Holiday rentals with a pool in Oldtown Scottsdale

4.97 out of 5 average rating, 751 reviews

A bright guesthouse features floor-to-ceiling windows that provide views of the surrounding landscaping. A spacious bed is positioned adjacent to a seating area and a TV. A decorative area rug complements the modern furnishings, creating a comfortable atmosphere.

Guest house in Phoenix

Resort-living in private Studio @ Villa Paradiso

* Private, bright guesthouse immersed in a peaceful oasis of lush landscaping. The guesthouse is right in front of our swimming pool. * Fully remodeled: Kitchen, TV, Wifi, Nespresso & more. * Central location: 10 mins from Old Town Scottsdale, ASU, Sky Harbor Airport, Spring Training & more. Check out my profile for two Luxury B&B suite listings in the main house. Private bedroom & bath, full access to living areas + breakfast. Ask about photoshoots or events across the various property areas.

A modern living area features a sectional sofa accompanied by vibrant throw pillows in purple. A circular coffee table sits on a textured rug. The kitchen, visible in the background, is equipped with stainless steel appliances and light wooden cabinetry, providing a fresh feel to the space.

4.99 out of 5 average rating, 224 reviews

Clean, Quiet, Easy Check-In, Fast Check-Out

You’ll enjoy walking to cafés, restaurants, galleries, museums, hotspots and live music galore. You’ll be able to hike Camelback Mountain, explore Marshall Way Arts District, shop Fashion Square Mall, catch Giants MLB Spring Training a few blocks away. You’ll relax in your squeaky-clean, private space rated 4.99-stars 10 years’ running, voted “Guest Favorite”, ranked “Top 5%” of Airbnb homes and Hosts worldwide. Arizona TPT business license #21197586 Scottsdale STR business license #2022617

An open living space features a sleek gray sofa, a coffee table, and a mounted television. A dining area with a round table and chairs is positioned near large windows. Planters add greenery to the ambiance, complemented by a dark accent wall and light wood flooring.

4.97 out of 5 average rating, 141 reviews

10 min walk Old Town - Fashion Square - King Bed

Enjoy this newly renovated and stylish one-bed condo in Old Town with the perfect blend of modern style and comfort. The open concept living space features clean lines, sleek finishes, creating a chic and sophisticated environment. Located in the heart of Old Town Scottsdale, just steps away from the best dining, shopping, and entertainment options the area has to offer. You’ll have access to all the excitement of the city while still enjoying a peaceful and private retreat. Permit # 2039867

4.97 out of 5 average rating, 152 reviews

Heated Pool • Hot Tub • Lux Master • Fire Pit

"This was my first time staying at one of the Goodlife properties and I have to say we were blown away by the first-class experience. From the modern interior and designer touches to the amazing heated pool, this house is top of the line!" - Dan o Minutes to Old Town Scottsdale o Heated pool o Hot Tub o Stunning master suite o Fire pit Looking for something a little different? I’ve got 8 more top-rated Scottsdale homes, all 5 minutes or less from Old Town. Click my host profile to explore!

A cozy living area is highlighted by a comfortable sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, while a striking landscape photograph decorates the wall. Natural light illuminates the space through nearby glass doors.

4.95 out of 5 average rating, 255 reviews

Desert Oasis - 105, Heated Pool, Walk to Old Town

Arguably the best feature of the Palms is the location, snuggled smack dab in the middle of the Garden District with the walkability and proximity to everything you need. A quiet and private complex with a salt water pool and lush courtyard that is in the middle of the complex and just outside your sliding glass doors. Just minutes walk away is an endless mix of incredible restaurants of all types, resorts, coffee shops, convenience stores, nightlife, lounges, retail shops and entertainment.

A spacious great room features high ceilings and stylish wood floors. Comfortable seating is arranged around a round table with a modern design. Large windows permit natural light, while contemporary decor adds to the inviting setting suitable for relaxation and entertaining.

4.98 out of 5 average rating, 102 reviews

Charming Condo Walking Distance to Fashion Square

Charming condo located in a gated community in the heart of Scottsdale. With beautiful high ceilings, wood floors, and newly updated modern decor, to help make your stay soothing and comfortable. Spacious great room w/dry bar and patio access, ideal for entertaining. Immaculate fully stocked kitchen and breakfast bar. Community pool and tennis courts *WALKING DISTANCE TO OLDTOWN BARS, RESTAURANTS, SHOPPING AND ENTERTAINMENT* And a short drive to many golf courses. The center of the action.

