Holiday rentals with a pool in Highland Park

4.93 out of 5 average rating, 256 reviews

Home in Oak Cliff

Tropical Sunset Bungalow w/ Pool & Hot Tub

🌴Experience a serene escape -10 mins from Downtown Dallas in N Oak Cliff. This 1940s bungalow, nestled in lush tropical landscaping, offers a private hot tub & pool, large deck & tiki room-your gateway to outdoor relaxation. 🍹Conveniently located 5 min to Bishop Arts District 🔥Living & dining - fireplace, 43" TV, dining for 6 🛏️Master BR- king bed, 1/2 bath, 43" TV & door to tiki room 🛋️Second BR- queen bed , 40" TV & work desk 🍽️Kitchen- Wolf stove, microwave, prep table, lg fridge

An inviting outdoor space features a large turquoise pool surrounded by natural stone. The deck, shaded by a wooden pergola, includes seating areas, a barbecue grill, and a bar. Lush greenery and a waterfall add to the tranquil setting, creating a serene retreat.

4.95 out of 5 average rating, 263 reviews

Bluffview Pool Oasis – 2BR Mid-Century Smart Home

Mid-Century Smart Home with Saltwater Pool – minutes to Downtown, SMU & Love Field. Tucked at a quiet Bluffview cul-de-sac, yet close to everything. Guests nickname it "Hawaii in Dallas!" Why you’ll love it: - Private pool, deck, bar & firepit - 2 bedrooms (1 Tempurpedic king, 1 queen), luxury linens - 4K TVs, gig-speed Wi-Fi, dedicated sit/stand desk w/ dual monitors - Fast access to American Airlines Center & AT&T Stadium Book your Dallas stay now & enjoy resort vibes w/o leaving the city!

A spacious living area is highlighted by a modern fireplace beneath a wall-mounted television. Light gray sofas are arranged around a wooden coffee table, while natural light enters through large sliding glass doors leading to the outside. Neutral walls and minimal decor create a calming environment.

4.97 out of 5 average rating, 191 reviews

New Single Level Ranch Home by Highland Park with Pool

Step through one of the 12-foot-wide sliding glass doors to watch the sunset from the patio while the built-in BBQ cooks dinner by synthetic grass and a private heated HOT TUB and POOL. An open-concept interior means space galore while the master bathroom has a big double-head rain shower and twin vanity. The kitchen is fully stocked with double ovens, a Jura espresso/coffee machine, and a huge kitchen island. Relax and enjoy the large open-concept living area or work hard on the Peloton bike.

An elegant dining area features a round table set with dinnerware, surrounded by wireframe chairs. A large, artistic light fixture hangs above, while large windows provide views of the pool and outdoor space, enhancing the airy feel of the room.

4.96 out of 5 average rating, 185 reviews

ModernOasis HOT TUB Pool-10 Mins LoveField Airport

Perfect for that next family getaway! This two-story, four-bedroom home is conveniently close to everything Dallas offers, including easy access to the Dallas Love Field and Dallas North Tollway to downtown, where you will find many local restaurants, shops, and entertainment options. If golf is your game, the Dallas Country Club is close by, offering an immaculate course. Plus,the Cotton Bowl® Stadium is a great place to catch a football game if you happen to be visiting during the season.

4.9 out of 5 average rating, 125 reviews

An inviting outdoor space features a cozy seating arrangement around a fire pit, with soft lighting from string lights overhead. A private heated pool is visible in the background, surrounded by lounge chairs and vibrant orange seating, set against a backdrop of lush greenery.

Home in Lower Greenville

Heated Pool located in the Heart of Dallas!

Welcome! Our charming retreat is perfect for families, friends, or couples looking to unwind in style. The Space: Heated Pool: Dive into relaxation year-round in our newly built private heated pool. Pool gets hot like a jacuzzi! Enjoy the sun on the spacious deck, complete with lounge chairs. Location: Just a short drive or ride-share away from Downtown Dallas, you’ll have easy access to fantastic restaurants, shops, and attractions. $75 to heat the pool! We can't wait to host YOU!

4.96 out of 5 average rating, 103 reviews

Home in Old East Dallas

Modern Oasis in Deep Ellum–Spacious Home Sleeps 14

Welcome to this stunning and spacious downtown Dallas oasis, located in the legendary Deep Ellum neighborhood close to all the attractions Dallas has to offer. A spacious yet chic setting, where guests can escape and enjoy an exotic urban oasis with a breathtaking view of Downtown Dallas. A balcony inspired by a Japanese Zen garden that prioritizes comfort and peace. Our guests can enjoy all the comforts of home, along with amazing features and amenities in a stylish and coveted setting.

4.95 out of 5 average rating, 635 reviews

A spacious deck features an outdoor seating area with two chairs and a glass table, set on a patterned rug. Lush greenery surrounds the deck, offering a serene view. Comfortable cushions add a touch of comfort to the seating arrangement.

Guesthouse in Dallas

Peaceful Creekside Guesthouse & Zen Garden Retreat

Come enjoy your own private Bali-inspired Guesthouse nestled along a creek in the beautiful Preston Hollow neighborhood of Dallas. Extremely rare to find in Dallas! Relax in a spacious studio room with a king bed, Indonesian day bed, kitchenette, dining room table, walk-in closet, and full bathroom. It's all entirely separated from the main house and very private. Don't miss the creek-side rock garden, patio space and outdoor day bed! Truly a unique oasis for rest and relaxation in Dallas.

Apartment in Knox Henderson

A modern living area features a wooden accent wall and large windows providing natural light. A comfortable blue sofa and a light chair are arranged around a circular coffee table, while a TV is positioned on a wooden console. Potted plants add a touch of greenery.

4.91 out of 5 average rating, 178 reviews

Downtown | Victory Park 2BR

Please note the map is incorrect. You will be close to everything at this centrally-located luxury high-rise. This luxurious 2BR 2BA is nestled in the heart of Victory Park, the closest accommodations to the American Airlines Center, home of Mavericks, Stars, as well as concerts and events. Furnished with 2 King beds and a twin floor mattress for up to 5 people. There are floor to ceiling window views, rooftop pool, cabanas, 20th floor gym with views and many more resort-like amenities.

A game room features a sleek pool table adorned with a dark felt surface, surrounded by large windows allowing natural light. Two bright yellow chairs complement the modern decor, while a decorative plant adds a touch of greenery.

4.95 out of 5 average rating, 113 reviews

Pool Sauna Gym Pool Table Private Estate

Great location just 10 min. to downtown Dallas and close to Love Field Airport. Bring the whole family to enjoy this stylish and spacious hide-away near Lovers Lane/Inwood Village and nestled in a quiet community. This space is perfect for relaxation and making memories. With pool, patio, outdoor dining area, BBQ, fire-pit and Smart TV for outdoor fun. When indoors, enjoy fast WiFi, Smart TV's through-out, Peloton, Sauna, Pool table and more! The all round perfect spot!

4.96 out of 5 average rating, 226 reviews

An outdoor space featuring a shallow in-ground pool with clear blue water. Loungers are arranged around the pool, while a grill is located on the patio. The backyard is enclosed with wooden fencing and has a well-maintained lawn and shaded seating options.

Home in Garland

Heated Pool/Hot Tub/Mini Golf, Spacious 4 BR/3BA

You will love the comfort and quiet of this beautiful home! This house offers a shallow in-ground pool, a bubbly inflatable hot tub, a 5-course mini golf area, smart TVs in all bedrooms, an outside grill, smoker, hammocks, complimentary shampoo, conditioner, body wash, coffee, tea, Xbox One, a poker table, a pool table, kayaks, board games, and more! This house is in a cul-de-sac, near Lake Ray Hubbard, and downtown Dallas. Discounts for weekly and monthly stays!

Apartment in Downtown, Dallas

A spacious bedroom features a generous bed layered with white linens and an assortment of pillows. A small table holds two glasses and a bottle, complementing the airy atmosphere created by large windows that frame views of the city skyline.

4.82 out of 5 average rating, 215 reviews

King Bed | POOL +Views + FREE Parking

Experience the best of city living in our modern minimalist retreat! Pets Stay Free Enjoy breathtaking views of the city skyline from the comfort of our sleek and stylish high-rise apartment. Located in the heart of downtown, you'll be steps away from top attractions, trendy restaurants, and vibrant bars. Our apt. is the perfect haven for couples, solo travelers, and business professionals seeking a stylish and convenient base for their city adventures.

4.94 out of 5 average rating, 204 reviews

Home in Carrollton

Luxury Meets Home Comfort Heated Pool & Jacuzzi

✨ Private Poolside Getaway w/ Jacuzzi & Shade! Relax in this peaceful, family-friendly home featuring a shaded pool ☀️, bubbling Jacuzzi 💦, cozy fireplace 🔥, fully stocked kitchen 🍳, fast WiFi, and smart TVs. Perfect for families, couples, or business travelers. Enjoy gated parking, in-home laundry, and a prime location near parks, dining, and shopping. Designed for comfort, convenience, and total relaxation — you’ll feel right at home! 🏡

Popular amenities for Highland Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 174 reviews

An inviting outdoor area features a private heated swimming pool framed by a covered pergola. Two seating areas with chairs surround a table for outdoor dining, complemented by a wood-burning fire pit and grill under a clear sky.

Home in Old East Dallas

Downtown Dallas Home Sparkling Heated Spa & Pool

A private pool is illuminated by soft lights, with a whimsical unicorn float resting on the water's surface. Colorful string lights adorn the surrounding fence, creating a relaxing evening atmosphere.

4.97 out of 5 average rating, 277 reviews

Cozy Family & Business Friendly w/ a Private POOL!

4.87 out of 5 average rating, 167 reviews

A vibrant game room features a variety of arcade machines along the walls, including classics like NFL Blitz and Big Buck Hunter. A pool table is centrally located, with a large smart TV mounted on the wall displaying a sports game, all illuminated by soft purple lighting.

