Family-friendly vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Maitland family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in Orlando
4.94 out of 5 average rating, 389 reviewsGarden House near Orlando's cultural hub
May 23 – 30
Apartment in Orlando
4.92 out of 5 average rating, 132 reviewsLuxury & Modern Apartment
Jul 28 – Aug 4
Apartment in Orlando
4.9 out of 5 average rating, 313 reviewsBeautiful View, Newly Renovated 1 Mile to Disney
Sep 24 – Oct 1
Condo in Orlando
4.82 out of 5 average rating, 397 reviewsModern Studio with Private Terrace near Universal
Mar 31 – Apr 7
Condo in Orlando
4.89 out of 5 average rating, 110 reviewsThe Point Hotel & Suites - 705H Luxury - Pool View
Apr 26 – May 3
Condo in Orlando
4.87 out of 5 average rating, 396 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
Feb 15 – 22
Condo in Orlando
4.82 out of 5 average rating, 223 reviewsGated Condo minutes to Parks 2/2 with amenities
Jul 8 – 15
Condo in Orlando
4.91 out of 5 average rating, 410 reviewsCozy Cay Condo Convn Ctr Vista Cay 2BR 2Ba 4 bds
Oct 2 – 9
Family- and pet-friendly home rentals
Guest suite in Orlando
4.78 out of 5 average rating, 525 reviewsPrivate guest suite with enclosed porch
Jul 5 – 12
Tiny home in Orlando
4.82 out of 5 average rating, 499 reviewsThe Ritz- Lakefront Tiny House in Orlando
Jan 23 – 30
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
Aug 9 – 16
Place to stay in Geneva
4.94 out of 5 average rating, 929 reviewsManCave apartment
Aug 12 – 17
Guesthouse in Mount Dora
4.9 out of 5 average rating, 707 reviewsKey West cottage of Mt Dora
Oct 27 – Nov 3
Guesthouse in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
Mar 18 – 25
Home in Orlando
4.83 out of 5 average rating, 177 reviewsWaterside Pet Friendly Lakefront
Apr 10 – 17
Home in Apopka
4.94 out of 5 average rating, 164 reviewsWekiva Springs 5br 4 ba, spacious & lovely home
Feb 9 – 16
Family-friendly home rentals with a pool
Home in Orlando
4.95 out of 5 average rating, 314 reviews*HALF HOME* (read desc) Pool/Disney/Universal
Aug 29 – Sep 5
Guesthouse in Leesburg
4.98 out of 5 average rating, 333 reviewsSilver Lake Guest Pool House
Dec 7 – 14
Apartment in Sorrento
4.94 out of 5 average rating, 302 reviewsQuiet Neighborhood in the Country
Feb 9 – 16
Home in Kissimmee
4.84 out of 5 average rating, 205 reviews3 bedroom Villa in Kissimmee
Oct 30 – Nov 6
Cottage in Kissimmee
4.96 out of 5 average rating, 423 reviewsBright & Cozy Cottage Near Disney
Aug 22 – 29
Houseboat in Sanford
4.98 out of 5 average rating, 177 reviewsFloating Cottage - Sweet River Retreat in Florida
Oct 15 – 22
Guest suite in Kissimmee
4.86 out of 5 average rating, 568 reviewsPrivate Studio in POOL home
Dec 19 – 26
Cottage in Kissimmee
4.94 out of 5 average rating, 372 reviewsEntire Cottage close to Disney, Universal, Airport
Jul 19 – 26
Quick stats about vacation rentals that are family-friendly in Maitland
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
770 reviews
Nightly prices starting at
$20 before taxes and fees
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Key West Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Orlando
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Fitness-friendly rentals Maitland
- House rentals Maitland
- Pet-friendly rentals Maitland
- Apartment rentals Maitland
- Monthly Rentals Maitland
- Rentals with outdoor seating Maitland
- Rentals with a patio Maitland
- Rentals with a washer and dryer Maitland
- Rentals with pools Maitland
- Family-friendly rentals Orange County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom