
House holiday rentals in Maitland
Find and book unique houses on Airbnb
Quick stats about house rentals in Maitland

Total holiday rentals
Explore 70 holiday rentals in Maitland

Nightly prices starting at
Maitland holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Maitland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Maitland rentals

4.8 Average rating
Maitland stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Maitland
Guests agree: These houses are highly rated for location, cleanliness and more.

Orlando Poolside Oasis
Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

Stylish newly updated home in Winter Park
Sleeps 8 people comfortably but can fit 10. This home has VERY CONVENIENT ACCESS TO I-4 making it easy to get to Orlando's most sought after attractions, including Park Avenue, Downtown Orlando, Rollins College, Leu Gardens, Mills Ave, Baldwin Park, College Park, Camping World Stadium, Amway Arena, SunRail, and many hospitals. SHORT WALK to 3 notable restaurants Also nearby: Universal Studios (20 min) Outlet Mall (20 min) International Drive (25 min) Orlando Airport (30 min) Disney (~30-40 min)

Spacious Home with Pool & Hot Tub near Downtown
Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

Recharging Lakeview Oasis w/Pool centrally located
Fall in love w/ our peaceful home w/ incredible backyard & pool overlooking Lake Gandy! Experience the tranquility of this safe, residential area. New furnishings for your comfort, cozy living room w/ an 85" Smart TV, comfortable bedrooms, laundry room & fully-equipped kitchen for a nice meal. Have fun at our spacious backyard, great for entertainment, bbq's & fire pit s’mores nights! Enjoy delicious organic fruit in the yard! Only 25min away from amusement parks & MCO! Superb for long stays!

Lakefront Home•screened deck, dock•Long Stays OK
Water-ski, swim, boat, and fish in the pristine, spring-fed waters of the 310-acre Bear Lake beside this expansive home. Canoe and paddle boards provided! Enjoy the sunset from the swing on the boat dock, watch the sunrise from the screened deck while lounging in the hammock, or spend a lazy afternoon with the family playing board games. The guest suite is the private half of a duplex, completely separated from the owner's side with no shared areas. (2 kings, 2 queens, 2 futons, 3.5 baths)

King/Queen Quiet Vibey Bungalow
Our beautifully renovated 1950's home is nestled in a quiet neighborhood just a few blocks from everything. The ColonialTown North district of Orlando (also called Mills/50) is a vibrant, central area with exceptional walkability to grocery stores, a trendy bar scene, LOTS of coffee and boba options, foodie restaurants and casual late night eats. Families will love the playground just two streets away. When you're ready, retreat to our front deck and watch the sunset reflect off the trees!

Bonheur Ala Maison
Bonheur A la Maison is the home that offers a beautiful, comfortable, spacious, convenient and all around happy feeling with the little extras and attention to detail to make you feel like you're basking in a lot of luxury for a simple price! Its everything you need from your blow dryer, to your plush robe and from your USB outlets at all bedsides to your built in wireless speakers for your music of choice. We tried to think of it all. Conveniently located near lots of shops and parks!

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.

Florida Poolside Paradise a Great Place to Unwind!
Welcome to our exquisite 4-bedroom vacation rental in the heart of Maitland, Florida – a true gem where luxury meets convenience. This upscale home boasts fine furnishings and a private pool, making it the ideal retreat for families or groups seeking both comfort and style during their Sunshine State getaway. The house is located in a residential neighborhood with plenty of restaurants and shopping within a 5 minute drive. Convenient location off Rt 436. and half hour to the airport.

Modern Tropical House Heated Salt Pool
☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

3/1 house conveniently located in central Florida!
Relax with your whole family in this peaceful quiet home. Your home away from home is Conveniently Located close to all the attraction and beaches. It's a small 800 sq ft 3 bed 1 bath House with Casper beds and flat screen in every room. 10 Minutes away from the Altamonte Springs hospital. Full Stocked kitchen with everything you need to cook a home cooked meal. It's a perfect place to stay with your family instead of a Hotel for a more comfortable stay and peace of mind.

1927 Bungalow · Walk to College Park Shops
A 1927 bungalow in College Park with its original character intact — plantation shutters, wood floors, a record player and a wall of albums worth digging through. A walk-everywhere address: Publix, Starbucks and the shops on Edgewater are two minutes away. