Family-friendly holiday rentals in Longwood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Longwood

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Sanford

4.97 out of 5 average rating, 256 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

Guest favourite

Home in Sorrento

4.9 out of 5 average rating, 177 reviews

Wekiva Riverfront Home with Dock Close to Springs!

NEW PHOTOS COMING SOON!! Adventure awaits you and your family at the Wekiva River Retreat! This beautiful home is nestled in the heart of real Florida and sits directly on the banks of the Wekiva River. You and your family can explore the natural landscape in our fleet of Kayaks and canoes, or walk to the Rock Springs Run State Park for hiking, biking, and trail riding. Finish the eventing under the stars around our large fire-pit roasting marshmallows, or watching movies on our big screen tv.

Top guest favourite

Guest house 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.

Guest favourite

Home in Orlando

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!

Top guest favourite

Home in Maitland

4.95 out of 5 average rating, 167 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Top guest favourite

Home in Altamonte Springs

4.98 out of 5 average rating, 321 reviews

A Home Where Eclectic Luxury Meets Affordability

Welcome to The Altamonte House. Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (notify host if you are bringing a pet- charged separately upon check in) Read the rules of the property before booking, to ensure that you agree.

Top guest favourite

Tiny home in College Park

4.96 out of 5 average rating, 706 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.

Top guest favourite

Treehouse in St. Cloud

4.96 out of 5 average rating, 982 reviews

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.

Guest favourite

Flat in Winter Park

4.91 out of 5 average rating, 141 reviews

Apt F -Modern Elegance in the Heart of Winter Park

Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two blocks to the Winter Park Village! Cozy and modern space. Pool, outdoor grill and bikes for your enjoyment. Enjoy the convenience and tranquility of one of Florida's greatest walking communities while residing in style and sophistication. The pool and grill stations are shared. Fast internet speed: 139MBPS download and 21.5 MBPS upload!

Top guest favourite

Guest suite in Altamonte Springs

4.93 out of 5 average rating, 360 reviews

The Bungalow

Welcome to your home away from home! Enter through a private driveway and enjoy the ease of keyless entry. Located across the street, Sanlando Park offers walking trails, basketball and popular tennis courts. Whether your interests are peace and quiet or adventure, you are only 30 minutes or less away from our beautiful natural springs, beaches and all major attractions. Wake up with the sunshine, put on a pot of coffee and welcome to Florida!

Superhost

Place to stay in Geneva

4.93 out of 5 average rating, 1,005 reviews

ManCave apartment

When the world seems crazy, sometimes you need to escape. The venues are separated on thirty acres. This is my Man Cave located in my airplane hanger. An eclectic collection of stuff is hung from the ceiling and walls. This is a fun space with a bar, microwave, satellite-TV, fireplace, Wi-Fi and air conditioning. The bed is located in the loft. Danville is a glamping experience.

Guest favourite

Guest suite in Orlando

4.91 out of 5 average rating, 516 reviews

lovely room apartment. It's not shared.

This place is located in Central Orlando. Its located in a quiet and secure neighborhood. Its also a few min from Florida mall ,restaurants, food stores, International Dr , The convention Center is 6.5 miles , Theme parks as Universal Studios is 6 miles and Disney is about 25 minutes. The Orlando International airport is 6.5 miles from the house.