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Vacation rentals with a pool in Winchester

Find and book unique homes with a pool on Airbnb

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 favourite
A stunning night view highlights the vibrant Las Vegas Strip, showcasing illuminated hotels and attractions. The image captures the glow of city lights through a large window, providing a glimpse of the bustling atmosphere below, with iconic landmarks prominently displayed.
Condo in Las Vegas Strip
4.97 out of 5 average rating, 213 reviews

TRUMP TOWER (51st Floor) - View of Las Vegas Strip

Luxury at an affordable price! Amazing views of the Las Vegas Strip, The Sphere, city and mountains. The studio unit comes with a King-sized bed and a sofa that folds out to a queen. The kitchenette has appliances by Wolf, Bosch and Sub-Zero. Glassware, silverware and plates are not included. The bathroom is done with twin sinks, Italian marble. Large shower and jacuzzi tub. Enjoy WiFi and access to the pool and fitness center. Walking distance to the Strip and adjacent to the Fashion Show Mall.

Guest favourite
A dining area features a large wooden table surrounded by six velvet green chairs with gold accents. Tropical plants are placed on either side, and the table is set with white plates and glasses. Vibrant artwork hangs on the light-colored walls.
Home in Las Vegas
4.96 out of 5 average rating, 134 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
The exterior of the MGM Signature tower is displayed, showcasing a striking golden facade that reflects the sunlight. Surrounding greenery and pathways guide towards the entrance, with views of the Las Vegas skyline and TopGolf in the background.
Condo in Las Vegas Strip
4.89 out of 5 average rating, 129 reviews

Beautiful 1 BD/2BA MGM Signature Condo w/Balcony

Your will enjoy easy access to the Strip and everything it has to offer. NO RESORT FEES! Located at the Signature at MGM, this condo connects directly to the MGM Grand. Starbucks and restaurant on the premises as well as a pool and free valet parking. You have direct access to all MGM pools, restaurants, nightlife, and casino! Fantastic one-bedroom with 900 square feet of living space, full kitchen, king size bed, pull out sofa bed and two bathrooms. This unit is in tower 2 on the 24th floor.

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, 562 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 favourite
Home in Las Vegas
4.99 out of 5 average rating, 119 reviews

Casa Stella | Chic Villa 5 Min Airport • Sleeps 10

Welcome to a design-forward private villa minutes from the Strip and five minutes from the airport—ideal for effortless arrivals and short luxury stays. Set on a rare quarter-acre lot, this 2,400-sq-ft contemporary retreat offers curated interiors, open living spaces, and a resort-style backyard rarely found this close to the action. Enjoy privacy, space, and easy access to dining, nightlife, and major venues. Effortless, private, and impeccably located — this offers the best of both worlds.

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
4.92 out of 5 average rating, 105 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

Guest favourite
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 Las Vegas
4.96 out of 5 average rating, 256 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 favourite
A serene pool area features a clear, unheated pool complemented by several lounge chairs and umbrellas, providing shaded seating. The modern home is visible in the background, surrounded by palm trees, blending outdoor relaxation with comfort.
Guesthouse in Las Vegas
4.94 out of 5 average rating, 161 reviews

Quiet Family Oasis / GolfView / NoChores / 3Bed1Ba

Take it easy at this unique and tranquil getaway. Mid-century home built right at the 9th hole at the Las Vegas National Golf Course. 10 min from the strip, 10 min from the airport Pet friendly :) Fully stocked kitchen. Newly rennovated pool (unheated sorry) with wet deck and underwater bench. Patio furniture, daybed, and lounge chairs Fiber internet, Washer/Dryer, Rock Band, and board games NOTE: Only 1 Bathroom **For the sake of future guests, NO parties, NO smoking inside**

Top guest favourite
A spacious living area is depicted featuring a sectional sofa, a circular coffee table, and a dining set with four chairs. Natural light fills the room through large windows, and a staircase leads to the upper level. A neutral color palette enhances the calming ambiance.
Home in Las Vegas
4.92 out of 5 average rating, 138 reviews

Stoney

Welcome to our inviting Airbnb escape, a true retreat nestled just 16 minutes away from the dazzling Las Vegas Strip. With 2 specious bedrooms, a refreshing pool and modern amenities, our home offers the perfect blend of comfort, style and convenience. Our Airbnb is strategically located, providing easy access to a variety of nearby facilities and services. In close proximity you can find a well equipped gym, Whole Foods Market and for a quick and tasty bite, the famous In-N-Out.

Guest favourite
An aerial view captures the Trump hotel illuminated against the Las Vegas skyline at dusk. The vibrant city lights twinkle below, showcasing iconic landmarks along the Strip. Mountains can be seen in the distance, enhancing the panoramic cityscape.
Apartment in Las Vegas Strip
4.86 out of 5 average rating, 668 reviews

Trump Tower High Floor with Strip & Sphere View

This Deluxe Suite offers the best view at Trump Las Vegas. The unit is 600 sqft on 47th floor with south strip view ! The final price includes: tax & all the fees & Free Valet Parking , EXCLUDING the Transient Occupancy Fee (Note 1. section of :"other things to note" below). We信:Davidqinghe All reservation requires 48 hour in advance. The guests are responsible for any cancellation penalty (up to 50 % per airbnb policy) Min. age 21+ (for check in person only_hotel policy)

Top guest favourite
An outdoor space is illuminated by string lights, creating a warm ambiance. A wooden dining table sits under the covered terrace. The pool features a serene blue hue, surrounded by landscaped planters and stone decor.
Home in Las Vegas
4.97 out of 5 average rating, 110 reviews

3BR Getaway w/ Pool & Hot Tub Near The Strip

Spacious 3-bedroom house with a pool & Hot Tub, featuring a private backyard oasis perfect for relaxing under the sun. Fully stocked with plush towels, cotton sheets, quality mattresses, and all the kitchen utensils needed for any level of cooking. Just a 16-minute drive to the famous Las Vegas Strip, and close to convenience stores (supermarkets, restaurants), parks, and the Lakes neighborhood. Nestled in a quiet, safe neighborhood just minutes from Summerlin.

Guest favourite
Apartment in Las Vegas
4.87 out of 5 average rating, 227 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. price$317 CAD$330 CAD$361 CAD$389 CAD$379 CAD$343 CAD$342 CAD$341 CAD$343 CAD$376 CAD$346 CAD$350 CAD
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Quick stats about vacation rentals with a pool in Winchester

  • Total vacation rentals

    Explore 1,610 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 300 rentals that welcome pets

  • Rentals with dedicated workspaces

    930 properties have a dedicated workspace

  • Wifi availability

    1,560 of Winchester vacation 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Nevada
  4. Clark County
  5. Winchester
  6. Rentals with pools