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

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

Absolute GEM! 5 Mins Grand Park, Spacious Backyard

Westfield gem! Just 7 quick minutes to Grand Park! Close to Downtown Indianapolis (32 mins), Ruoff Music Venue (27 mins) and all that the Indianapolis & surrounding areas have to offer. Spacious 4-bed, 2.5-bath home sleeps 11 guests comfortably. Includes beautiful fully stocked kitchen, 2-car garage, TVs, Movie Theatre, games, fenced backyard, and patio for your enjoyment! Stroll on the Monon Trail. Enjoy family-friendly parks. So many restaurants to choose from, too! Your seamless stay awaits!

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.

Stylish Fountain Sq 3BR| Walk2Shops| Pool | Games

Welcome to your private 3-bed home in Fountain Square— walk to restaurants, bars, and shops. Just 10 minutes to downtown! Relax by the firepit, battle it out on the arcade console, stream on the 70" TV, and stay connected with fiber fueled Wi-Fi. • Free garage parking on-site • Full kitchen + coffee bar • Washer | Dryer • Smart lock self-check-in Everything is set for an easy stay—just bring your bags and book your getaway now! Perfect for couples, business travelers, and weekend getaways.

The Onyx Tiny House.

The Tiny House with a heart. Experience the trendy Tiny living for a few days getaway in the spacious & elegant, Model Park Home. Home is 398SF & has all the amenities of a full house, plus high ceilings, and a loft that can sleep 1-2 extra people or can be used as a play area. It’s nestled in a beautiful garden. My family lives on this same property but stay out of your way. Ready for something different and exciting? A getaway, anniversary or staycation? Pool is seasonally closed and open.

Entire house in Speedway! Pool~Big Yard~King Beds

Welcome to your Speedway sanctuary! This entire house, nestled in the heart of Speedway, offers an ideal retreat for families, friends, and racing enthusiasts seeking a spacious and comfortable stay. With five beds, multiple living areas, and extensive outdoor space, this property promises an unforgettable experience. There are two separate entrances to the property and the house can be separated into two units (Unit A and Unit B) - perfect for multiple families to gather under one roof!

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

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)

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.

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)

Downtown Indy - Parking Available!

Welcome to your downtown Indy retreat! This stylish & modern space located in downtown Indy close to top restaurants, nightlife, Gainbridge Fieldhouse, and Lucas Oil Stadium. Enjoy a cozy, well-equipped stay with fast WiFi and prime location. Perfect for business travelers, couples, or weekend adventurers. Walk everywhere or relax in comfort—your perfect Indy getaway awaits! Book now & experience the best of downtown!