
Family-friendly holiday rentals in Maitland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maitland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Thornton Park Loft Studio
Welcome to Thornton Park Lawsona Lake Historical District! You will be staying in unique place that matches the historical district vibe! This is small space, about 200 sq loft studio with a bed located above the bathroom, if you feel adventurous you can climb up and sleep there! If not that is ok, we have couch downstairs with a sleeper where you have comfortable rest! Lake Eola and Downtown is located within a 15 minute walk, 20 minutes from the airport, 25 minute drive to Disney and SeaWorld

Comfortable Guest Suite-Stylish Altamonte Springs!
Enjoy a stylish experience with *remodelled pool* in this Altamonte Springs Florida guest suite. This luxury 830 sq ft unit offers a living room, kitchenette, bedroom, bathroom and large pool in the peaceful Spring Valley Farms residential community. It is located 8 miles north of downtown Orlando, a primo location close to downtown, both ocean coasts, Wakiwa Springs State Park, theme parks (Disney, Universal, SeaWorld, more), Crane's Roost, and many other great destinations in central Florida!

Private Studio King Bed & Massage Chair + Sofa
Quiet, peaceful & centrally-located private studio in Altamonte Springs. 1st floor, 2 private entrances, full kitchen, private AC, strong WiFi, free parking, and total privacy. Walk to Sandlando Park & Seminole Wekiva Trail. Just 2 blocks from I-4, 1.5 mi to Cranes Roost, Uptown & Altamonte Mall. Less than 10 min to Downtown Orlando, Wekiva Springs, hospitals & shopping. Ideal for remote work, extended stays, couples or solo travelers. Enjoy comfort, location & convenience. Book now and enjoy!

College Park/Winter Pk 1 bed/bath private entrance
255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

St.John suite
Luxurious space with PRIVATE ENTRANCE, BATHROOM, and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

Oasis Garden Cottage -cozy, chic, near everything!
Our cozy cottage is located within minutes of some of the best areas, restaurants, bars, and attractions Orlando has to offer. Winter Park and College Park are 3-5 minute drives, Disney and Universal only 20 minutes, etc. The interior is chic and inviting, with a homey feel. Enjoy the fireplace, play some board games, soak in bath salts in the claw foot tub, curl up on the porch with a coffee and read one of our provided books— it’s so peaceful you’ll have a hard time leaving for the day!

8th Green Cottage - A relaxing oasis in the city
The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

The Lake House
Welcome to the mid-century Lake House. 370 square feet apartment with a private entrance and original terrazzo floors. Located on a quiet residential street on a small lake, and located within a 5-minute drive to anything you may need! Starbucks and Panera are within walking distance, and dozens of other places to eat. Publix, Walgreens, and Sprouts are just around the corner. A short 10 minute drive to the famous Park Ave, in Downtown Winter Park with shopping and gourmet restaurants.

New Mid Century-Modern Studio
Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

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.

Private entrance/bathroom 10 min from DT Orlando
Welcome to your home away from home! Our cozy room with a attached bathroom is the perfect retreat for your visit to Orlando. Located just 10min from downtown Orlando, 30min from MCO and Disney, and 20 min from Universal, you'll have the best of both worlds - convenience and comfort. Whether you're here for business or pleasure, our room is the perfect place to call your temporary home. Book your stay with us today and experience the best of our city.

Private Guest unit W/Tropical Views!
A Queen sized bed awaits you as you enter the 100% private unit overlooking a tropic themed backyard! Included is a full washer/dryer, bathroom w/ bidet, brick fireplace, Wi-Fi, TV, microwave, coffee maker & mini fridge. Just steps from your covered parking is a private front door which faces the street (no walking to the back/side yard). The property is within 10 min. of Downtown, 15 min. to Universal & 30 min. to Disney!
Popular amenities for Maitland family-friendly rentals
Family-friendly home rentals with a hot tub

Independent Unique Lake guest house/kayaks/jacuzzy

Mills Cottage

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

1926 Spanish Carriage House Lower

Spacious Home with Pool & Hot Tub near Downtown

Stunning Orlando Getaway w/Spa & Heated Pool

Treehouse at Danville

Garden House near Orlando's cultural hub
Family- and pet-friendly home rentals

Mirror House

Lovely Winter Park Home close to Hospitals !

Cozy 3 Bedroom Home, Great location!!

Private guest suite - Studio Retreat

Tiny House | Airport & Downtown Orlando 15 Min

Lake Eola suite 2

Renovated!Charming private suite with Kitchenette

The Cottage A Pet Friendly Guesthouse
Family-friendly home rentals with a pool

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Orlando Oasis in the heart of Thornton Park

Private pool home near Downtown

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Charming Retreat In Winter Park

Stylish & spa like Getaway - peaceful garden suite

"Winnie's Place" A Peaceful Guesthouse with Pool.

Vintage Florida Vibes House
Quick stats about holiday rentals that are family-friendly in Maitland
Total rentals
40 properties
Nightly prices starting at
$35 NZD before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Maitland
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- Pet-friendly rentals Maitland
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- Family-friendly rentals Orange County
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- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Playalinda Beach
- Daytona International Speedway
- Aquatica
- Walt Disney World Resort Golf
- Titusville Beach
- Island H2O Water Park
- Apollo Beach
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park