Holiday rentals with a pool in Oldtown Scottsdale

4.93 out of 5 average rating, 377 reviews

Luxury Scottsdale Condo | Pool, Spa & Dining

Escape to the heart of Scottsdale in this stylish resort-style condo! Just minutes from Old Town, Fashion Square, championship golf, spring training, top-rated restaurants, nightlife, hiking, and casino entertainment. Enjoy sunny days by the sparkling pool, unwind in the hot tub, and relax in a comfortable, beautifully appointed space. Whether you're here for a golf trip, family vacation, spring training, or a weekend getaway, this prime location puts the best of Scottsdale at your doorstep. ✨

A private pool is highlighted against a vibrant sunset sky, surrounded by a spacious patio. The area features a dining table and an outdoor television, enhancing the outdoor experience. LED lighting outlines the surrounding walls, adding a touch of modernity to the setting.

4.89 out of 5 average rating, 108 reviews

Swanky & Modern Home w/ Heated Pool & Hot Tub!

UNIQUE isn't just a word it's an EXPERIENCE! From the LED lighting in the backyard and interior family room and kitchen. To the swanky touches throughout. Come stay at this one of a kind house, in the perfect location in Old Town. Just 2 blocks to the Giants spring training, .5 miles to the iconic Rusty Spur. Just a 5 minute walk to the new and improved Pavilion which is almost done and many concerts in the park to come. Greenbelt is 2 blocks away, playground two blocks. The list goes on.

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, 182 reviews

Scottsdale Home OldTown w 3bth & 3bdrm heated pool

Located in the heart of Old Town-walk to restaurants, bars, mall. Run on the canal or fish at the park. Relax on front or back patios, bbq, firepit, and swim in the heated backyard pool. En suite bathrooms, spacious closets, and two outdoor showers off bedrooms. French doors throughout, an inviting gas fireplace, and fully stocked kitchen and laundry. Three dedicated parking spaces. Close to all valley attractions-spring training, hiking, kayaking, football, zoo, Tempe Town Lake 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.

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.

4.96 out of 5 average rating, 340 reviews

4.97 out of 5 average rating, 115 reviews

OT Retreat | 2 Kings | Com HTD 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 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, 245 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 modern home features sleek architecture with large glass doors that open to a sparkling pool. The outdoor space is illuminated by the evening sky, reflecting tranquil blue tones. Loungers and a comfortable seating area are positioned along the pool's edge, creating a relaxing ambiance.

5.0 out of 5 average rating, 109 reviews

Steps to Old Town, Pool & Hot Tub, Luxury Home!

Location, Location, Location! Not only is this beautiful home walking distance to Old Town, it also happens to be on the north side of Old Town (just around the corner from the W Hotel). This puts you steps away from the most amazing nightlife Scottsdale has to offer, not to mention fantastic restaurants and the Fashion Square Mall for an amazing shopping experience! Talking Stick is less than 10 minutes away by car and lots of spring training facilities close by! Year round Pool & Spa!

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, 311 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

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.

4.96 out of 5 average rating, 114 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.

Townhouse in Downtown Scottsdale

An open dining area features a wooden table with decorative succulents centered on a white runner. Behind it, a modern kitchen is equipped with dark cabinetry, stainless steel appliances, and a mosaic backsplash. Comfortable seating at the kitchen bar is provided by turquoise stools.

Gorgeous 3 bedroom 2.5 bath Scottsdale Townhome

Enjoy Scottsdale by staying in the heart of it all! This 3 bedroom, 2.5 bath townhouse is in a prime location. Located in Old Town Scottsdale, very close to Scottsdale Fashion Square Mall. Walking distance to restaurants, shopping, amazing nightlife, and entertainment. This beautiful townhouse comes completely equipped with everything you need to feel right at home. The community itself also offers a large resort style pool. AZ TPT#21310464 CITY OF SCOTTSDALE LICENSE#2042230

4.96 out of 5 average rating, 294 reviews

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, 221 reviews

Old Town Walkable 2BR/2BA Poolside

Located in the heart of the MCM Gtarden District near Old Town Scottsdale, this 2 BR/2BA condo is your perfect getaway! Thoughtfully designed furnishings are reminiscent of the 50s and 60s, but with all the modern comforts. You will have a full kitchen, in-unit washer and dryer, plush cozy beds and first floor poolside location. Walk to restaurants, shopping, museums and more. Spring training, hiking & golf are also nearby. Time to relax in Old Town Scottsdale!

