Family-friendly holiday rentals in Conway

4.88 out of 5 average rating, 210 reviews

Charming Orlando Cottage - Close to Everything!

This charming 1920's cottage is the perfect retreat for either a brief stay visiting all that Orlando has to offer, or could be a quiet escape to stay for a few months working remotely. The home has one king size and one queen size bed, a separate office if you are needing to work out of the home. It's a private space but on a larger piece of property that also has two other homes and shares access to a beautiful lake - which our guests are welcome to use! Inquire for different terms available.

4.94 out of 5 average rating, 415 reviews

Guesthouse in Orlando

Garden House near Orlando's cultural hub

On a quiet cobblestone street, yet close to art and culture, more than 3 dozen restaurants in walking distance, Florida Hospital and family-friendly activities. You’ll love our place because of the location, the large bathroom with jacuzzi, the skylights, window seat, porch swing. It is nestled in our back yard surrounded by trees and has its own private entrance via a rustic walk way of pavers and stones. Couples, families, most anyone will find it charming. STR 1009942 (City registration)

Superhost

4.78 out of 5 average rating, 446 reviews

Bright and Cozy Orlando Home - Close To It All

NOTHING IS SHARED, very private with your own entrance. Bright, cozy 1 bedroom home accommodates 4 people. Full kitchen featuring all amenities. Central location 15 minutes from the airport, 15 minutes to downtown Orlando, 30 minutes to Disney, Universal, SeaWorld. Your own driveway fits 2 cars, fresh sheets, towels, coffee! Free WiFi and Smart TV (Netflix, PrimeVideo). 1 queen bed + 1 queen futon sofa bed comfortably sleeps 4. We live close by so if you need anything you can always call us.

Guesthouse in College Park

4.97 out of 5 average rating, 439 reviews

The Coach House- 2 bedroom/3 bath Orlando Getaway!

Pet-friendly 2 Bedroom/3 Bath House. Designed by renowned architect James Gamble Rogers II, the house is a 25-minute drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scene.

4.91 out of 5 average rating, 102 reviews

Charming 2BR Cottage, Downtown Orlando

Bright, cozy 1940’s cottage located in a quiet, safe, family-friendly Downtown Orlando neighborhood. 2 bedroom, 1 bath, onsite parking, full kitchen, washer and dryer, fenced-in back yard and patio area, working desk space in bedroom. Walking distance to the local gems and eateries of Audubon Park and the Mills 50 District! Central location minutes away from Winter Park and Downtown local attractions. 20-30 minutes from Universal, Disney and MCO. Great for a work trip or an Orlando getaway!

4.84 out of 5 average rating, 212 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

4.76 out of 5 average rating, 495 reviews

Guest suite in Orlando

Private Studio by EPIC, IOA ,Disney and Fl Mall

Welcome to Orlando! This private room includes it's own entry and it is completely separate from the house. You will have your own bathroom as well as mini kitchen. Basic essentials such as towels,soap and more will be provided for you and you will be near all of Orlando's most famous attractions! Florida Mall - 4 Minute drive Airport - 11 Minute drive Downtown Orlando - 14 Minute drive Millenia Mall - 14 Minute drive Universal Studios - 15 Minute drive Disney Springs - 19 Minute drive

4.95 out of 5 average rating, 177 reviews

Guest suite in Orlando

Upscale Urban Chic Apartment

This warm “Carriage House Apartment” offers a cozy relaxed studio suite, it's 500 sq ft in a premiere established neighborhood. Built in 1938, updated for modern fine living with charm. Enjoy scenic views, romantic evening strolls through tree lined streets to nearby parks and lakes. Ample on street parking. Walking distance to shopping, bars, fine dining, the Orlando Regional Medical Center and near major attractions. Live a local’s life in the heart of Orlando, Florida.

Tiny home in College Park

4.96 out of 5 average rating, 705 reviews

Tiny House Shed in Downtown

Nestled behind my 1920s bungalow in one of Orlando’s best neighborhoods, The Shed is a local experience. Located in the city center, just a 5 min Uber to Amway, Soccer Stadium, and walking distance to the Sun Rail and hospital. * There is construction at the house next door during daylight hours; expect noise . Perfect for couples, traveling professionals, and those new to Airbnb. Note: I rent my main house so you may see those guests in the backyard. No smoking/vaping.

4.96 out of 5 average rating, 980 reviews

Treehouse in St. Cloud

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

4.86 out of 5 average rating, 146 reviews

Condo in Orlando

Beautiful Downtown Condo 1/1

This fully furnished 1/1 apartment, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedroom come with California king bed. Our kitchen has pots, pans, plates and silverware, as well as a Nespresso coffee machine for your morning wake up! We have our laundry machines in-house and yes, you can use them.