Family-friendly holiday rentals in Maitland

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Top-rated family-friendly rentals in Maitland

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

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Guest favourite
Guest suite in Orlando
4.96 out of 5 average rating, 132 reviews

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

Guest favourite
Guest suite in Altamonte Springs
4.93 out of 5 average rating, 182 reviews

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!

Top Guest favourite
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 104 reviews

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!

Guest favourite
Apartment in College Park
4.94 out of 5 average rating, 242 reviews

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

Top Guest favourite
Apartment in Altamonte Springs
4.96 out of 5 average rating, 332 reviews

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.

Top Guest favourite
Guesthouse in Orlando
4.97 out of 5 average rating, 346 reviews

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!

Guest favourite
Guesthouse in College Park
4.91 out of 5 average rating, 183 reviews

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.

Top Guest favourite
Apartment in Winter Park
4.9 out of 5 average rating, 172 reviews

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.

Top Guest favourite
Guest suite in College Park
4.96 out of 5 average rating, 221 reviews

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.

Top Guest favourite
Home in Maitland
4.95 out of 5 average rating, 173 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
Guest suite in Eatonville
4.98 out of 5 average rating, 185 reviews

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.

Guest favourite
Guest suite in Orlando
4.93 out of 5 average rating, 191 reviews

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

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