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Holiday 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.
Apartment in Las Vegas Strip
4.97 out of 5 average rating, 214 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.

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.
Apartment in Las Vegas
4.87 out of 5 average rating, 151 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 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, 135 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.

Top guest favourite
A serene outdoor space is featured with a lagoon-style pool and a relaxing jacuzzi, complemented by a waterfall. Sun loungers are positioned nearby for comfort, while tall green trees and potted plants provide natural privacy around the area.
Home in Las Vegas
4.98 out of 5 average rating, 123 reviews

Brand New Listing Modern Hacienda Home Heated Pool

Mi Casa es su casa =) Charming Brand new freshly renovated modern luxury hacienda home for you to have fun with the whole family. Best neighborhood in Vegas doesn't get any better than this. This stylish single family home is close to golf, tennis, shopping, hiking, and of course the famous Las Vegas strip. Enjoy some relaxed resort style vacation vibes with thoughtful touches to ensure a comfortable and memorable stay with family and friends. As always a VIP guest service experience with us.

Top guest favourite
Home in Las Vegas
4.99 out of 5 average rating, 121 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
4.93 out of 5 average rating, 107 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
A serene backyard view is presented, featuring a softly illuminated pool with gentle waterfalls. Surrounding palm trees and cozy cabana lights enhance the atmosphere. The area is complemented by lush landscaping, creating a tranquil outdoor retreat.
Home in Las Vegas
4.86 out of 5 average rating, 211 reviews

VEGAS Garden Oasis

Enjoy lounging outdoors in the shaded cabana or on the hammock, gathering around the fire pits or chilling in the newly remodeled home! Enjoy the heated hot tub & heated spacious pool. Drive times are only 2 min to the Airport, 8 min to the Strip, 12 min to Allegiant Stadium, and 14 min to the Convention Center. The home sleeps 8 comfortably w/ 3 Queen & 1 King bed! Great kitchen, living, laundry, pool, & outdoor space! Ultra fast 1000 Mbps internet. Pet friendly. Smoking outdoors ONLY

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.
Guest house 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.

Top guest favourite
The bedroom features large windows, offering expansive views of the vibrant Las Vegas skyline illuminated at dusk. Soft lighting adds a serene ambiance to the space, while a plush bed awaits restful relaxation.
Home in Las Vegas Strip
5 out of 5 average rating, 114 reviews

Luxury Penthouse Suite | Amazing Strip Views!

This ultra modern 1 bedroom 2 bathroom Penthouse suite is all yours. Enjoy a spacious living room with a balcony that features breathtaking strip views! Fully stocked w/ plush towels, cotton sheets, dreamy mattress' & a full kitchen with all kinds of utensils for any level of cooking. Enjoy a resort style stay with pool & gym access, direct access to MGM casino, complimentary valet, high speed WIFI are one of many entertainment options. Walking distance to the world famous Las Vegas strip!

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.
Guest house in Las Vegas
4.94 out of 5 average rating, 166 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**

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, 141 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.
Flat in Las Vegas Strip
4.86 out of 5 average rating, 672 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)

Popular amenities for Winchester rentals with a pool

When is the best time to visit Winchester?

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Avg. price$294 SGD$306 SGD$335 SGD$361 SGD$352 SGD$318 SGD$317 SGD$316 SGD$318 SGD$349 SGD$321 SGD$325 SGD
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Quick stats about holiday rentals with a pool in Winchester

  • Total holiday rentals

    Explore 1,610 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 300 rentals that welcome pets

  • Rentals with dedicated workspaces

    930 properties have a dedicated workspace

  • Wifi availability

    1,560 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

Destinations to explore

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