and Ritz Carlton pillows and Hotel Collection bedding will put you in the clouds. Near Boeing, airport (10min) and train station 10 min walk. This is a great quiet place to work from. Apartment is private with a nice (motion detected) lighted brick and concrete path to entrance w patio around back. No stairs. Must be a non smoker!

4.92 out of 5 average rating, 122 reviews

Home in Willow Grove

SuMmeR PooL Paradise Philly Burbs - 8 Max on prop

This charming home is located in the suburban community of Willow Grove, just outside Philadelphia. The house offers comfortable accommodations, making it perfect for families or small groups visiting for a wedding, concert, or event. Late Spring/Summer/Early Fall - you can enjoy our large pool, providing a refreshing retreat for guests. The property is situated just 13 miles from Center City and 19 miles from PHL, offering easy access to everything the city has to offer!

Apartment in Northern Liberties

5 out of 5 average rating, 3 reviews

Northern Liberties 1 Bedroom | Full Of Charm

Enjoy a perfect stay at this spacious 1 bedroom (sleeps 6) apartment centrally-located in the heart of No-Libs. Surrounded by some of Philadelphias hottest restaurants and bars. The unit is located in on the areas premier apartment buildings that is full of great amenities. You will feel right at home in this beautifully designed unit. Your deck overlooks an amazing greenery filled courtyard and pool. You will not find another space like this in the city!

4.94 out of 5 average rating, 161 reviews

Home in Marlton

4 bedrooms and pool in Marlton NJ

My place is close to major highways and shopping, 10 minutes from DIGGERLAND. 30 minutes to Philadelphia Convention Center. Atlantic City - 1 hour away. Neighboring towns are Medford, Mt. Laurel, Cherry Hill and Voorhees. Our house is in a residential neighborhood. It has a large fenced in back yard with an inground pool. There are 4 bedrooms: 1 queen bed master, 1 full bed, 2 twin beds, 1 queen. Owner onsite in private inlaw suite, from main home.

Apartment in Olde Kensington

4.83 out of 5 average rating, 35 reviews

Luxury 1BD | Northern Libs | 1 Bed | Onsite gym

This charming apartment offers a peaceful retreat in the heart of a vibrant neighborhood. Ideally situated near bustling streets and historic landmarks, it provides the perfect balance of tranquility and convenience. Whether you're a solo traveler or a couple, you'll enjoy a serene escape while being close to the city’s top attractions.

Holiday rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Philadelphia rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 23 reviews

Home in Schwenksville

Stony Knoll Farm

Jeffrey DavidRating, 5 stars1 month ago

Sean was absolutely incredible! Due to an unexpected issue with our previous stay, we had to book last minute—and he welcomed us without hesitation. From the moment we arrived, we felt completely at home. The property itself is stunning—serene, safe, and beautifully maintained. Five stars all around!

4.82 out of 5 average rating, 68 reviews

Home in Douglassville

Smoker Family Estate, 5 BDR Home w In- Ground Pool

EmilioRating, 5 stars1 week ago

The listing pictures doesn’t do any justice capturing how gorgeous this house actually is. From the moment we arrived, we were blown away. The home was spotless and had everything we needed for a relaxing getaway. Our host was exceptionally responsive and accommodating making check-in and communication a breeze. We did face a little inconvenience with the pool since it wasn’t clean for our stay (host even offered a partial refund!). Besides that, we did not want to leave! If you’re considering booking, don’t hesitate because this place is a gem.

5 out of 5 average rating, 13 reviews

Home in Newtown Square

New Pristine Suburban Escape

GlenRating, 5 stars5 months ago

This place was amazing to stay at! We loved the huge kitchen and there was plenty of space for our family of five. Our kids had a great time running around the big backyard and we went on several walks around the local neighbourhood, which was very picturesque and peaceful. What a lovely place to visit!

5 out of 5 average rating, 28 reviews

Home in Berwyn

Fun for 8

RichardRating, 5 stars5 months ago

The game room was absolutely amazing and the hot tub, also a highlight . We loved the bar and the frosted glassware. The hosts were present/available without being at all intrusive. There were ample bathrooms and shower facilities with towels a’plenty. The beds were comfortable and the fire place,an unexpected bonus. The kitchen facilities were roomy and fully stocked. It was clean, comfortable and tons of fun- worth every penny 😊

4.94 out of 5 average rating, 117 reviews

Home in Downingtown

Lakefront Guesthouse

KrishnaRating, 5 stars3 weeks ago

Genine and Mike were great hosts. It was lovely to have picnics near the lake and the guest house was cozy.

4.91 out of 5 average rating, 160 reviews

Home in West Chester

West Chester, PA entire home

SteveRating, 5 stars1 month ago

Caryle’s place was in a very peaceful neighborhood, very private and relaxing. The kitchen had what we needed and the living room was a great place to sit and read. We felt like we were staying at a friend’s house.

4.92 out of 5 average rating, 135 reviews

Home in Glen Mills

Sweet home w/pool & woods at peaceful Glen Mills

ElizabethRating, 5 stars2 weeks ago

We had a great stay at Michelle’s place for our high school friend get together. We wanted a place near Longwood Gardens and a place to relax. We got them both! The surroundings were beautiful and the home was open and lovely! We hope to be back!