Holiday rentals with a pool in Oldtown Scottsdale

4.91 out of 5 average rating, 151 reviews

A comfortable living area features a brown leather sofa, complemented by a circular natural fiber rug. Light filters through sliding glass doors leading to a private patio. Wooden wall accents provide texture, while framed artwork adds visual interest to the space.

Apartment in Scottsdale

Luxury Condo-Sage Serenity-Steps to Old Town

Located in Old Town Scottsdale, only steps away from Scottsdale Fashion Square Mall. You will be within walking distance from an abundance of shopping, restaurants and an energetic nightlife. Start the day by making your morning coffee at the coffee bar and finish the day by enjoying a wine on the patio. Turn on the oil diffuser and sound machine; and get a full nights rest in the King bed. Whether it’s for a golf trip, work trip, girls weekend, or a romantic getaway, Sage Serenity is your home.

4.96 out of 5 average rating, 325 reviews

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.

Townhouse in Scottsdale

Walkable location, thoughtful 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.

A modern pool area is surrounded by well-maintained landscaping featuring cacti and succulents. Two chaise sun loungers with shade umbrellas are positioned near the water's edge, complemented by a vibrant mural on a nearby container.

4.98 out of 5 average rating, 311 reviews

Heated Pool | Modern Design | Private Oasis | Gym

Our thoughtfully remastered mid-century oasis boasts architectural details inside and out. The ultimate Old Town 2B 2BA hideaway features: ☆ Heated pool (additional heating fee) ☆ Large covered patio w/ TV ☆ Putting green ☆ Home office/gym ☆ Custom artwork ☆ 3 miles/8-10 minute drive to Old Town South Scottsdale offers world class cuisine, shopping, golf, Spring Training and ASU - perfect landing pad for your next golf trip, shopping escapade or romantic desert escape! **Parties not allowed.

4.98 out of 5 average rating, 105 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!

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, 164 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

4.95 out of 5 average rating, 260 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, 102 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, 182 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!

4.97 out of 5 average rating, 235 reviews

Glam Designer House, Heated Pool, Walk to Old Town

Rated in the Top 1% of homes, this designer-curated 3BR/2BTH retreat is hosted by a top AZ Superhost with 5,000+ ⭐️ stays. Quiet residential area 10 min walk to Old Town Scottsdale and the 15-mile Greenbelt. Private backyard oasis with a heated pool, BBQ, and shaded outdoor dining. Fully stocked gourmet kitchen, high-end finishes, and all new interiors. 3 King beds, premium bedding and mattresses. Camelback Mountain sunset views from front patio. Garage + EV charger. INCLUDED 👇

Superhost

The outdoor area features a heated pool and spa, complemented by a structured patio with a striped overhead design. Lounge chairs are arranged around the pool, surrounded by lush greenery that ensures privacy and creates a serene environment.

4.87 out of 5 average rating, 143 reviews

Casa Moda, Walk to Old Town, Heated Pool

Just a short walk from all of the action of Old Town Scottsdale, is Casa Moda (The Fashion House)! In the heart of Old Town Scottsdale, 4BR/2Bath Heated Pool & Hot Tub straight out of a magazine! Open floorplan extending from the kitchen, to the living room, to the backyard. Spillover 102° Hot Tub (no charge) into the 82° Heated Pool ($75 per night upon request) w/ pool fountains and surrounding backyard privacy. Designer kitchen and bathrooms, all new appliances & furniture.

4.96 out of 5 average rating, 116 reviews

A modern living room features a spacious power reclining sofa and two swivel chairs surrounding a circular coffee table. A large TV displays a golf scene. Natural light floods the space through tall windows, complementing the neutral decor and stylish chandelier above.

Townhouse in Scottsdale

Modern 3BR Townhome w/ Pool | Walk to Old Town

Just two blocks from Old Town’s historic district, this bright and roomy townhome promises easy access to shops, galleries, and dining—with three private bedroom suites, heated pool and hot tub at the ready for a satisfying end to a full day exploring. Enjoy the sunset from the balcony with Camelback Mountain views, or grab the bikes for an evening ride — whatever brings you to Scottsdale, at this spot you’ll be close to it all.

