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.

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.

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).

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.

*Luxurious 1Bed/1bath king bed*

BRAND NEW 1bed/1bath apartment w/ a king bed walkable to downtown Fishers. Complex is conveniently located next to a nature preserve, walking path, & Nickel Plate District. Enjoy walking to downtown Fishers to have coffee, ice cream, casual or fine dining. Amazing amenities include pool, hot tub, putting green, grilling area, luxury fitness center & clubhouse. 10 minutes to Ruoff Music Center. OTHER THINGS TO NOTE: Unit faces the pool and have noises at times. POOL & HOT TUB ARE SEASONAL

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.

The Retreat - Private Pool-Spa-Firepit-Gameroom

The Retreat! Newly remodeled, peaceful and spacious place to unwind & create memories despite being amidst the city with families & friends. ✔ 17min to Indy downtown, 7min to Greenwood mall, 23min to Airport, 27min to Speedway ✔ Upscale, safe and quiet location ✔ Modern furnishings; one of a kind kids play room; Rec room for adults ✔ Resort living with private pool, hot tub, fire pit, BBQ ✔ 6 Smart TVs ✔ Fully stocked kitchen -baths ✔ Highchair, stroller, Pack N Play

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.