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Vacation rentals in Gilbert

Resort Like Condo in the Paradise Valley Area image 1

Resort Like Condo in the Paradise Valley Area image 2

Resort Like Condo in the Paradise Valley Area image 3

Resort Like Condo in the Paradise Valley Area image 4

Resort Like Condo in the Paradise Valley Area image 5

Resort Like Condo in the Paradise Valley Area

2 bedrooms·1 bath

Phoenix • Arizona

4.5(2 reviews)

$2,750.00 USD total for 30 nights

Oct 31 – Nov 30, 2026

Red Doors Scottsdale

Red Doors Scottsdale

Completely re-painted and landscaped front of house. Bright happy white!

Path from driveway to front entrance.

Front door entry way.

Red Doors Scottsdale

4 bedrooms·3 baths

Scottsdale • Arizona

5(25 reviews)

$2,610.61 USD total for 4 nights

Nov 7 – 11, 2026

Gold Canyon Suite w/separate entry.

Gold Canyon Suite w/separate entry.

Gold Canyon Suite w/separate entry.

Gold Canyon Suite w/separate entry.

Gold Canyon Suite w/separate entry.

Gold Canyon Suite w/separate entry.

1 bedroom·1 bath

Gold Canyon • Arizona

4.89(191 reviews)

$252.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

Resort Styl3e Pool

Paradise We Pay Pool Heat

Paradise We Pay Pool Heat

Paradise We Pay Pool Heat

3 bedrooms·2 baths

Scottsdale • Arizona

$956.05 USD total for 3 nights

Oct 31 – Nov 3, 2026

Dining Area/Kitchen

Remodeled 2 Bedrm/2 Bath Condo

2 bedrooms·2 baths

Phoenix • Arizona

3.75(4 reviews)

$2,550.00 USD total for 30 nights

Oct 31 – Nov 30, 2026

Spacious Open Concept

Living Room with Beverage Refrigerator

Tee Time Scottsdale

3 bedrooms·2 baths

Scottsdale • Arizona

5(5 reviews)

$1,236.30 USD total for 3 nights

Nov 1 – 4, 2026

The Rally House

Private 5 hole putting green

The Rally House

Full size pickleball court :-)

The Rally House

The Rally House

4 bedrooms·2½ baths

Scottsdale • Arizona

$1,298.77 USD total for 3 nights

Nov 1 – 4, 2026

The Ace! North Scottsdale Escape! Pool/ Hot Tub! image 1

The Ace! North Scottsdale Escape! Pool/ Hot Tub! image 2

The Ace! North Scottsdale Escape! Pool/ Hot Tub! image 3

The Ace! North Scottsdale Escape! Pool/ Hot Tub! image 4

The Ace! North Scottsdale Escape! Pool/ Hot Tub! image 5

The Ace! North Scottsdale Escape! Pool/ Hot Tub!

3 bedrooms·2 baths

Scottsdale • Arizona

$3,015.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

Casa Kierland

5 bedrooms·2½ baths

Scottsdale • Arizona

5(17 reviews)

$1,477.20 USD total for 3 nights

Oct 31 – Nov 3, 2026

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

Luxe Scottsdale: Pickleball, GlowGolf, Heated pool

5 bedrooms·2 baths

Scottsdale • Arizona

$1,115.00 USD total for 3 nights

Nov 1 – 4, 2026

Stunning backyard retreat with sparkling private pool, shaded lounge chairs, and cozy patio seating—perfect for relaxing at sunset or entertaining under the stars.

Front lawn and garden view at golden hour, capturing the warm desert sunlight and stunning architecture of your vacation retreat.

Spacious living area with natural light and an open floor plan that flows seamlessly into the kitchen and dining spaces.

Unwind in a luxurious king bed beneath vaulted ceilings with wicker lounge chairs, stylish nightstands, and plush carpet for ultimate relaxation.

Enjoy backyard fun with this spacious putting green and seating area under a vibrant blue umbrella—great for morning practice or afternoon games with friends.

Spanish Wells Scottsdale Oasis

5 bedrooms·2½ baths

Scottsdale • Arizona

$1,309.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

Stunning backyard retreat with sparkling private pool, shaded lounge chairs, and cozy patio seating—perfect for relaxing at sunset or entertaining under the stars.

Front lawn and garden view at golden hour, capturing the warm desert sunlight and stunning architecture of your vacation retreat.

Spacious living area with natural light and an open floor plan that flows seamlessly into the kitchen and dining spaces.

Unwind in a luxurious king bed beneath vaulted ceilings with wicker lounge chairs, stylish nightstands, and plush carpet for ultimate relaxation.

Enjoy backyard fun with this spacious putting green and seating area under a vibrant blue umbrella—great for morning practice or afternoon games with friends.

