Vacation rentals with a pool in Winchester

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Winchester

  • Total vacation rentals

    Explore 1,750 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 23,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    560 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 280 rentals that welcome pets

  • Rentals with dedicated workspaces

    970 properties have a dedicated workspace

  • Wi-Fi availability

    1,680 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.8 Average rating

    Winchester stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Winchester's top spots, include AREA15, The STRAT Hotel, and Casino & SkyPod

Top-rated rentals with a pool in Winchester

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A private pool is surrounded by comfortable lounge chairs. Colorful inflatable floaties in the shape of a flamingo and a unicorn rest in the water. String lights overhead add a festive touch to the backyard, with trees providing shade in the distance.
Home in Winchester
4.98 out of 5 average rating, 120 reviews

Amazing 4 Beds Pool Home 5 Mins to Las Vegas Strip

Welcome to Your Perfect Las Vegas Getaway! This beautiful 3-bedroom, 2-bathroom home is the ideal retreat for your next vacation. With 4 comfortable beds, this space can easily accommodate families, friends, or business travelers. Amenities: - 🏊 **Private Pool for refreshing dips - 🎮 **Games for all ages - 🌞 **Outdoor Seating** for relaxation - 🍳 **Fully Equipped Kitchen*with essentials - 📶 **High-Speed Wi-Fi & Smart TV** for connectivity and entertainment Your ideal Las Vegas retreat awaits!

Guest favorite
Home in Las Vegas
4.97 out of 5 average rating, 152 reviews

SPACIOUs 5*Villa/Strip/POOL/CHEF Kitchen/Office

RARE on the market! This absolutely Stunning, fully remodeled licensed Artsy home with a POOL, BUSINESS CENTER, CHEF KITCHEN is in the heart of historic DOWNTOWN-just 5 min drive to Las Vegas Strip, 10 min to Convention Center and 3 min to Fremont Experience. Nestled in a peaceful neighborhood this exquisite retreat is ideal for guests seeking luxury, comfort, and fun all in one place. Thoughtfully designed and beautifully equipped, this home meets all your family, business, and leisure needs.

Superhost
A spacious balcony showcases wooden lounge chairs facing sweeping views of the Las Vegas strip. The city lights twinkle brightly under a twilight sky, with a hint of the moon visible, creating a serene backdrop for relaxation.
Condo in Paradise
4.86 out of 5 average rating, 162 reviews

Captivating City Views

Enjoy the comfort of knowing exactly what room you’ll be staying in by booking directly with us! Enjoy this rare corner suite at Palms Place Hotel featuring a wrap around 60 foot balcony offering sweeping views of the Las Vegas strip!Bask in the views of the twinkling lights as the sun slowly sets. There is a convenient indoor walkway that will take you to the action of the Palms casino floor and all the amenities that the resort has to offer!Revel in the suite life with this unforgettable stay!

Guest favorite
Home in Paradise
4.98 out of 5 average rating, 119 reviews

Ultra-Modern Vegas Suite | Strip Views + Balcony

Welcome to Palms 37! Experience Vegas in style at this ultra-modern, one-of-a-kind 1BR suite with a massive wrap-around balcony and breathtaking views of the Las Vegas Strip. This upgraded suite features sleek, custom interiors, a fully equipped kitchen, a convenient coffee bar, and floor-to-ceiling windows that bring the energy of Vegas right to your doorstep. Enjoy FREE high-speed Wi-Fi, FREE parking, and direct access to the Palms Casino. Just a short walk to the Strip, nightlife and dining!

Top guest favorite
A private backyard features a clear blue pool accompanied by a spa, bordered by a spacious patio. Tall palm trees and a brick wall provide a sense of privacy. A covered area with curtains offers shade, and a dining table is positioned nearby.
Home in Las Vegas
4.9 out of 5 average rating, 584 reviews

3BR Vegas Oasis- Private Pool - BBQ -Mins to Strip

CLOSE TO EVERYTHING in Vegas! 5 minute drive to Fremont St., Las Vegas Blvd, Arts District, World Market Center, Smith Center, Children's Museum & the Premium Outlets. 10 minutes to the Convention Center & the Strip. 20 minutes to Red Rock Canyon, and the airport. You’ll LOVE the private cozy back yard with pool, grill and covered patio. *Pool and spa are not heated* Perfect for couples, solo adventurers, business travelers, families with kids, and groups. Business License #G64-O888O.

Guest favorite
A spacious pool area is featured with a separate spa and a swim-up bar. Palm trees surround the pool, showcasing a sunny patio area. The water appears inviting, enhanced by the clear blue sky above.
Guesthouse in Paradise
4.96 out of 5 average rating, 262 reviews

Sun’s Vegas ABC Retreat

A guesthouse (casita) within a 1-acre compound that’s 8 minutes from the airport, 10 minutes to the Strip and less than 15 minutes from the new Allegiant Stadium. The casita consists of 3 mini-suites (a bedroom with private full bathroom), a living/dining room, full kitchen, laundry and powder room. Common area outside of the guesthouse includes the pool, spa, exercise room, pickle-ball court, bocce court and patio with a gas and an electric BBQs. FOR NO SHARING OF COMMON AREAS—See Below.

