Holiday rentals with a pool in Oldtown Scottsdale

Townhouse in Fashion Square

A cozy dining area is complemented by a round table set for six, surrounded by stylish brown chairs. Decorative wall art and a woven light fixture add texture to the space. A comfortable seating arrangement is visible nearby, illuminated by natural light from large windows.

4.96 out of 5 average rating, 330 reviews

Walkable location, vibrant design, heated pool!

Steps to Old Town Scottsdale, our beautiful two-story townhouse, appropriately named Scott Place, is the perfect location for you and your guests to experience all the best Scottdale has to offer. This property has a resort-type feel as you experience many top amenities with Camelback Mountain as your backdrop. Located across the street from Fashion Square Mall and within walking distance to top rated restaurants, art galleries, and local attractions, your options are endless to enjoy yourself.

4.98 out of 5 average rating, 110 reviews

Designer OT Retreat 2B/2B | Com Pool/Hot Tub/Sauna

Welcome to this STUNNING designer retreat located in the heart of Old Town Scottsdale! Beautifully designed, this property offers comfort and luxury during your stay! The spacious layout, king beds, double sinks, and wine fridge make this unit so unique! Explore Old Town with the best shopping and dining options Arizona has to offer just a short walk away or relax by the resort style heated pool, hot tub, or dry sauna! Golf courses just around the corner and many more within a few minute drive!

A bottle of red wine sits on a table, accompanied by two filled glasses. In the background, a serene outdoor space features a private pool surrounded by lush greenery, with a shaded lounge area and an umbrella creating a relaxing atmosphere.

4.99 out of 5 average rating, 123 reviews

4BR Heated Pool, Spa, Putting Green, Near Old Town

•Top 1% of Homes according to Airbnb •Book Now, Pay Later •Two miles from Old Town Scottsdale •Private Heated (or Chilled) Pool & Spa •Fire table, Putting Green, Outdoor Bar & Grill, Pac-Man & More •Fully stocked Kitchen •Close to many Golf Courses •Dual Masters •Beautiful outdoor area with seating for 10, cooler, outdoor TV, Putters & balls, pool toys, Ledge Loungers! •"An incredible house with luxurious amenities and close to Old Town and the airport! SIX star Review" Heart us ♥ for wishlist!

4.9 out of 5 average rating, 330 reviews

Palm Paradise-Old Town Condo with Sunset Views

The Space: Welcome to Palm Paradise, your relaxing retreat in the heart of Old Town Scottsdale. renovated in October 2024, this condo blends stylish desert-boho design with all the comforts of home, creating a space that is both beautiful and functional. Unwind on the cozy green corduroy sectional, perfect for napping, or step out onto the private balcony to witness spectacular sunset views over Camelback Mountain. Step into the tranquil bedroom with a king-sized bed and high quality linens.

Townhouse in Fashion Square

4.97 out of 5 average rating, 147 reviews

Scottsdale Luxury Bungalow with 4 Heated pools

**Rare Find - This complete renovation is a 3 bedroom oasis directly across the street from Fashion Square Mall in the heart of Old Town Scottsdale. Walking distance to top restaurants and nightlife in the Scottsdale area. Stunning view of Camelback Mountain with walkable access to the Cholla trail head. This property features a 10 min ride to the airport, incredible chef's kitchen, private patio, and a heated pool just outside your door! 500 Mbps Free Internet. Scottsdale STR license 2024622

A light-filled living space features a dark wooden dining table accompanied by four chairs. Woven decor and plants are present, with a basket and a cozy seating area seen in the background. Large glass doors provide access to the outdoor patio.

4.96 out of 5 average rating, 113 reviews

Mariposa at the Maya: Tulum Style Scottsdale Condo

Welcome to our Tulum-inspired condo in the heart of Old Town Scottsdale! Set in a retro Mayan resort-style complex, this ground-floor unit offers 2 bedrooms with private ensuites + easy access to a heated pool, hot tub + sauna. Enjoy a spacious patio, on-site laundry, gym, well-equipped kitchen + sustainable toiletries. Features a 65” TV in the living room, 43” smart TV in the primary bedroom, high-speed internet, dedicated workspace + more! Experience comfort + style in the Arizona desert!

A remodeled backyard features a spacious pool surrounded by blue lounge chairs. Nearby, a stainless steel grill is positioned under a shaded area. Desert landscaping includes cacti and palm trees, enhancing the outdoor space, while new pavers and turf grass create a welcoming atmosphere.

