Vacation rentals with a pool in Greenwood

Avon Farmhouse-Sleeps 14 Game Room, Hot Tub, Pond!

Spacious Family Retreat with Pool, Hot Tub & Game Room – Sleeps 14 | Avon, IN Gather your favorite people and escape to this stunning countryside retreat in Avon, Indiana — where comfort, fun, and relaxation come together on 10 peaceful acres. Designed for families and large groups, this spacious home comfortably sleeps up to 14 guests and offers every amenity you need for a memorable stay — including a private pool, hot tub, game room, and a scenic pond perfect for fishing or quiet reflection.

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.

Howdy and Aloha Backyard Oasis

Open all year Heated Plunge Pool * Swim Spa * Hot Tub * 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/spa for your complete relaxation & enjoyment during your stay. Shaded back deck features comfortable seating. Your family will be close to everything when you stay at this centrally-located place. Sleeps 8 adults, 1 queen bed, 2 full size beds, 1 queen sofa bed (in living room).

Private Cinema + Cowboy Pool, Putt Putt, Arcade

Welcome to Beville at Bottleworks! 📽️ 4K movie theater w/ surround sound—perfect for movie nights ⛳️ Backyard putting green for fun 👙🩳 Cowboy pool + sunny deck for lounging 🛁 Jacuzzi to relax and unwind 🔥🪵 Fire pit for cozy nights under the stars 🏓 Game zone: Foosball, ping pong, air hockey & shuffleboard 🕹️ Arcade: Pac-Man & NBA Jam 🍿 Popcorn bar + ☕️ coffee bar 📍 1 mi to Bottleworks ⛲️ 10 min to Fountain Square 🏟️ 12 min to Lucas Oil Stadium 🏎️ 20 min to Indy Motor Speedway

Fountain Sq 3BR w/ Pool, Arcade & Garage Parking

Walkable nights. Lazy mornings. A neighborhood with actual soul. The Olive Square is a mid-century modern 3BR home in the heart of Fountain Square — thoughtfully designed spaces, premium beds, and a backyard built for memories. Stock tank pool. Firepit. Garage game room. All of it yours, just 2 miles from downtown Indy and steps from the best restaurants, live music, and shops. Need more room? Our sister property The Grove is just down the street. airbnb.com/h/thegrovebytheolivedistrict

Waterfront 2BR Apartment Pool and Gym

Escape to our cozy 2-BR, 2-BA apartment overlooking a peaceful community pond. Perfect for families, friends, or business travelers, this warm and spacious retreat features a fully equipped kitchen, comfortable living room, and private patio where you can relax and enjoy the tranquil view. Take advantage of amenities including a sparkling pool, modern fitness center, dog park, and a scenic walking path surrounding the pond. Experience the comfort of home with the convenience of the city.

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

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

Temp/Insurance Housing | 7 Min DWTN/Gainbridge

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)

Modern 2BR 1 King 2 Full Bed DT Pool/Gym/Parking

🌆 Lux Downtown Indy | 2BR • King Bed • 2 Full Beds • Pool • Gym 🏙️ Welcome to your urban oasis in the heart of Indianapolis! This stylish 2-bedroom, 2-bath apartment features a spacious living area, dedicated workspace, fully equipped kitchen, and essential comforts—ideal for business travel, race weekends, or leisure stays. 🚶‍♂️ Prime Location 📍 Monument Circle 📍 Gainbridge Fieldhouse 📍 Indiana Convention Center 📍 Mass Ave 📍 Lucas Oil Stadium

Container Pool|Chefs Kitchen|Hot Tub|EV Charge|BBQ

⚜ Pool closed for winter starting Oct. 7 – reopens Spring 2027 ⚜ Free universal EV charging ⚜ Non-heated container pool (May 15th – Oct. 6) ⚜ 8-person hot tub with 72 jets (open year-round) ⚜ Detached carriage house above the garage: studio unit with full bath and stocked kitchen (included with your booking) ⚜ 2-car garage for secure parking ⚜ 4 of the 5 bedrooms feature en-suite bathrooms ⚜ Fully stocked kitchen with every appliance you'll ever need

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.