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 €9 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, 125 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, 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 favorite
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, 424 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 favorite
Home in Paradise
4.9 out of 5 average rating, 200 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 favorite
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, 123 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, 589 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.

Top guest favorite
Two inflatable dolphin pool floats in soft pink and blue are positioned in a glowing pool at night. The surrounding area is enhanced by lush plants and a stone waterfall, creating a serene ambiance illuminated by subtle lights.
Home in Paradise
4.98 out of 5 average rating, 115 reviews

Vegas Tranquil Oasis Sparkling Pool/Spa+Slots+420

Contemporary Mid Century Modern. Huge Master suite with neon lights, chandeliers, a tub you'll Love. Immerse in the outside entertaining area with a hanging chair, lights, outside heaters, wind chimes, gas fire feature and waterfall alongside misters! Fun Faux Slots, heated spa, cool pool with a light show. Enjoy the TV and music in the pool. Lounge poolside in a backyard oasis. Inside there's a marble open shower. Gorgeous kitchen and dining space with TV in master bedroom and living room.

Guest favorite
A luxurious outdoor space features a sparkling pool surrounded by palm trees and lush landscaping. Sunlight reflects off the water's surface, while a stone wall provides privacy. A set of steps leads into the pool, enhancing accessibility to the inviting area.
Home in Las Vegas
4.97 out of 5 average rating, 218 reviews

Escape to Modern Luxury-1.5 Miles to the Strip!

Located within 1.5 miles to the famous Las Vega Boulevard. See the "Resorts World" and "Sphere" as you pull up to the house and The Strat Hotel from the backyard! This ultra luxurious 4 bedroom 6,000 sq. ft. home sits on a half acre of lush landscape with an oversized new pool/spa (fee to heat), BBQ area, soft green grass, pool table, oversized bedrooms, gourmet kitchen, wine fridge, tv's in all bedrooms, modern soaking tub, walk in showers, 2 giant "En suite" bedrooms and much more.

Top guest favorite
Home in Las Vegas
4.98 out of 5 average rating, 106 reviews

Newly Remodeled Pool Villa • Fast WiFi • Summerlin

Welcome to your Stylish Pool Villa in a convenient location near Summerlin! This bright and open retreat offers a soaring living room, private pool, and three queen bedrooms for a restful stay. Enjoy a fully equipped kitchen with new AC and water heater. Relax in the sunny backyard or explore nearby golf courses, restaurants, and shops—just over 10 minutes from the Las Vegas Strip and about 10 minutes to Red Rock Casino and Downtown Summerlin . Perfect comfort and convenience await!

Top guest favorite
Place to stay in Las Vegas
4.95 out of 5 average rating, 418 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
Home in Winchester
4.96 out of 5 average rating, 104 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

Guest favorite
A living room area is depicted, featuring a dark gray sofa positioned near a television. A light-colored media console is situated below the TV. A faint reflection of the kitchen area is visible in a large mirror, enhancing the sense of openness.
Condo in Las Vegas Strip
4.96 out of 5 average rating, 109 reviews

2BR/2BA - Walking distance to strip

Keep it simple at this centrally-located property! Enjoy a spacious and comfortable 2BR/2BA condo in a quiet neighborhood within walking distance to The Strip. Reserved parking spot included. We can accommodate 2 additional guests (6 total) with an air mattress, please reach out to host to arrange if needed. Formula 1 - Allegiant stadium - Tmobile Arena- Sphere - UNLV campus - Airport - The Strip

Popular amenities for Winchester rentals with a pool

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