Home in Oak Cliff

Retroland! | Hot Tub + Pool | Arcade | 7 min Dtown

4.97 out of 5 average rating, 193 reviews

A serene pool area is surrounded by lush greenery, providing a tranquil setting at sunset. Colorful floating orbs rest on the water's surface while white lounge chairs line the deck, inviting relaxation and enjoyment of the peaceful ambiance.

Home in Kessler

Kessler Park Tree House

A charming brick home is framed by lush green trees, creating a welcoming entrance. The well-maintained lawn features neatly arranged flower beds, enhancing the property's inviting curb appeal. A concrete pathway leads from the sidewalk to the front door, offering a clear approach for guests.

4.91 out of 5 average rating, 128 reviews

Symphony Lane

4.95 out of 5 average rating, 105 reviews

The outdoor space features a heated saltwater pool with a stone waterfall cascading into the water. Lush greenery and a wooden fence surround the area, providing privacy and a serene ambiance.

Home in Grand Prairie

Lone star by ATT HEATed pool -Hottub-Dallas

4.82 out of 5 average rating, 123 reviews

A shuffleboard table is positioned prominently in the foreground, showcasing a polished playing surface with red pucks placed along the edges. Large windows in the background reveal views of the private pool area, while natural light streams into the space.

Home in Richardson

New Brick Beauty Private Pool

4.91 out of 5 average rating, 124 reviews

Home in West Dallas

Lux Home, Sleeps 15,FIFA- AT&T 20m, Spa & TankPool

Condo rentals with a pool

4.93 out of 5 average rating, 122 reviews

Condo in Irving

Condo very close to DFW Airport/ Irving Convention

4.81 out of 5 average rating, 133 reviews

A comfortable living area is furnished with a brown leather sofa adorned with patterned pillows, complemented by an armchair. A wooden dining table is visible in the background, surrounded by chairs. Soft lighting is provided by a lamp next to the sofa, with patterned curtains framing the window.

Condo in Irving

Convenient Condo near DFW Airport

4.71 out of 5 average rating, 34 reviews

A modern bedroom features a dark wood bed with a patterned quilt and two decorative pillows. A stylish dresser stands beside the bed, with a framed horse artwork above. Natural light streams through a window dressed with sheer curtains, complemented by indoor plants and a round mirror.

Condo in North Dallas

Welcoming, Spacious 1-bedroom in great location

4.96 out of 5 average rating, 73 reviews

Floor-to-ceiling windows offer expansive views of the Dallas skyline and surrounding urban landscape. The image captures a bustling city scene with modern buildings, green spaces, and parked vehicles below. Soft natural light filters into the room, creating a bright and open atmosphere.

Condo in Victory Park

Cityscape Views in Victory Park

A modern living area features a large gray sectional sofa, positioned near a sleek television. A round coffee table occupies the center space, surrounded by textured area rugs. Soft lighting is provided by a floor lamp and wall-mounted fixtures, creating a relaxed atmosphere.

4.8 out of 5 average rating, 66 reviews

Beautiful Condo in Dallas.

4.98 out of 5 average rating, 55 reviews

Secluded Condo Oasis in Dallas - by SMU w/ Pool!

A living room features a large leather sofa adorned with various colored pillows, complemented by a round black coffee table. A textured area rug covers the floor. Sheer curtains frame the sliding glass door, providing a view of the balcony. A warm light fixture hangs above, enhancing the space.

4.88 out of 5 average rating, 122 reviews

North Dallas Condo - 1 bedroom/1 bath + pool view

A cozy living area features a dark blue sofa paired with a glass coffee table, positioned on a light-colored area rug. Natural light is provided by a large window, while a piece of wall art adds a touch of color to the space.

4.8 out of 5 average rating, 15 reviews

Dallas Condo in Great Location

Other holiday rentals with a pool

4.94 out of 5 average rating, 17 reviews

Apartment in Dallas

Downtown High-Rise Retreat | Spacious King Bed

A modern pool area showcases a heated swimming pool, surrounded by a spacious patio. Yellow chairs are positioned around the pool, and a shaded lounging area features loungers under a striped umbrella. The backdrop reveals a contemporary home with large windows and an outdoor dining space.

4.8 out of 5 average rating, 10 reviews

Driem House | Pool | Preston Hollow

An outdoor seating area features comfortable wicker chairs adorned with light blue cushions, arranged around a glass-top coffee table. A cozy stone fireplace is positioned at the back, creating a warm focal point amidst lush greenery and a serene pool setting.

4.85 out of 5 average rating, 46 reviews

Zen Retreat in West Highland Park

4.98 out of 5 average rating, 47 reviews

Apartment in Deep Ellum

~The Artful Dwelling~ Luxury Downtown Condo

5 out of 5 average rating, 4 reviews

Dallas Mid-Cen Modern Pool House in Prime Location

4.67 out of 5 average rating, 15 reviews

The living room features a pair of round orange armchairs and a dark sofa, arranged around a rectangular coffee table. A white fireplace with a television mounted above it serves as a focal point, complemented by large windows draped with sheer curtains. An entrance leads to another room.

Home in Oak Lawn

Oaklawn Historic Luxury Paradise

5 out of 5 average rating, 27 reviews

NEW! Lovers Ln Luxury | Pool & Patio FUN in Dallas!