Vacation rentals with a pool in Oldtown Scottsdale

Apartment in Fashion Square

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.

4.92 out of 5 average rating, 153 reviews

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.

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, 327 reviews

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.

4.98 out of 5 average rating, 108 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!

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.

4.95 out of 5 average rating, 108 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!

4.95 out of 5 average rating, 265 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.

Home in Downtown Scottsdale

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, 185 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, 120 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.

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.

4.86 out of 5 average rating, 148 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.

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.

4.99 out of 5 average rating, 161 reviews

Private Oasis. Walk to Old Town. Modern Amenities.

OLD TOWN SCOTTSDALE BUNGALOW 🩵 No Parties or Events. Your private, amenity-rich escape in the heart of Scottsdale. We offer a locally managed experience tailored for discerning professionals who expect quality, comfort, and thoughtful design. Great for small groups, couple’s getaway and multi-generational families looking to relax in a private resort style home. Add the BUNGALOW to your wishlist by clicking the 🩵 in the upper right-hand corner.

Townhouse in Downtown Scottsdale

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.

4.96 out of 5 average rating, 118 reviews

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.

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, 236 reviews

Guests Rave: Spotless! Detailed & Responsive Host!

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 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.

4.98 out of 5 average rating, 126 reviews

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

The kitchen features a modern design with white cabinetry and a wooden accent over the stovetop. A large island with seating for four is visible, along with stainless steel appliances. A coffee machine is placed on the counter for convenience.

4.88 out of 5 average rating, 219 reviews

LUXE - Reesor Luxury Resort in Old Town Scottsdale

4.98 out of 5 average rating, 149 reviews

Scottsdale Life! Heated Pool, 5 min to Old Town

A vibrant game room features a pool table and several arcade machines. The adjacent movie theater displays a large screen with comfortable recliner seating. Three master suites offer spacious sleeping areas, while the outdoor space showcases a heated saltwater pool surrounded by grassy areas and lounge chairs.

5 out of 5 average rating, 120 reviews

3 Master Suites| Theater| Game Room| Near Old Town

4.95 out of 5 average rating, 258 reviews

An open-plan living area features a rectangular dining table with orange chairs, set against a patterned rug. A modern shelf displays decorative items, while a comfy seating arrangement is visible in the background, alongside large windows that allow natural light to fill the space.

Home in South Scottsdale

Elegance in Old Town - Pool, Hot Tub, & Fire Pit

The backyard showcases a serene desert landscape with illuminated Mesquite trees and rocky features. The swimming pool is visible in the background, framed by textured stone walls and a variety of desert plants, creating a calm and tranquil environment.

4.96 out of 5 average rating, 202 reviews

Casa De Monterey

4.93 out of 5 average rating, 152 reviews

An outdoor oasis is revealed with a heated pool reflecting the warm tones of the modern architecture. Lounge seating is positioned nearby, surrounded by landscaped greenery. Large glass doors open to a dining area, seamlessly integrating indoor and outdoor spaces.

Home in Camelback East

Indulgent Oasis

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, 121 reviews

4BR Heated Pool, Spa, Putting Green, Near 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, 217 reviews

Old Town Walkable 2BR/2BA Poolside

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.

4.93 out of 5 average rating, 363 reviews

Resort Style, Luxury Condo - Heart of Scottsdale

The living area features a modern sofa and an accent chair, complemented by a light rug. A contemporary dining set is visible in the background. A large piece of abstract artwork decorates the wall, and the space is bathed in soft, even lighting.

4.87 out of 5 average rating, 180 reviews

Center of Old Town Scottsdale

4.91 out of 5 average rating, 229 reviews

Family friendly 1 bed/1 bath Condo in Old Town

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, 152 reviews

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

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

4.95 out of 5 average rating, 151 reviews

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.

Condo in Fashion Square

Walk to Old Town | Poolside | King Bed | Pristine

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, 390 reviews

Walking distance to Old Town Scottsdale!!

Home rentals with a private pool

4.95 out of 5 average rating, 118 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, 279 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, 908 reviews

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 235 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, 270 reviews

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

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.

4.98 out of 5 average rating, 124 reviews

Arcadia Beauty w/ Pool-5 mins from Old Town

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.

4.92 out of 5 average rating, 225 reviews

Old Town Scottsdale Outdoor Oasis Heated Pool¹ Spa