Holiday rentals with a pool in Greenwood

Pool*KingBed*GasFirePit*WaffleBar*S’MoresBar&More!

Welcome to your ultimate Indianapolis retreat! Gorgeous home designed for families & groups looking for comfort, convenience & fun Huge private pool King master, Queen room & Twin room 2 Sleeper sofas+couch+half bath in lower level Firepit, propane BBQ, tons of outdoor seating Stocked kitchen: spices & essentials Pack ’n Play, high chair, kids' games, bathtub Prime Location: 15 miles to Indy Motor Speedway 12 miles to Airport Mins from restaurants & shopping (Walmart!) Easy highway access

Location · Family · Kitchen

Howdy and Aloha Backyard Oasis

Open all year Heated Pool * Swim Spa * Hot Tub * Plunge Pool * Patio Mister System * Howdy and Aloha Backyard Oasis is your comfortable stay minutes away from all the city of Indianapolis has to offer. The backyard features a heated plunge pool and spa for your complete relaxation and enjoyment during your stay. Shaded back deck features comfortable seating as well as a mister system for those really hot days. Your family will be close to everything when you stay at this centrally-located place

Location · Family · Accuracy

The Onyx Apex - Modern. Stylish. Yours.

This memorable place is anything but ordinary. Magic even. Built with love and care from years of experience hosting hundreds of guests. The Onyx Apex, built with the tiny house concept in mind, it has everything you will need for a days rest or perhaps a few days with someone. Pool is currently open. You will enjoy your time here and be enchanted by both its charm and appeal. We hope that you leave inspired to pursue your next. 100% of proceeds funds Christian evangelistic efforts worldwide.

Value · Location · Accuracy

Peaceful & Luxurious Suite

Our guest suite is close to Indpls--approx. 20 min from downtown. You’ll love our place because of the quiet & serene environment that's just outside of the city. We sit on an acreage close to the I70/Mt Comfort Road Exit making for quick access to and from the interstate. Our suite is in the front corner of our home. It has a private entrance with porch. It looks out into a garden that has a pond with fountain along with seating under a pergola. It has high ceilings and is very spacious.

Family · Location · Air conditioning

3BR Industrial Home Pool & Firepit Fountain Sq

Where raw industrial character meets Fountain Square's creative soul. This 3BR/2.5BA home is your base for Indy's most vibrant neighborhood — coffee, live music, amazing food, and craft distilleries steps from your door. Inside, exposed edges and artsy details set the mood; outside, the building speaks the neighborhood's language with fire pit and stock tank pool. Spacious enough for the whole crew, soulful enough to remember. Downtown Indy is one mile away — but you may never want to leave.

Hospitality · Sleep quality · Pool

Grandstand Gathering House: Pool, Theater, Gym

🏊 Private Pool + 7-Person Hot Tub 🎳 Indoor Bowling Lane 🎬 Private Movie Theater w/ room for 16+ 🎮 Ultimate Game Room – Arcade machines, ping pong + pool table 🍕 Gas Fired Pizza Oven 👨‍🍳 Outdoor Kitchen with Blackstone Grill & Outdoor Fridge 🔥 Fire Pit Hangout ⛳ Private Putting Green 🍽️ Double Dining Tables 📍 Lucas Oil – 16 min (Colts) 📍 Gainbridge Fieldhouse – 15 min (Pacers games) 📍 Indianapolis Motor Speedway – 23 min (Indy 500) 📍Indiana Convention Center – 19 min

Value · Family · Outdoor spaces

Zestlife-HeatedPool-LuxeEscp-ThemedRooms-GameRoom

Experience an ultimate luxurious retreat in Indianapolis boasting unique and stylish decor with a refreshing touch of lemon zest and beach vibes! Delightful Disney-inspired themed spaces, a one-of-a-kind theatre room, a spacious backyard oasis with a Heated Pool, Spa, and modern resort amenities will charm guests of all ages. It's truly everything you could want for an unforgettable magical vacation! ✔ 25min Indy downtown, 15min Geist Reservoir, 35min Airport ✔ Safe & upscale location

Value · Family · Getting around

Pool Pad | 7 Min DWTN/Gainbridge | 15 Min Airport

Work & relax in this calm & stylish space. A cozy home with spacious main bath with tub & skylights, plush king bed in main bedroom, full kitchen, games: Jenga, bucket pong, outdoor fire pit, charcoal grill, a private pool surrounded by a deck for tanning, lounging, & eating. A desk for working, 1 car garage + 1 driveway parking makes this home ideal. Located in a very quiet and calm neighborhood just 7 mins from everything downtown. (Pool OPEN mid April-September)

Location · Family · Pool

Entertainer's Dream w/ Pool and Games

You won't find a more well equipped home in the area than you will at Hometown Hideaway. Hometown Hideaway is luxury at its finest with 4 bedrooms, 2.5 baths, 2 separate living spaces, plus an amazing game room with pool table, 65" Smart TV, shuffleboard, and plenty of seating. Don't forget the fenced backyard with private heated pool and seating galore for you and all of your guests. Plenty of room for rest and relaxation indoors and out.

Location · Value · Layout

Downtown property w/ free parking

Welcome to CityWay—an upscale community with top amenities and retail just steps from your door. Enjoy unique urban living with quick access to downtown Indy’s best, from Pacers and Colts games to vibrant dining and entertainment. Perfect for business trips, events, or weekend getaways. Book now for an unforgettable stay! Note: Pet fee is not included in the total.Note: Pet fee is not included in the total. Free parking is for 1 vehicle.

Value · Family · Wifi

Casa Solana • Pool, Gazebo, Deck • Ideal Location

Welcome to Casa Solana, a beautifully renovated New Mexico-inspired retreat that blends warm desert tones and thoughtful design with modern comforts. Tucked away on a peaceful cul-de-sac in a premier Indy neighborhood, the home's heart is its spacious single-level floorplan and expansive backyard—a seasonal pool, sprawling deck and screened gazebo are perfect for group activities, evening sunset gatherings, and everything in between.

Family · Value · Outdoor spaces

King Bed - 1B/1BTH - POOL

BRAND NEW upscale one bedroom apartment with king bed. Minutes away from Downtown Fishers. Complex is conveniently located next to nature preserve, walking path & Nickel Plate Trail. Enjoy the amazing amenities: Pool, hot tub, fitness center, business center, clubhouse lounge & outdoor grilling space. 10mins away from Ruoff Music Center. Note: POOL AND HOT TUB ARE DURING SUMMER MONTHS ONLY. (FROM MEMORIAL DAY THROUGH LABOR DAY)

Location · Family · Bathroom