4.96 out of 5 average rating, 308 reviews

4min Walk Old-Town Entertainment New Remodel+ POOL

Enjoy the AZ sun in our large play pool & hot tub ($150/per day heating fee) Golf turf in backyard. Comfortable outdoor furniture. 4 minute walk from the hottest restaurants, clubs, bars, lounges and luxury shopping @ Fashion Square Mall. Famous wine & art galleries in the heart of Old-Town Scottsdale. Lots of Hiking & parks a short drive away. Approx. 20min from the PHOENIX airport. Most convenient location in the area. It's one of the closest homes to everything happening in Scottsdale

4.95 out of 5 average rating, 268 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.

A private outdoor space features a heated pool and spa, both illuminated in blue. The adjacent home is visible through glass sliding doors, showcasing an inviting living area. A well-maintained patio with modern furniture and palm trees adds to the tranquil ambiance.

4.98 out of 5 average rating, 107 reviews

Old Town Scottsdale getaway Pool*Spa*Fire Pit*Golf

Nestled between Old Town Scottsdale & Indian Bend Wash Path, This newly remodeled home is prime location for your getaway! Walking Distance to Giants spring training stadium, Continental Golf & under a mile walk to Old Town Scottsdale. This 4 bedroom 3 bath home is a perfect quiet getaway. The backyard with private heated pool & spa with swim up bar is the perfect place to relax. The backyard features an outdoor kitchen, covered patio & fire pit. Pool is heated to 85 degrees & included.

An outdoor living space features a spacious pool surrounded by lounge chairs. The modern design is complemented by a generous seating area with a fire pit. Soft lighting enhances the evening ambiance, showcasing the relaxing atmosphere of the backyard.

4.99 out of 5 average rating, 189 reviews

Walk to Old Town ✴ 2 Masters ✴ Heated Pool & Spa

➳ Walk to the heart of Old Town in 2 minutes (Seriously, as good as it gets) ➳ Sprawling backyard with heated pool and spacious hot tub ➳ Endless outdoor living space with fire pit, propane BBQ grill and dining area ➳ Two generous master suites and three bathrooms ➳ Collapsible wall in the living room for indoor-outdoor living 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!

Apartment in Downtown Scottsdale

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.

4.98 out of 5 average rating, 123 reviews

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.

Apartment in Downtown Scottsdale

A stylish living area features a large botanical wall art, accompanied by a comfortable sofa and two modern chairs. A glass coffee table is positioned on a textured rug, with natural light filtering through sheer curtains, creating a bright and inviting environment.

4.95 out of 5 average rating, 102 reviews

MZLUX Modern Luxury Townhouse, Downtown Scottsdale

Walk to everything. Luxury, eco-friendly urban residence in lively Downtown Scottsdale. 3-story, townhouse-style, 1,700 SF of modern space, floor to ceiling windows, chef-inspired kitchen, private garage, luxury toiletries, Nest thermostat, 2 large patios. Surrounded by an eclectic mix of fine dining and luxury shopping. Located in one of the most desirable areas, across the W Hotel. Occasionally you may hear nearby city life as we are in downtown.

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 101 reviews

A modern patio area is visible, featuring comfortable seating arrangements under a covered terrace. Large glass doors provide a clear view of the interior, while a serene swimming pool reflects natural light. An outdoor television and shaded areas contribute to a relaxed outdoor environment.

Home in Paradise Valley

Orange Blossom | Old Town w/ Free Pool Heat

4.98 out of 5 average rating, 126 reviews

An elegant outdoor space is displayed with a heated pool featuring illuminated fountains. A cozy fire feature is positioned by the poolside. The home's large sliding glass doors open to a bright dining area, complemented by chic light fixtures and large windows, creating a seamless transition.

Home in Arcadia

Top-Rated Scottsdale Retreat - 8 Min to Old Town!

4.99 out of 5 average rating, 161 reviews

Private Oasis. Walk to Old Town. Camelback Views.

4.91 out of 5 average rating, 107 reviews

A modern kitchen showcases sleek white cabinetry and marble countertops. Open shelving displays stylish dishware, while a large window allows natural light to brighten the space. Four wooden stools are arranged at a central island, which features built-in appliances and minimalist decor.

Home in South Scottsdale

Luxury Private Home! Heated Pool! Old Town!

A heated hot tub overlooks a sparkling pool surrounded by tropical landscaping, creating a relaxing outdoor retreat. Palm trees are visible against the evening sky, while seating areas provide comfortable spots to unwind. The home's exterior features natural tones and a welcoming facade.

