Holiday rentals with a pool in Oldtown Scottsdale

4.98 out of 5 average rating, 271 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!

LocationValueWalkability

4.93 out of 5 average rating, 378 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. ✨

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 116 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!

FamilyValueLong stay

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!

LocationFamilyAir conditioning

A dining area is presented with a wooden table set for six, featuring placemats and simple dinnerware. In the background, a kitchen is visible with modern appliances and a breakfast bar lined with high-backed chairs. Natural light fills the space, illuminating the open floor plan.

4.88 out of 5 average rating, 105 reviews

Central to OldTown, open space, inviting patio!

Walkable to everything Scottsdale has to offer, this vibrant two-story townhouse, appropriately named Scott Casa, is the perfect location for you and your guests to experience the city. This property has a resort-type feel as you experience many top amenities with Old Town Scottsdale in your backyard. Within walking distance to world-renowned restaurants, galleries, local attractions, coffee shops (including Starbucks across the street) and grocery stores, we’ll make you feel right at home.

ValueFamilyHospitality

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

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!

FamilyLocationCondition

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, 115 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.

ValueFamilyAmenities

4.97 out of 5 average rating, 100 reviews

Stunning Penthouse, Old Town Mtn View’s - B1-22

Incredible penthouse with views of Camelback Mountain. Come relax in this 2 bedroom unit located in old Town Scottsdale. Walking distance to the famous Fashion Square Mall, amazing restaurants, nightlife etc. The property offers numerous amenities such as a pool with lounge chairs, private cabanas, state of the art workout room as well as a business center. This penthouse offers privacy and an incredible view of Camelback Mountain. Are you ready for your private oasis getaway. Min age 25

ValueFamilyPool

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.

4.96 out of 5 average rating, 294 reviews

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

LocationFamilyWalkability

4.97 out of 5 average rating, 257 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 👇

LocationValueCleanliness

4.94 out of 5 average rating, 116 reviews

Fall Getaway|Pool+Spa Heat Available|2 King beds

Terra Aura is a newly constructed desert oasis right in the heart of Old Town Scottsdale! 5-minute walk (0.2 miles) to Scottsdale Stadium — home of SFG Spring Training! This open floor plan is perfect for young adults or families to enjoy. Complete with a heatable pool, hot tub, gazebo with bar seating, BBQ grill, and outdoor dining with tropical views of palm trees and mountains! This is the ultimate private resort vibe, with picturesque spots around every corner!

ValueFamilyAccess

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 | Pool Days, Hot Tub Nights

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.

ValueFamilyCheckout

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

FamilyLocationAccess

An outdoor area is shown, featuring a well-manicured lawn surrounding a heated pool. Comfortable seating is arranged around a wooden table. Strings of lights hang overhead, adding warmth to the space. A barbecue area is visible in the background, complemented by lounge chairs by the pool.

4.98 out of 5 average rating, 315 reviews

Closest Walk to Old Town, Entertainment District

LocationFamilyKitchen

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, 110 reviews

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

ValueLocationLayout

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, 155 reviews

Casa Moda, Walk to Old Town, Heated Pool

ValueFamilyCheckout

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, 110 reviews

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

LocationFamilySleep quality

4.96 out of 5 average rating, 276 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

ValueLocationAccess

A spacious backyard features a heated saltwater pool surrounded by greenery. An outdoor seating area is equipped with lounge chairs and a fire pit. A putting green is situated nearby, complemented by blue planters and a shaded umbrella providing comfort.

4.96 out of 5 average rating, 295 reviews

The Charlie - Walk to Old Town - Heated Pool

LocationFamilyLong stay

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! Old Town!

LocationValueLayout

Apartment 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, 267 reviews

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

FamilyValueOutdoor spaces

4.99 out of 5 average rating, 225 reviews

Charming quiet condo in the heart of Scottsdale!

LocationFamilyBiking

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

ValueLocationBack garden

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

LocationValueHiking

4.91 out of 5 average rating, 123 reviews

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

FamilyValueIndoor spaces

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, 171 reviews

Steps to Old Town • Heated Pool • Work Desk

LocationValueCondition

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

LocationValueAmenities

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

FamilyValueAir conditioning

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

ValueLocationGetting around

4.96 out of 5 average rating, 197 reviews

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

ValueLocationIndoor spaces

4.92 out of 5 average rating, 403 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

FamilyValueAccess

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

LocationFamilyOutdoor spaces

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

FamilyValueKitchen

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, 920 reviews

Luxury Guest Suite in Resort Setting with Pool

FamilyLocationKitchen

4.94 out of 5 average rating, 212 reviews

Scottsdale Group Getaway | Large Pool | Sleeps 16

FamilyValueHeating