A serene pool area showcases comfortable loungers around a sparkling pool, surrounded by wooden decking. Sunset colors paint the sky, creating a tranquil evening ambiance. The interior features modern furnishings with a cozy leather sofa and stylish decor, promoting relaxation and comfort.

4.98 out of 5 average rating, 132 reviews

Poshy Old Town Oasis with Pool & Bikes!

Kick back and relax in this pristine, modern & serene poshy oasis in Old Town Scottsdale! Exquisitely decorated & handsomely appointed, this house will truly feel like a "home away from home." Nestled on a quiet street less than 2 mi from downtown Old Town Scottsdale, it boasts the perfect location to easily enjoy all that Old Town has to offer. If R&R is on your mind, we got your back (literally)...from luxurious linens to a cozy outdoor lounge space & sparkling pool, you can R&R in style.

A spacious living area is highlighted by large windows allowing natural light, with comfortable seating arrangements and decorative plants. A wooden dining table is set with woven placemats, complemented by eclectic decor pieces, creating a welcoming atmosphere for relaxation and socializing.

4.93 out of 5 average rating, 222 reviews

Bright and Airy 2 Bedroom, Steps From Old Town

Welcome to the heart of Scottsdale, and your two bedroom luxury desert retreat. Spend your days lounging beside the heated resort pool and nights admiring the sunset from your private patio. Or take the short walk to Old Town, where dozens of art galleries, restaurants, nightclubs, and upscale boutiques await. No matter your ideal vacation, it's our pleasure to invite you to your designer condo, the perfect refuge after long days and nights enjoying everything our beautiful city offers.

A picnic basket is positioned next to a potted plant, featuring neatly arranged utensils and plates inside. Beside it, a rolled-up blanket showcases a colorful striped design, adding a touch of vibrancy to the serene space.

4.97 out of 5 average rating, 235 reviews

HeatedPool, Upscale in OldTown Scottsdale

Located in the quiet heart of Old Town Scottsdale, we have a year-round HEATED POOL & SUPER FAST WIFI. In this safe enclave we are a pleasant 5-10 minute walk to famous restaurants, shopping, bars, museums, & Spring Training. We offer a chef's kitchen, luxury towels & bedding, 4K TV w/Roku & free NETFLIX, Nespresso & classic coffee machines w/Starbucks coffee, A/C, a bedroom ceiling fan, dedicated covered parking, Tempur-Pedic king bed, sofa bed, and a beautiful bathroom. Condo sleeps 4.

4.98 out of 5 average rating, 103 reviews

A bright living area features large glass doors that open to a spacious balcony, allowing natural light to fill the room. A 65” flat screen TV is mounted on the wall, while two wooden chairs and a round coffee table complement the inviting decor. A plush sofa adds comfort.

Flat in Scottsdale

Walkable Spacious Apartment w/ Pool

This picturesque rental is located within a boutique, luxury apartment complex in the heart of Old Town Scottsdale. You will fall in love with the neighborhood and its proximity to dozens of dining, shopping, and cultural landmarks, including walking-distance access to the Giants Stadium, Civic Center Park, the Continental Golf Club, and the Entertainment district. At the end of your day, return home to a private, secured parking garage, and rest up for the next day’s adventure.

A spacious lounge area is depicted, featuring a large sectional sofa paired with small side tables. Abstract wall art adds a touch of color above the sofa. A light-colored coffee table sits in the center, surrounded by a woven runner, with a decorative vase included.

4.97 out of 5 average rating, 124 reviews

Walk to Old Town | Poolside | King Bed | Pristine

You won’t find a better location in Old Town than this gorgeous, newly-renovated two-bedroom townhome. ☀︎ 1000 ft² ☀︎ Walking distance to Old Town ☀︎ Heated Pool ☀︎ Pet Friendly ☀︎ Private Patio ☀︎ King and Queen Bed ☀︎ Luxury 100% Bamboo Linens ☞ 4 Min Drive to Old Town ☞ 9 Min Drive to Camelback Mountain ☞ 10 Min Walk to Fashion Square Mall ☞ 15 Min Drive to ✈︎ Sky Harbor Airport Keep Reading and Discover the Best of Old Town Scottsdale With Us!

