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
Condo in Kissimmee
4.84 out of 5 average rating, 114 reviewsWindsor Hills Resort - Why go to a hotel?
Rental unit in Orlando
4.89 out of 5 average rating, 224 reviewsVista Cay Orlando Convention Luxury 3 bed condo
Condo in Florida Center
4.9 out of 5 average rating, 119 reviewsThe Point Hotel & Suites - 705H Luxury - Pool View
Rental unit in Orlando
4.78 out of 5 average rating, 322 reviewsWestgate Lakes+Spa Studio Sleeps 4
Condo in Kissimmee
4.81 out of 5 average rating, 124 reviewsStunning view, near Disney. 2 pools
Condo in Orlando
4.92 out of 5 average rating, 228 reviewsMarriott Harbour Lake Luxury Guest Room sleeps 4
Condo in Florida Center
4.83 out of 5 average rating, 424 reviewsModern Studio with Private Terrace near Universal
Condo in Orlando
4.79 out of 5 average rating, 235 reviewsGated Condo minutes to Parks 2/2 with amenities
Family- and pet-friendly home rentals
Condo in Champions Gate
4.85 out of 5 average rating, 269 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
Home in Oviedo
4.91 out of 5 average rating, 278 reviews🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
Townhouse in Kissimmee
4.8 out of 5 average rating, 235 reviewsPerfect home near Disney, Affordable & Comfortable
Townhouse in Orlando
4.76 out of 5 average rating, 157 reviewsLAKE 1BR Villa-near Convention, Universal-Disney!
Rental unit in Kissimmee
4.8 out of 5 average rating, 227 reviewsKing Bed First Floor Disney Universal Family Condo
Townhouse in Kissimmee
4.81 out of 5 average rating, 165 reviewsOrlando Disney ºoº Townhouse at Resort in Orlando
Rental unit in Orlando
4.91 out of 5 average rating, 336 reviewsYour cozy condo in Orlando
Home in Sanford
4.95 out of 5 average rating, 174 reviewsHistoric Sanford Sunshine Cottage w/ Treetop suite
Family-friendly home rentals with a pool
Houseboat in Sanford
4.98 out of 5 average rating, 182 reviewsFloating Cottage - Sweet River Retreat in Florida
Rental unit in Sorrento
4.94 out of 5 average rating, 317 reviewsQuiet Neighborhood in the Country
Home in Kissimmee
4.85 out of 5 average rating, 220 reviews3 bedroom Villa in Kissimmee
Cottage in Kissimmee
4.95 out of 5 average rating, 493 reviewsJU Super Duper Tiny House, 15 minutes to Disney
Rental unit in Orlando
4.85 out of 5 average rating, 241 reviewsExcellent 2 bedrooms apartment. Renovated.
Cottage in Kissimmee
4.96 out of 5 average rating, 445 reviewsBright & Cozy Cottage Near Disney
Cottage in Kissimmee
4.93 out of 5 average rating, 386 reviewsEntire Cottage close to Disney, Universal, Airport
Guest suite in Kissimmee
4.83 out of 5 average rating, 545 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
Quick stats about vacation rentals that are family-friendly in Maitland
Total rentals
40 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
890 reviews
Pet-friendly rentals
10 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
- St Petersburg Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Kissimmee Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Orlando Vacation rentals
- Charleston Vacation rentals
- Family-friendly rentals United States
- Family-friendly rentals Orlando
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Rentals with outdoor seating Maitland
- Rentals with a patio Maitland
- Rentals with pools Maitland
- House rentals Maitland
- Fitness-friendly rentals Maitland
- Apartment rentals Maitland
- Monthly Rentals Maitland
- Pet-friendly rentals Maitland
- Rentals with a washer and dryer 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