Holiday rentals with a pool in Oldtown Scottsdale

4.91 out of 5 average rating, 152 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.

Flat 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, 326 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.

4.98 out of 5 average rating, 107 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!

A welcoming living area is showcased with vaulted wooden ceilings and large glass doors that open to the outdoor space. A bright orange sectional sofa is paired with a teal chair, while a geometric coffee table rests on a colorful rug. Natural light fills the room.

4.93 out of 5 average rating, 111 reviews

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

Walk to all that Old Town Scottsdale has to offer! Restaurants, bars, clubs, golfing, shopping and more! This Mid-Century Modern Charmer has vaulted ceilings and a very hip, stylish vibe to it. The outdoor area has a patio, a fire pit, pool (*Pool heating is optional, available Nov - April for an additional charge*), outdoor speakers and the best grapefruit tree in the area! Perfectly situated to take advantage of both worlds - staying in and entertaining or going out to check the night life!

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, 104 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, 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!

4.97 out of 5 average rating, 238 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 👇

4.98 out of 5 average rating, 120 reviews

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.

Flat in Scottsdale

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.

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, 145 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 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. No Parties or Events. Add the BUNGALOW to your wishlist by clicking the 🩵 in the upper right-hand corner.

4.96 out of 5 average rating, 117 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.

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

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

4.99 out of 5 average rating, 147 reviews

The spacious backyard features a heated pool surrounded by well-maintained grass and stone pavers. Colorful pool floats are visible alongside a comfortable outdoor seating area, highlighted by a fire pit. String lights provide an inviting atmosphere as evening approaches.

Home in South Scottsdale

Old Town Palm - Refreshing Pool, Jacuzzi Fire Pit

A heated hot tub overlooks a sparkling pool surrounded by tropical landscaping, creating a relaxing outdoor retreat. Palm trees are visible against the evening sky, while seating areas provide comfortable spots to unwind. The home's exterior features natural tones and a welcoming facade.

4.86 out of 5 average rating, 161 reviews

Spacious 4BR w/ 2 Ensuites | Walk to Old Town Fun

4.98 out of 5 average rating, 147 reviews

Scottsdale Life! Heated Pool, 5 min to Old Town

A private pool is set in a spacious backyard, featuring a Baja shelf with partially submerged lounge chairs and sun umbrellas. Lush greenery lines the periphery, and a high wall offers privacy, complementing the clear blue sky above.

4.98 out of 5 average rating, 107 reviews

Old Town Scottsdale - Resort Style Pool

A modern backyard oasis is featured, showcasing a private heated pool surrounded by lounge chairs and vibrant red umbrellas. A well-maintained putting green is visible to the side, along with a spacious outdoor dining area illuminated by soft lighting.

4.99 out of 5 average rating, 137 reviews

Modern Desert Oasis +Heated Pool

The backyard features a large, inviting pool surrounded by sun loungers and shaded areas. The patio is equipped for outdoor dining with string lights overhead, and the tranquil atmosphere is enhanced by a colorful sunset in the background.

4.99 out of 5 average rating, 118 reviews

WOW! Pool*Spa*Firepit*Golf Net*Minutes to Old Town

4.95 out of 5 average rating, 359 reviews

Modern Scottsdale Retreat + Pool Near Old Town Fun

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, 254 reviews

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

Apartment 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, 360 reviews

Resort Style, Luxury Condo - Heart of Scottsdale

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

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

Superhost

An open layout features a round dining table set with blue dishes, surrounded by white chairs. A cozy seating area with neutral-toned cushions is visible, along with a wall-mounted television. A kitchen area equipped with modern appliances can be seen in the background.

4.8 out of 5 average rating, 246 reviews

Chic condo, Old Town, Pool/Spa

The living area features a spacious sofa and chairs arranged around a central coffee table. Natural light enters through large sliding glass doors, revealing a view of greenery outside. A flat-screen TV is mounted on the wall, and a decorative wall art piece adds a subtle touch.

4.93 out of 5 average rating, 464 reviews

Modern Scottsdale Condo

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, 240 reviews

Bright and Airy 2 Bedroom, Steps From Old Town

A spacious living area features a stylish leather sofa adorned with soft throw pillows. A rustic wooden coffee table sits in front, while a decorative plant adds greenery. The wall is artistically designed with a mural reading 'OLD TOWN' and a cowboy silhouette.

4.92 out of 5 average rating, 258 reviews

Heated Pool! Steps Away From Old Town - EV Plug

Home rentals with a private pool

4.95 out of 5 average rating, 118 reviews

A serene backyard scene features a bright blue swimming pool surrounded by lounge chairs. Yellow and white striped umbrellas provide shade, complementing the mid-century modern architecture of the home in the background. Lush greenery enhances the inviting outdoor space.

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, 277 reviews

Luxury Oasis Pool, Hot Tub, Greenbelt, Hiking

4.97 out of 5 average rating, 907 reviews

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, 124 reviews

A sparkling heated pool is surrounded by a spacious deck featuring lounge chairs. A pink float is seen resting on the water's surface, and the clear blue water reflects sunlight, creating inviting ripples. The pool is bordered by a neatly manicured landscape.

Home in Arcadia

Arcadia Beauty w/ Pool-5 mins from Old Town

4.96 out of 5 average rating, 143 reviews

Wildflower: New Build, Heated Pool & Dual Masters

4.92 out of 5 average rating, 225 reviews

Home in Arcadia

Old Town Scottsdale Outdoor Oasis Heated Pool¹ Spa