Spanish Wells Scottsdale Oasis

5 bedrooms·2½ baths

Scottsdale • Arizona

$1,042.00 USD total for 3 nights

Nov 2 – 5, 2026

Arizona Bliss: Amazing Pool|Putting Green|Hiking

Arizona Bliss: Amazing Pool|Putting Green|Hiking

Arizona Bliss: Amazing Pool|Putting Green|Hiking

Swimming Pool, Spa, Sitting area & Putting greens

Arizona Bliss: Amazing Pool|Putting Green|Hiking

4 bedrooms·2 baths

Phoenix • Arizona

5(19 reviews)

$1,629.33 USD total for 3 nights

Oct 31 – Nov 3, 2026

This tranquil, warm and inviting home, centrally located in Paradise Valley Highlands provides everything you need to create great lasting memories. Be our guest and enjoy the sun and the many activities Phoenix and surrounding areas have to offer.

The privacy and relaxing ambience makes night time swims perfection.

Areas off the dining room, the pool is the right.

The main living space easily accommodates 8 plus people for watching your favorite movie, playing a game, chit chatting with your besties or relaxing after you hit the scene in Scottsdale!

The couch with the large chaise converts to a very comfortable and spacious queen bed. We provide video instructions for converting this sofa to a sleeper should you want to use it! Don't worry, it's easy peasy. The other sofa is big for a 9th person

Swanky Chic Pool House Retreat-Paradise Valley PHX

3 bedrooms·2 baths

Phoenix • Arizona

5(80 reviews)

$1,209.90 USD total for 3 nights

Oct 31 – Nov 3, 2026

Updated Scottsdale 4 Bdrm w/ Pool and Game Room! image 1

Updated Scottsdale 4 Bdrm w/ Pool and Game Room! image 2

Updated Scottsdale 4 Bdrm w/ Pool and Game Room! image 3

Updated Scottsdale 4 Bdrm w/ Pool and Game Room! image 4

Updated Scottsdale 4 Bdrm w/ Pool and Game Room! image 5

Updated Scottsdale 4 Bdrm w/ Pool and Game Room!

4 bedrooms·2 baths

Scottsdale • Arizona

4.65(34 reviews)

$3,015.00 USD total for 3 nights

Oct 31 – Nov 3, 2026

HEATED Pool, 6 person hot tub, fire table+Smart TV. Press Play for Video

Warm Pool, Floats +Electric Air Pump Here. Press "Play" for Video

Kids and Pets love it here

Family Bonding around the new fire table

Seating for 9 people here

Scottsdale Luxe 50

4 bedrooms·2½ baths

Scottsdale • Arizona

5(10 reviews)

$24,296.67 USD $17,222.12 USD total for 30 nights

Nov 30 – Dec 30, 2026

Heated Pool with Baja Shelf

Large Comfortable Room for Gathering

Pool Heat is on US!

Comfortable Covered Patio

Pool Heat is on US!

3 bedrooms·2 baths

Scottsdale • Arizona

$1,047.91 USD total for 3 nights

Oct 31 – Nov 3, 2026

Welcome home! The signature oversized, turquoise door leads you into a wide angle view of your backyard oasis.

Sun, shade, premium loungers, baja chairs...the choice is yours.

The family room has an oversize sectional, tons of warm blankets, and a gas fire to warm you up when the temps drop outside. Great room concept with kitchen attached and arcade games for the kids.

Open great room for entertaining!

Gather around the enormous island for breakfast, cocktails, or a family dinner in our kitchen. When the pool is full, hit the coffee bar and desk to get some work done while it's quiet!

One level home w/heated pool in central location!

4 bedrooms·2 baths

Scottsdale • Arizona

5(62 reviews)

$1,628.31 USD total for 3 nights

Oct 31 – Nov 3, 2026

Private kitchen

Cozy Phoenix Home 4 Bedrooms Family friendly & Fast Wi-Fi

1 bedroom·1 bath

Phoenix • Arizona

$275 – $293/ night(excl. fees & taxes)

Private pool, spa and EV charging

Private pool, spa and EV charging

Private pool, spa and EV charging

Private pool, spa and EV charging

Private pool, spa and EV charging

Private pool, spa and EV charging

5 bedrooms·3½ baths

Scottsdale • Arizona

$1,567.00 USD total for 3 nights

Nov 1 – 4, 2026

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo! image 1

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo! image 2

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo! image 3

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo! image 4

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo! image 5

Trendy 1-Story N.PHX Home w/Garage! 5min to Mayo!

3 bedrooms·2 baths

Phoenix • Arizona

5(40 reviews)

$884.52 USD total for 3 nights

Aug 31 – Sep 3, 2027

3/4 Acre Private Resort-Like Yard with Heated Pool

Relax and listen to the wind blowing throw the Palm Trees

Peaceful and Private

Covered and Uncovered patio

Scrabble Anyone?

Private Paradise Heated Pool Game Room Putting

4 bedrooms·2 baths

Phoenix • Arizona

$1,516.64 USD total for 3 nights

Nov 6 – 9, 2026

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

2 bedrooms·2 baths

Phoenix • Arizona

$6,727.80 USD total for 30 nights

Oct 31 – Nov 30, 2026

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

Luxury Condo w/ Pool View & Walk to High Street

2 bedrooms·2 baths

Phoenix • Arizona

$8,100.79 USD total for 30 nights

Apr 3 – May 3, 2027