The outdoor pool area is surrounded by lush palm trees, creating a tropical atmosphere. The spacious pool features a clear blue surface, and lounge chairs are positioned nearby for relaxation. The backdrop includes the condominium buildings framed by greenery.

4.92 out of 5 average rating, 328 reviews

Resort Style, Luxury Condo | Old Town Scottsdale

This stunning Scottsdale condo puts you in the heart of it all—just minutes from Fashion Square, the Entertainment District, world-class golf, spring training, top dining, scenic parks, and a casino. Relax by the sparkling resort-style pool or unwind in the hot tub, then enjoy effortless access to Scottsdale’s best attractions, combining luxury, convenience, and serene desert living in one stylish retreat.

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene backyard features a heated pool surrounded by a spacious deck. Colorful pool floats rest on the water, while a vibrant sunset casts hues across the sky. Lush artificial turf frames the pool area, complemented by palm trees and seating options for relaxation.

4.99 out of 5 average rating, 211 reviews

Old Town Getaway FREE Heated Pool Hot Tub Firepit

An open living area is highlighted by a large blue sectional sofa with a glass coffee table in the center. A stylish fireplace stands in the corner, complemented by two modern armchairs. Natural light floods through expansive windows, revealing a glimpse of the outdoor space.

4.93 out of 5 average rating, 152 reviews

Mid-Century Desert Oasis, heated pool near OldTown

A refreshing saltwater pool is shown in the foreground, surrounded by lounge chairs. A stainless steel cooler stands nearby, topped with a straw hat and sunglasses. Illuminated string lights add ambiance above, while a vibrant mural decorates the backdrop.

5 out of 5 average rating, 140 reviews

The Bungalow. Walk to Old Town. Modern Amenities.

An inviting outdoor space features a heated pool surrounded by lounge chairs and colorful floats. Umbrellas provide shade, while a covered patio area includes seating for relaxation. The ambiance is enhanced by evening lighting and a backdrop of the Scottsdale landscape.

4.93 out of 5 average rating, 324 reviews

Heated Pool + Walk to Old Town! New Renovation!

A private backyard features a heated pool surrounded by colorful loungers and umbrellas. Several inflatable pool toys float in the water. Paved outdoor area includes a covered dining space with seating, creating an inviting atmosphere for relaxation and leisure.

4.95 out of 5 average rating, 107 reviews

3BR w/ Heated Pool + Putt Putt | Near Old Town

The outdoor area features a tranquil pool surrounded by well-maintained palm trees and landscaping. A shaded seating area with lounge chairs is positioned near the pool, while a patio is visible, enhancing opportunities for relaxation and outdoor activities.

4.98 out of 5 average rating, 392 reviews

Gorgeous Scottsdale Getaway! Heated pool & spa!

A heated pool is surrounded by lush green landscaping and patio space. Lounge chairs are positioned nearby, with two distinct seating areas visible, featuring modern outdoor furniture. A shaded umbrella provides cover over one of the seating areas, contributing to the relaxing ambiance.

4.99 out of 5 average rating, 143 reviews

Scottsdale Home OldTown w 3bth & 3bdrm heated pool

The private backyard retreat features a swimming pool illuminated with soft purple lighting. Lounge chairs are arranged around the pool, with umbrellas providing shade. A vibrant sunset sky is visible above, complemented by neatly trimmed grass and a simple, fenced perimeter.

4.96 out of 5 average rating, 105 reviews

B-Street Retreat - Heated Pool

Apartment rentals with a pool

A spacious outdoor pool is surrounded by lush greenery and palm trees. Numerous lounge chairs and shade umbrellas are positioned around the pool area, offering ample space for relaxation. The bright blue water reflects the clear sky, creating a serene environment.

4.95 out of 5 average rating, 177 reviews

Top rated ground floor condo! Old Town Scottsdale

A comfortable living space is presented with a plush sofa and accent chairs. A large coffee table rests on a soft area rug, and a wall-mounted TV is visible. Natural light streams in through the sliding glass doors leading to the balcony, enhancing the open atmosphere.

4.96 out of 5 average rating, 114 reviews

Sparkling Pool*Corner Unit*Walk Everywhere*

A heated pool reflects clear blue water, surrounded by palm trees and lounge chairs. The pool area features several shaded umbrellas and a spacious deck, with the condominium building visible in the background.

