
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.

Family Friendly/ Close of Strip/Hot Tub & Driveway
NO PARTIES OR EVENTS. SHOW ID ON CHECK-IN. "QUIET HOURS" BETWEEN 10PM-9AM. NO VISITORS ALLOWED. DO NOT SLEEP IN THE SOFA AT THE LIVING ROOM AREA . WE HAVE AIR BED. NO PETS ALLOW Beautiful kitchen with NEW appliances. New washer and dryer. Amazing back yard and barbecue are with large pool (8 ft deep) Close to strip, the convention center, and arts district. Spend your days at the casinos and your nights on the beautiful backyard. DO NOT SLEEP IN THE SOFA WE HAVE AIR MATTRESS IN THE CLOSET

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.

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!

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.

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.

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!

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.

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

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

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.

Vegas High-Rise | Skyline Views & Private Balcony
This unique place has a style of its own. Located at Palms Place, with a balcony view of the Las Vegas strip. We go above and beyond to make your stay nothing less than amazing. We pride ourselves in having a clean studio condo and cater to all special occasions! *No Resort Fee *Free Parking *Pool with jacuzzi *Fully equipped Gym *2 Bars (pool and lobby) *Wifi *Coffee Bar *75 inch TV w/ complementary Netflix *Balcony view of FULL strip *Smoking in balcony area *Bath tub in room

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.
Popular amenities for Winchester rentals with a pool
House rentals with a pool

Casa Stella | Chic Villa 5 Min Airport • Sleeps 10

1/2 Acre Luxury Pool Estate 1mi>S LVBlvd 5min-airp

Blissful Pool House 7mi to Strip

Shuffleboard/Pool/BBQ/Close to the Strip

Mid Century Modern near STRIP w Pool, King Suite

Las Vegas Quiet Compound

We Love Families

Las Vegas Vacation Home
Apartment rentals with a pool

Jockey Club 1 Bedroom Condo on LV Strip for 4

24073 MGM Signature Balcony Suite NO RESORT FEES

1 mi to Strip • Free Parking • No Resort Fee

1220 Sq Ft Strip View Corner Unit w/Upgraded WiFi

Palms Place 19th Floor Corner Suite Strip Views!

LV Strip View Suite PP W/Balcony No Resort Fee!

Flamingo Bay 1 Bedroom

Vegas Condo Near Strip • Pools • Gated * Parking
Other holiday rentals with a pool

51 FLR 1BR Suite, Strip View, Pool table, Sleeps 6

Vegas Villa Pool BBQ 5 mins to Las Vegas Strip!

Most Unique Penthouse on Las Vegas Strip!

Spa-Modern Home- 7 Mins from Strip

Stylish Strip, POOL, HOT TUB, Game Rm, Sleep 7

Luxury Resort Style Designer Home w/ Heated Pool

2 Bedroom+2 bathroom Condo-2 miles to the LV Strip

Relaxing studio near to the strip
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 SGD | $309 SGD | $339 SGD | $364 SGD | $355 SGD | $322 SGD | $321 SGD | $319 SGD | $322 SGD | $353 SGD | $324 SGD | $328 SGD |
| Avg. temp | 10°C | 12°C | 16°C | 20°C | 25°C | 31°C | 34°C | 33°C | 29°C | 21°C | 14°C | 9°C |
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
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- Tuscany Suites and Casino
- Las Vegas Strip
- Valley of Fire State Park
- Lee Canyon
- Lake Mead
- Allegiant Stadium
- Fremont Street Experience
- Caesars Palace
- Fountains of Bellagio
- Southern Highlands Golf Club
- Seven Magic Mountains
- Las Vegas Motor Speedway
- Las Vegas Ballpark
- Mandalay Bay Convention Center
- AREA15
- The STRAT Hotel, Casino & SkyPod
- Venetian Expo
- Canyon Gate Country Club
- Cosmopolitan of Las Vegas
- Downtown Container Park
- Welcome to Fabulous Las Vegas Sign
- The Neon Museum
- Orleans Arena
- Bellagio Conservatory & Botanical Garden
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