Guest favorite
Place to stay in Las Vegas
4.95 out of 5 average rating, 412 reviews

Casa Azul | Boutique Villa Retreat with Pool + Spa

Nestled in the heart of Las Vegas, is an enchanting, coastal-themed gem. This private sanctuary, situated just minutes from the Strip, hints at a sense of signature curated hominess that is ubiquitous. Relax and unwind in a lush backyard, reminiscent of a secret garden. It is the perfect hideaway for couples, small families, or anyone who wishes to delight in the eclectic balance between a desire to escape yet still feel right at home. Business Lic. # G65-05603 - Owner Occupied

Guest favorite
An open-concept living area features modern finishes, including sleek countertops and bar seating. A striking art piece adorns one wall, while large windows offer views of the surrounding landscape. The space is lit with natural light, enhancing its contemporary design.
Apartment in Paradise
4.96 out of 5 average rating, 118 reviews

The Adele Palazzo Suite

Experience unparalleled luxury at our distinguished 1-bedroom suite located within Palms Place, Las Vegas! Partake in the offerings of exclusive facilities such as a pristine pool, cutting-edge gym, and an array of premium hotel services. Retreat to your private oasis adorned with a sumptuous marble bathroom featuring a rejuvenating Jet-Tub. Savor panoramic views from your expansive balcony and unwind, knowing that we've meticulously crafted every aspect for a comfortable stay.

Guest favorite
A modern living area features a spacious gray sectional sofa and a glass coffee table. Natural light floods through large floor-to-ceiling windows, offering views of the city skyline. Decorative elements include a wall art piece and soft lighting, creating an inviting atmosphere.
Apartment in Paradise
4.97 out of 5 average rating, 106 reviews

Ultimate Strip View Experience

Experience a unique Las Vegas retreat at Palms Place. Perched on the 19th floor, this luxurious high-rise condo blends modern sophistication with artistic elegance. Thoughtfully designed with upscale decor and exquisite art, it exudes a refined vibe. Step onto the private balcony for breathtaking, unobstructed views of the iconic Strip. Perfect for special occasions or a tranquil escape, this immaculate studio offers comfort, style, and an unforgettable Las Vegas experience.

Guest favorite
A gated outdoor area features a swimming pool surrounded by a cool stone deck. Two striped umbrellas offer shade over lounge chairs arranged nearby. Lush palm trees and leafy plants frame the pool area, conveying a relaxed outdoor atmosphere.
Home in Las Vegas
4.95 out of 5 average rating, 200 reviews

Private Pool Oasis | Sleeps 8 | 15 Min to Strip

Escape to a stylish mid-century modern 3-bed, 2-bath retreat in quiet Spring Valley, just 15 minutes from the Las Vegas Strip. Comfortably sleeps 8 around a private gated pool. The fully equipped kitchen features a Samsung gas stove and Keurig, and families are covered with a crib, high chair, and kids' books & toys. Lounge poolside, grill on the covered patio, or gather by the stone fireplace. The perfect blend of vintage charm and modern comfort for groups and families.

Guest favorite
A wrap-around balcony features seating along with a small table, offering expansive views of the vibrant Las Vegas Strip illuminated at night. The surrounding structure is visible, framing the outdoor space.
Condo in Las Vegas Strip
4.9 out of 5 average rating, 136 reviews

2100 SqFt Penthouse Suite - Strip Views! POOL GYM

Huge 2100 Sq Ft Suite with amazing strip views! Huge wrap around balcony. Located just 1/2 mile away from the heart of the strip. Bellagio is a 10 minute walk. Huge bathrooms include huge tubs. Full kitchen includes all utensils needed for any cooking needs. Washer and dryer with detergent located inside privately only for you to use. High speed Wifi and cable TV is included. There is an outdoor/indoor heated pool and gym located in the common area.

Superhost
Apartment in Paradise
4.86 out of 5 average rating, 237 reviews

Penthouse Suite @PalmsPlace Balcony-Jacuzzi

Perched on the top floor @ Palms Place Hotel, this stylish Penthouse Suite is 1300 sqft, w/ one bedroom, spacious kitchen & dining area. Large private balcony with jacuzzi and uninterrupted 180-degree views for that exclusive Vegas experience. Featuring a large, spa-like bathroom with dual sinks & Roman jacuzzi bathtub. Access to Palms Place amenities + Palms casino pools.

Popular amenities for Winchester rentals with a pool

When is the best time to visit Winchester?

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Avg. priceﺩ.ﺇ 881ﺩ.ﺇ 911ﺩ.ﺇ 951ﺩ.ﺇ 973ﺩ.ﺇ 1,028ﺩ.ﺇ 999ﺩ.ﺇ 914ﺩ.ﺇ 911ﺩ.ﺇ 918ﺩ.ﺇ 1,006ﺩ.ﺇ 925ﺩ.ﺇ 936
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