4.88 out of 5 average rating, 127 reviews

Modern Condo - Get to Old Town in Minutes!

A modern dining area is presented with a large table surrounded by four sturdy chairs. A stylish chandelier hangs above, illuminating the space. The backdrop showcases a well-equipped kitchen and a wall clock, adding functionality and charm to the overall design.

4.96 out of 5 average rating, 178 reviews

Stunning 2Bd/2Ba - Old Town, Scottsdale Condo

4.97 out of 5 average rating, 105 reviews

Relax & Explore Old Town Scottsdale Saltwater Pool

A spacious living room features a locally made couch with decorative pillows and a large area rug. A TV is situated on a wooden console, accompanied by a tall plant. Natural light streams through a glass door leading to an outdoor area, flanked by light curtains.

4.83 out of 5 average rating, 180 reviews

Desert Modern Old Town Oasis | Fresh Renovation!

The living area features a light grey sofa adorned with decorative pillows, complemented by a wooden coffee table. Natural light floods the space through large glass doors. On the wall, artwork depicting trees adds a tranquil touch, while a fan hangs comfortably from the ceiling.

4.92 out of 5 average rating, 121 reviews

Cozy Desert Condo | Old Town Scottsdale - walkable

Superhost

A modern kitchen area features stainless steel appliances and green cabinetry. A spacious island with bar seating is complemented by decorative items. Soft lighting enhances the welcoming atmosphere. An open layout connects to the living area, with a glimpse of outdoor seating visible through the sliding door.

Apartment in McCormick Ranch

4.83 out of 5 average rating, 211 reviews

Contemporary Condo in the Heart Of Scottsdale

Home rentals with a private pool

4.95 out of 5 average rating, 112 reviews

A refreshing swimming pool is surrounded by vibrant green grass and mature trees. Colorful sun umbrellas provide shade over reclining lounge chairs, while a separate guest house is visible in the background featuring large windows for natural light.

Villa in Scottsdale

Mid-Century Modern w/ Guest House in Old Town

4.97 out of 5 average rating, 205 reviews

An inviting outdoor space features a heated pool surrounded by a patio, softly illuminated by string lights. Comfortable lounge chairs and a dining set are arranged for relaxation and dining. The house showcases sliding glass doors, providing easy access to the interior.

Home in Kierland

Hilde Homes, Pool, Shuffleboard, Sonos, Tetherball

A modern kitchen features white cabinetry and stainless-steel appliances, including a refrigerator and microwave. Light-colored countertops offer ample workspace, with a sink and a bar area. Pendant lights hang above, illuminating the room. A view of the outdoors is visible through large windows.

4.99 out of 5 average rating, 173 reviews

Unique Desert Oasis! EV, Pool, Spa & Putting Green

4.97 out of 5 average rating, 221 reviews

An inviting pool area features a spacious swimming pool surrounded by lounge chairs and tropical palm trees. A shaded patio with seating overlooks the pool, providing a relaxing outdoor space. The area is enclosed by a wooden fence and has landscaped greenery for added privacy.

Home in Willow

Paradise Found, Conferences, Concerts, Family Pool

An expansive backyard features a heated pool with a sunny lounge area. Poolside loungers are arranged on the grass, and two floats are placed in the water. A shaded seating area and a hammock are visible, surrounded by lush greenery.

4.93 out of 5 average rating, 253 reviews

*The Saguaro*Heated Pool*Old Town Scotts*

4.97 out of 5 average rating, 116 reviews

A fenced pool area is highlighted by a vibrant pink flamingo float. Lounge chairs are positioned around the pool, while a pool house is visible in the background. Sunny skies and greenery provide a refreshing outdoor atmosphere.

Home in Arcadia

Arcadia Beauty w/ Pool-5 mins from Old Town

4.94 out of 5 average rating, 698 reviews

A landscaped backyard features a well-maintained pool surrounded by artificial grass. A table and several chairs are positioned nearby, under a large striped umbrella offering shade. The space is designed for outdoor relaxation and gatherings.

Bungalow in Coronado

1920s Brick Bungalow in Historic Downtown Phoenix

A spacious dining area showcases a wooden table set with white dishware and subtle green accents. Above, a modern gold chandelier with multiple light bulbs is positioned, illuminating the space. In the background, the open kitchen features light cabinetry and a comfortable sitting area.