4.86 out of 5 average rating, 162 reviews

Spacious 4BR w/ 2 Ensuites | Walk to Old Town Fun

An outdoor living space features comfortable seating and a dining table surrounded by lush artificial grass. A heated pool reflects surrounding lights, while modern pendant lights enhance the ambiance. The area includes a television mounted on the wall, perfect for outdoor entertainment.

4.99 out of 5 average rating, 141 reviews

VILLA De YAMA LUXE in Old Town Scottsdale !

4.94 out of 5 average rating, 109 reviews

Summer Pool Days & Spa nights| Old Town Scottsdale

4.98 out of 5 average rating, 151 reviews

Scottsdale Life! Heated Pool, 5 min to Old Town

Condo rentals with a pool

A bright living area is showcased with a large red sofa and a wooden coffee table atop a textured area rug. Soft lighting from a lamp complements the natural light streaming through sliding glass doors, which provide an unobstructed view of the outdoor space.

4.94 out of 5 average rating, 219 reviews

Old Town Walkable 2BR/2BA Poolside

A spacious living area is furnished with a large sectional couch in a neutral tone, complemented by a decorative throw pillow. A geometric blue rug occupies the floor, and a large wall art piece adds a touch of warmth. A ceiling fan circulates air above, and natural light filters through the door leading outside.

4.95 out of 5 average rating, 165 reviews

Beautiful condo in the heart of Oldtown Scottsdale

A resort-style heated pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs line the poolside, inviting guests to relax. The surrounding buildings are visible in the background, adding to the inviting ambiance.

4.85 out of 5 average rating, 404 reviews

Swanky Condo | Stylish Dark Decor | Heated Pool

A modern living area features comfortable seating arrangements, including two armchairs and a sectional sofa. A flat-screen TV displays a vibrant landscape image. Natural light fills the space, highlighting the contemporary decor and open layout that connects to the dining area and kitchen.

4.99 out of 5 average rating, 135 reviews

Remodeled Retreat: Sleep Number King+Heated Pool

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, 265 reviews

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

4.98 out of 5 average rating, 268 reviews

Balcony-Pool View*Resort Feel*Walk Everywhere

4.9 out of 5 average rating, 247 reviews

A dining area is highlighted by a dark wood table set for four, surrounded by matching chairs. A black stool is positioned at the edge, and a small plant adds a touch of greenery on the table. An open kitchen space is visible in the background.

Condo in Fashion Square

Location, Location, Location! 360 Days of Sunshine

4.97 out of 5 average rating, 130 reviews

The dining area features a dark wooden table set for six, adorned with elegant place settings and a decorative centerpiece. Bar stools line the breakfast bar, providing additional seating. Natural light filters in from a window, highlighting the contemporary decor in soft gray tones.

Condo in Fashion Square

Amazing 2BR/2BA Condo walk to Fashion Square

Home rentals with a private pool

4.95 out of 5 average rating, 119 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

A private pool area features a vibrant pink inflatable flamingo floating in the water. Lounge chairs in blue are arranged on the edge of the pool, with a patio area visible in the background. The space offers a relaxing outdoor environment under clear skies.

4.78 out of 5 average rating, 282 reviews

Luxury Oasis Pool, Hot Tub, Greenbelt, Hiking

Guest suite in Camelback East

The bedroom features a queen bed with premium linens and a cozy yellow accent blanket. Art pieces adorn the grey walls, and large windows provide natural light. A ceiling fan and stylish furniture, including bedside tables and a chair, enhance the contemporary decor.

4.97 out of 5 average rating, 911 reviews

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 238 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 Encanto

Paradise Found, Conferences, Concerts, GCU, Pool

4.93 out of 5 average rating, 273 reviews

The Saguaro: Pool, Fire Pit, BBQ & Patio Lounge

4.98 out of 5 average rating, 124 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

4.92 out of 5 average rating, 226 reviews

An outdoor seating area is presented under a covered gazebo, featuring a table with comfortable couches. The private heated pool is visible, adjacent to lush greenery and palm trees. A spacious patio area complements the setting, inviting relaxation and enjoyment of the surroundings.

Home in Arcadia

Old Town Scottsdale Outdoor Oasis Heated Pool¹ Spa

A resort-style backyard features a heated pool surrounded by lounge chairs and shaded umbrellas. A pink float rests on the water, while vibrant greenery and blooming flowers enhance the serene atmosphere. The sun shines brightly overhead, illuminating the space.