A vibrant sunset casts warm hues over a tranquil saltwater pool, reflecting the colorful sky. Lounge chairs are positioned nearby, and a stylish hot tub can be seen in the background, inviting relaxation. The exterior of the cottage is illuminated as evening approaches.

4.96 out of 5 average rating, 109 reviews

Cottage Oasis Scottsdale | Pool + Hot Tub + More

YOUR OASIS STARTS HERE Welcome to Cottage Oasis Scottsdale by Wolf Retreats, designed for families and groups who want more than a place to sleep. Enjoy a private saltwater pool, hot tub, lush green lawn and three separate living areas—including our unique Garden Studio. With three workstations and inviting spaces indoors and out, your group has room to gather, have fun or find a quiet corner to relax. Come for Scottsdale. Stay for your own little oasis.

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 154 reviews

Casa Moda, Walk to Old Town, Heated Pool

4.97 out of 5 average rating, 256 reviews

Glam Designer House, Heated Pool, Walk to Old Town

An inviting outdoor area features a salt-water pool surrounded by sun loungers and a splash of vibrant color from a red umbrella. Lush green grass complements the stone patio, while a gazebo is positioned in the corner, creating an ideal setting for relaxation.

4.89 out of 5 average rating, 212 reviews

Premier Location•Walk2OT•Putting Green•Heated Pool

4.99 out of 5 average rating, 159 reviews

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.

Home in Arcadia

Modern Scottsdale Luxury w/ Pool & Guest Retreat

The outdoor space features a heated pool with a Baja shelf and water features, illuminated in shades of purple. A covered patio area with seating is visible in the background, showcasing a contemporary design. Poolside loungers are arranged around the pool for relaxation.

4.94 out of 5 average rating, 122 reviews

Steps to Old Town*Scottsdale Haven*Heated Pool*Spa

4.94 out of 5 average rating, 115 reviews

Summer Pool Days & Spa nights| Old Town Scottsdale

An inviting outdoor space is showcased, featuring a curved pool with shimmering blue water. Lounge chairs surround the pool, and a shaded patio area is visible in the background, creating a versatile spot for relaxation and entertainment.

4.93 out of 5 average rating, 121 reviews

Location! Location! MCM 3/2 Heated Pool! Walkable!

4.98 out of 5 average rating, 121 reviews

Luxury Old Town Scottsdale Home with Pool and Spa

Condo rentals with a 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, 266 reviews

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

A pink velvet sofa is centered in the living room, adorned with green decorative pillows. Vibrant artwork, including works by Marc Chagall and Pablo Picasso, is displayed on the wall behind. A clear glass coffee table sits in front, holding an assortment of decorative items.

4.99 out of 5 average rating, 146 reviews

Tiki58: Sunshine Calls - Old Town Mid Mod Gem

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, 120 reviews

Mariposa at the Maya: Tulum Style Scottsdale Condo

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, 154 reviews

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

4.99 out of 5 average rating, 225 reviews

Charming quiet condo in the heart of Scottsdale!

A modern kitchen space is presented with a stainless steel refrigerator and a gas stove. Natural light streams in through large glass doors, which open to an outdoor area. A wooden dining table is positioned centrally, surrounded by black chairs.

4.96 out of 5 average rating, 184 reviews

Best of Old Town Scottsdale! 4 bedrm, 3 bath 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, 194 reviews

SCOTTSDALE, ONE OF THE MOST ENTERTAINMENT CITIES!

4.91 out of 5 average rating, 123 reviews

Heart of Old Town, spa/pool, walk to shops&bars!

Home rentals with a private pool

A well-lit bedroom features a spacious bed with decorative pillows and two bedside lamps. A large rug with an abstract pattern adds color to the room. Two windows provide natural light, while a ceiling fan enhances airflow. Framed artwork depicting a city skyline adorns the wall.

4.95 out of 5 average rating, 112 reviews

Old Town Mid-Century Modern Historic, Heated Pool

4.92 out of 5 average rating, 401 reviews

An outdoor patio area features a comfortable seating arrangement with a sectional sofa and accent cushions. A swimming pool reflects the surrounding greenery and trees. A small dining table with two chairs is positioned beside the pool, enhancing the inviting outdoor space.

Home in South Scottsdale

Industrial-Chic Old Scottsdale Home with Private Pool

4.96 out of 5 average rating, 195 reviews

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

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, 287 reviews

Luxury Oasis Pool, Hot Tub, Greenbelt, Hiking

4.94 out of 5 average rating, 212 reviews

Scottsdale Group Getaway | Large Pool | Sleeps 16

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.

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 919 reviews