Vacation rentals with a pool in Oldtown Scottsdale

4.98 out of 5 average rating, 266 reviews

Balcony-Pool View*Resort Feel*Walk Everywhere

Welcome to Old Town Scottsdale Traveler's Paradise!! You'll love this stylish yet comfy one bedroom condo with balcony overlooking the pool. Spend your mornings on the balcony with a fresh cup of coffee and your evenings with a fine glass of wine. Perfectly situated in a friendly community in Old Town Scottsdale, with the ability to walk to shopping, bars, spring training, the Culinary Festival, the Scottsdale Waterfront, boutiques, galleries, some of the hottest restaurants in town and more!

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, 328 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.

The outdoor area features a clean, modern aesthetic with a spacious swimming pool surrounded by light-colored stone. A comfortable seating area is visible, offering relaxation options under clear blue skies. The house showcases a blend of white siding and large windows, creating a bright atmosphere.

4.99 out of 5 average rating, 148 reviews

Modern Scottsdale Luxury w/ Pool & Guest Retreat

Thoughtfully designed Scottsdale luxury home with private pool, side-yard putting green, and a dedicated upstairs guest retreat ideal for group stays. Open indoor-outdoor living, a chef’s kitchen with oversized island, and 5.5 bathrooms make gathering easy and comfortable. Multiple seating areas, hotel-style bedrooms, and a layout built for real travel. Minutes to Old Town Scottsdale, golf courses, dining, shopping, hiking trails, spring training venues, and top-rated restaurants and nightlife.

4.9 out of 5 average rating, 329 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.

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, 167 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

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, 109 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, 266 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.

4.96 out of 5 average rating, 124 reviews

Dashing New Build Old Town Scottsdale Heated Pool

- New Build 2021. High Design Finishes, Furniture, and Decor! Open kitchen to living room & backyard. Dazzling Master Bedroom and Bathroom. - Spirited Backyard w/ ping pong & foosball, 82° heated pool (optional at $75 per night), deck jets and pool light controlled by guest, outdoor dinning for 10, gas grill. Upstairs and downstairs living rooms and laundry rooms. - Each Bedroom has its own Bathroom, 3 are ensuite. Great House for 4 couples to walk to dine/shop/nightlife in Old Town.

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, 186 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!

Home in Downtown Scottsdale

4.97 out of 5 average rating, 243 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 👇

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, 122 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.

Villa in South Scottsdale

The outdoor space features a shaped pool surrounded by manicured greenery and palm trees. Comfortable lounge chairs are positioned nearby, and the area is designed with artificial grass for a clean look. Shadows from the trees add texture to the sunlit scene.

5 out of 5 average rating, 101 reviews

The Roosevelt, a villa in the heart of Scottsdale

Our 4-bedroom villa is nestled in a quiet, GATED community. The gorgeous furnished kitchen, HEATED* pool, and picturesque exterior spaces make this a dream getaway. Enjoy a relaxing stay with Tuft and Needle Mattresses, spa-like showers, an indoor fireplace, gorgeous baby grand piano, and modern classical styling. *HEATED pool is optional at an additional seasonal rate per day. Maximum rate of $100 per day. (Must notify the host 48 hours in advance to heat the pool.)

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

Home in Downtown Scottsdale

4.93 out of 5 average rating, 107 reviews

Summer Pool Days & Spa nights| Old Town Scottsdale

A serene backyard pool area is illuminated by string lights, creating a welcoming ambiance at dusk. Colorful inflatables float in the sunken pool, while a vibrant mural of cacti and rainbows enhances the lively decor. Various seating options surround the pool, adding to the outdoor charm.

4.97 out of 5 average rating, 143 reviews

5 mins Old Town, Heated Pool, Minigolf, Firepit

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, 203 reviews

Casa De Monterey

An aerial view of a spacious backyard features a swimming pool surrounded by lounge chairs and umbrellas. A putting green is visible, along with a dining area and a BBQ grill, creating inviting spaces for relaxation and entertainment.

4.92 out of 5 average rating, 105 reviews

Emerald Oasis - Old Town

An outdoor view of the residence showcases a modern mid-century design with a swimming pool in the foreground. The pool features a curved edge with built-in spa. Lounge chairs and seating are positioned around the pool, with landscaped grass and desert-themed accents visible.

4.98 out of 5 average rating, 100 reviews

Designer Scottsdale Mid-Century w/ Pool

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, 122 reviews

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

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, 106 reviews

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

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, 218 reviews

Old Town Walkable 2BR/2BA Poolside

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!

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 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

4.91 out of 5 average rating, 245 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

A modern apartment complex features a heated pool illuminated with purple lighting, surrounded by lounge chairs. Private cabanas are positioned nearby under palm trees. The building showcases a contemporary design with numerous large windows reflecting the sunset, enhancing the overall ambiance.

4.96 out of 5 average rating, 197 reviews

Penthouse Mountain View, Old Town Scottsdale-B2-43

Home rentals with a private pool

4.96 out of 5 average rating, 214 reviews

Home in Kierland

Private Pool, Hot Tub & Games Near Kierland

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, 280 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, 909 reviews

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 237 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

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

4.97 out of 5 average rating, 186 reviews

The Palm: Heated Pool, BBQ, Fire Pit & Game Room