
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.

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.

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.

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.

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!

Splash and Giggle in LV, POOL, WiFi, 2KG BDs, Dogs
The moment you open the door and walk in, you’ll feel right at home. Cozy and comfortable. You’ll notice all the extra touches provided for your enjoyment. It's 15 minutes to the Strip and Chinatown. Red Rock is 5.9 miles—fast WiFi. Play area for the Kiddos. The pool has a safety fence to protect the kids and help you relax while on vacation. The beds in my home are amazing! Also have a crib and a high chair. Large leather couch. Close to the Casino, restaurants & stores, & freeways.

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.

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)

Trump International the gateway to viva Las Vegas
Important: Reservation requires 48 hour in advance notice, so please book as early as you can Did someone ask, "location, location, location?" This property is here to answer that question. Welcome to the glitz and glamour of the Las Vegas Strip. This resort is a launch pad to accomodate all of your potential needs i.e. vacation, business trip or just a stopover. This spotless 5-Star Resort will exceed your Vegas Dreams while keeping you comfortable and relaxed.

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

Private Pool & Hot Tub 4 BR Home-10min Strip

Family Retreat Private Pool Close to Strip/Airport

Tranquil oasis w/ Pool (heat xtra) Spa/ mini putt.

Summerlin Luxury Oasis | Pool, Sauna & Game Room

Las Vegas Quiet Compound

4BR Private Home with Pool

Elegant & Unique 2 story house

Super Stylish ! Home with Pool Near the Strip !6)
Condo rentals with a pool

Jockey Club 1 Bedroom Condo on LV Strip for 4

MGM Signature, CENTRALLY LOCATED, NO RESORT FEES!

Palms Place Luxury Suite @ Great Location!

24073 MGM Signature Balcony Suite NO RESORT FEES

Palms Place 19th Floor Corner Suite Strip Views!

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

Comfy 1BR Condo by Strip Pool/Parking/Gym/Hottub

Flamingo Bay 1 Bedroom
Other vacation rentals with a pool

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

Vegas Homebase, Pool & Central Spot

2 bedroom 1 bath house downtown. W/ big pool

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

3BR/3BA Presidential Suite - Just Off Strip!

Lrg 2 bed/2 bath condo style unit near the strip.

5-Star Pool Home | Fast WiFi | Near Strip

The Adele Palazzo Suite
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ881 | ﺩ.ﺇ911 | ﺩ.ﺇ951 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,014 | ﺩ.ﺇ918 | ﺩ.ﺇ914 | ﺩ.ﺇ911 | ﺩ.ﺇ918 | ﺩ.ﺇ1,006 | ﺩ.ﺇ925 | ﺩ.ﺇ936 |
| 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 ﺩ.ﺇ37 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 290 rentals that welcome pets

Rentals with dedicated workspaces
920 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
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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
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- Mandalay Bay Convention Center
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- 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
- Bellagio Conservatory & Botanical Garden
- Canyon Gate Country Club
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