4.99 out of 5 average rating, 236 reviews

Spotless, Easy Self Check-in/Check-Out

Walk to cafés, coffee houses, restaurants, shops, happy hours, hotspots and live music galore. Camelback Mtn. and Fashion Square are just 5 minutes away. Relax in a private space rated 4.99-stars 10 years-running ranked Top 5% of Airbnb hosts and homes worldwide…Hosted like a pro, cleaned like a dream, stocked like home! Arizona TPT business license #21197586 Scottsdale STR business license #2022617

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor space features a sparkling pool surrounded by lounge chairs and a dining area. Large glass doors provide a view of the interior. String lights overhead illuminate the setting, complemented by a scenic sunset in the background.

5 out of 5 average rating, 125 reviews

NEW 5 bedrooms 4 bath/Old Town Scottsdale

4.9 out of 5 average rating, 104 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 modern dining area features a large table surrounded by plush chairs, with a decorative centerpiece of vibrant green plants. A stylish light fixture hangs above, and a cozy seating area with an orange couch is visible in the background, complemented by a 65-inch Smart TV on the wall.

4.91 out of 5 average rating, 119 reviews

Eden in Old Town Scottsdale

A heated saltwater pool is set within a modern outdoor area, featuring a stone-topped water feature. White loungers are positioned near an umbrella, while a wooden ladder leans against a textured wall. Lush greenery and vibrant blue skies complement the serene environment.

4.98 out of 5 average rating, 120 reviews

King Bed Tulum Oasis with Heated Pool

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, 140 reviews

VILLA De YAMA LUXE in Old Town Scottsdale !

5 out of 5 average rating, 115 reviews

Luxury Old Town Scottsdale Home with Pool and Spa

4.93 out of 5 average rating, 143 reviews

Home in Arcadia

Arcadia Oasis | Heated Pool & Near Old Town

Superhost

An aerial view of a spacious outdoor area reveals a heated pool and spa surrounded by manicured grass. Comfortable lounge chairs and a shaded seating area are positioned nearby, enhancing the layout. The property features modern landscaping and a mix of hardscape elements, ensuring ample space for relaxation.

4.88 out of 5 average rating, 252 reviews

*4 Min 2 Nightlife*HUGE Cabana Pool*Spa*Golf*BBQ

Condo rentals with a pool

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, 359 reviews

Resort Style, Luxury Condo - Heart of Scottsdale

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.

4.95 out of 5 average rating, 101 reviews

Mariposa at the Maya: Tulum Style Scottsdale Condo

A modern living area features a light gray sectional sofa and a stylish coffee table. A round dining table surrounded by black and brown chairs is illuminated by a contemporary chandelier. Large windows allow natural light, with a view of greenery visible outside.

4.94 out of 5 average rating, 192 reviews

SCOTTSDALE, ONE OF THE MOST ENTERTAINMENT CITIES!

A modern kitchen and dining area features a round table with four chairs and a large pendant light overhead. Bar seating with four stools is positioned at a kitchen island, which includes a sink. Natural light streams in from nearby windows, illuminating the space.

4.97 out of 5 average rating, 150 reviews

Chic Old Town Gem 3BR, 3BA Condo w/Pool+Greenbelt

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

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, 134 reviews

Remodeled Retreat: Sleep Number King+Heated Pool

4.98 out of 5 average rating, 264 reviews

Balcony-Pool View*Resort Feel*Walk Everywhere

A large heated pool is surrounded by tropical palm trees and landscaped greenery. Several lounge chairs are positioned around the pool, inviting relaxation under clear blue skies. The two-story buildings in the background complement the resort-like atmosphere.

4.91 out of 5 average rating, 386 reviews

Walking distance to Old Town Scottsdale!!

Home rentals with a private pool

4.96 out of 5 average rating, 214 reviews

Home in Kierland

Family-Friendly| Private Pool & Hot Tub |Fun Games

4.95 out of 5 average rating, 117 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, 275 reviews

Luxury Oasis Pool, Hot Tub, Greenbelt, Hiking

4.97 out of 5 average rating, 905 reviews

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.

Guest suite in Phoenix

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 233 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 Phoenix

Paradise Found, Conferences, Concerts, GCU, Pool

4.98 out of 5 average rating, 122 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, 225 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