
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.

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.

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!

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.

15 Beds, Heated Pool, Near Strip | Vibes 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!

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.

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

Super Stylish ! Home with Pool Near the Strip !6)
BUSINESS LICENSE NUMBER: G64-06178 Newly remodeled single-story home has everything you'll need for an amazing getaway with friends, family, or couples. Spa heating is included at no extra cost! Pool heating is ONLY $75 per day (must be paid for the entirety of your stay). Only 15 - 20 mins from the world-famous Las Vegas Strip. Completely private backyard that comes with a large pool and a heated spa! You will also find a propane BBQ that is ready to be fired up and enjoyed.

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.

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.

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.

Private Pool & Hot Tub 4 BR Home-10min Strip
"Escape the Strip crowds and relax in this spacious 4 BD home with private Pool and Hot Tub. Just 10 min from las Vegas Strip, this property is perfect for families or groups of up to 10 guests. Enjoy sunny days by the pool, evening dips in the hot tub, and fully equipped kitchen for easy meals. Fast WiFi, central air and free parking included. Book your unforgettable Vegas getaway today !" NO PARTIES or any events, No pets allowed.

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
House rentals with a pool

Stylish Luxury 7BR/3BA, Pool/Hot tub

Private Oasis with heated pool

Vegas Strip View Vacation with pool and Hot tub

25%Off Special - Shiny Single Story

Oasis in the Desert w/ Heated Pool Fully Renovated

Las Vegas Quiet Compound

We Love Families

Peaceful Pool in 4BR w/ BBQ, Patio, and Near Strip
Condo rentals with a pool

Jockey Club 1 Bedroom Condo on LV Strip for 4

MGM Signature, CENTRALLY LOCATED, NO RESORT FEES!

2173 Signature at MGM Balcony Suite NO RESORT FEES

1 mi to Strip • Free Parking • No Resort Fee

Immaculate Views in Las Vegas High Rise

Flamingo Bay 1 Bedroom

New Modern 1BR/1BA+KIT*Near Strip~Free Parking&Gym

*NEW*2Pools & jacuzzi+Adjustable Bed&massage chair
Other vacation rentals with a pool

Penthouse Balcony Suite

𝜗 Paradise Palms - a Pool Oasis near STRIP

Most Unique Penthouse on Las Vegas Strip!

Vegas Homebase, Pool & Central Spot

2 bedroom 1 bath house downtown. W/ big pool

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

Mid Century Modern near STRIP w Pool, King Suite

Wow! Luxurious 6-bedroom home, 2 minutes to Strip, with pool/Jacuzzi/sauna
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 CAD | $340 CAD | $355 CAD | $388 CAD | $379 CAD | $343 CAD | $342 CAD | $340 CAD | $343 CAD | $376 CAD | $346 CAD | $350 CAD |
| 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 vacation rentals with a pool in Winchester

Total vacation rentals
Explore 1,740 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 22,100 verified reviews to help you choose

Family-friendly vacation rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 290 rentals that welcome pets

Rentals with dedicated workspaces
920 properties have a dedicated workspace

Wifi availability
1,680 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
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- Las Vegas Strip
- Valley of Fire State Park
- Lee Canyon
- Allegiant Stadium
- Lake Mead
- Fremont Street Experience
- Caesars Palace
- New York New York Hotel & Casino
- Fountains of Bellagio
- Las Vegas Motor Speedway
- Mandalay Bay Convention Center
- Southern Highlands Golf Club
- Seven Magic Mountains
- AREA15
- Cosmopolitan of Las Vegas
- Venetian Expo
- The STRAT Hotel, Casino & SkyPod
- Aria Resort & Casino
- Orleans Arena
- Downtown Container Park
- Tuscany Suites and Casino
- University of Nevada Las Vegas
- Canyon Gate Country Club
- Bellagio Conservatory & Botanical Garden
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