Holiday rentals with a pool in Winchester

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Winchester

  • Total holiday rentals

    Explore 1,750 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 23,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    560 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 280 rentals that welcome pets

  • Rentals with dedicated workspaces

    970 properties have a dedicated workspace

  • Wifi availability

    1,680 of Winchester holiday rentals include wifi 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.

1 of 1 pages1 / 1
Top guest favourite
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, 124 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 favourite
Home in Las Vegas
4.97 out of 5 average rating, 154 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.

Guest favourite
A modern two-story house is featured in the background alongside a inviting swimming pool decorated with colorful floaties. Palm trees frame the scene, and a shaded area is visible for relaxation. Bright blue skies enhance the outdoor ambiance.
Home in Las Vegas
4.95 out of 5 average rating, 422 reviews

15 Beds, Heated Pool, Near Strip | Views dot Vegas

Consistent 5⭐ and Guest Favorite for a reason! With this house you get 15 beds, heated pool, hot tub, pool table, chef's kitchen, mini golf, arcades & games, 10 smart TVs, BBQ, and more! This big, well-appointed, resort-style home can host your entire group under 1 roof comfortably. You'll be the hero of your group for booking. And it’s less than 10 minutes from The Strip or Fremont Street! Perfect for family reunions, business travelers, or wedding groups. Book now before dates are taken!

Guest favourite
Home in Paradise
4.89 out of 5 average rating, 199 reviews

Family Retreat Private Pool Close to Strip/Airport

Beautiful and spacious 4 bedroom/3 bath with 5 beds/bean bag turns into a double mattress . Home located less than 3 mil from the Strip/Airport. Master Suite with private bathroom. 86in TV in family room . Fully Stock kitchen for any occasions. Dedicated workplace in all rooms. Up to 1 GB of fast internet for all your streaming, working, video call for your group. 2 arcade games and a poker table. Private in ground pool. Outdoor BBQ also Located on Private cul-de-sac. Family and pet friendly.

Guest favourite
A modern suite is displayed with an open layout, featuring a cozy living area with a sectional sofa and coffee table. A large artwork of lips is showcased on one wall. The bedroom is visible in the distance, along with a stylish bathroom tub illuminated by ambient lighting.
Home in Paradise
4.98 out of 5 average rating, 121 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 favourite
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, 588 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 favourite
A spacious backyard features a shimmering pool, surrounded by lounge chairs and a red picnic table with matching stools. A grill island is positioned under a shaded area, providing an inviting space for outdoor gatherings.
Home in Las Vegas
4.93 out of 5 average rating, 125 reviews

Desert Oasis near Downtown Las Vegas

This is an awesome Palm Springs styled desert oasis to enjoy your Las Vegas experience! It has a spacious backyard equipped with an amazing pool, grill island, and multiple lounging areas. Enjoy a break from the desert heat with a dip in the pool of your private oasis! There is an office area with internet for remote work. All essentials that you may need for cooking, a Keurig, and a fully equipped laundry area are provided. Kick back and relax in this calm, stylish space. Lic. G71-06392

Top guest favourite
Villa in Las Vegas
4.95 out of 5 average rating, 172 reviews

Iconic Luxe Villa. Heated Pool, Sauna & Movie Room

Experience luxury and fun at this premier Las Vegas vacation villa, steps from The Strip and Downtown hotspots. ★ 5 Spacious Bedrooms | 5 Modern Bathrooms | Accommodates 16 Guests ★ Amazing Backyard: Heated Pool • BBQ Grill • Fire Tables ★ Luxury Interior: Chef’s Kitchen • Pool Table • Sauna • Wet Bar ★ Private Entertainment: Movie Theater • Games • Smart TVs • High-speed WiFi & private workstation • Complimentary toiletries & coffee bar • Great downtown location • Level 2 EV Charger

Top guest favourite
Place to stay in Las Vegas
4.95 out of 5 average rating, 416 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 favourite
Home in Winchester
4.96 out of 5 average rating, 102 reviews

Licensed 2.5 Mi to Strip BBQ Pool Kings

Escape to this stunning, four bedroom two bath mid-century modern home where style meets comfort. Nestled in a quiet historical neighborhood very close to the downtown Fremont area, LVCC and the famous Las Vegas strip. This spacious retreat is perfect for families groups or anyone looking to unwind and enjoy tranquil relaxation away from the hustle and bustle of the strip. ⭐️ Keurig Pods*Tea*Creamer ⭐️Outdoor Propane BBQ ⭐️ Huge Pool *not heated ⭐️Washer~Dryer ⭐️King Beds

Top guest favourite
A panoramic view of Las Vegas at night showcases a vibrant cityscape illuminated by colorful lights. The sparkling skyline highlights iconic landmarks, while a spacious balcony railing is visible in the foreground, adding a sense of openness to the scene.
Apartment in Paradise
4.97 out of 5 average rating, 180 reviews

Sky-High Condo With Strip View

Experience the epitome of elegance in this 39th-floor condo, featuring a balcony with breathtaking views of the Las Vegas Strip. This sophisticated retreat offers a pristine, comfortable living space with modern furnishings. The spacious balcony invites you to unwind and soak in the vibrant city lights. Perfect for those seeking a luxurious lifestyle, this condo combines comfort and style, creating an unparalleled living experience in the heart of Las Vegas.

Guest favourite
A private outdoor pool features clear blue water, surrounded by a stone patio. Several lounge chairs are placed nearby for relaxation, framed by lush greenery and light landscaping, creating a serene environment. Sunlight reflects on the water's surface, emphasizing the inviting atmosphere.
Home in Sunrise Manor
4.92 out of 5 average rating, 158 reviews

Modern 4-Bed Home *Fun, Pool, BBQ Grill ,Central*

Nestled in the heart of Las Vegas, our property offers close proximity to the city's top attractions. Just 15 minutes from the famous Las Vegas Strip, 10 minutes from Downtown Fremont, the Arts District, Smith Center, Premium Outlets, Children's Museum, and Area 15. Convenient locations such as Walmart, Target, Smiths, in-n-out, and Olive Garden are 4 minutes away. The Henry Reid International Airport is a mere 20-minute drive.

Popular amenities for Winchester rentals with a pool

When is the best time to visit Winchester?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£178£184£192£197£208£202£185£184£185£203£187£189
Avg. temp10°C12°C16°C20°C25°C31°C34°C33°C29°C21°C14°C9°C

Destinations to explore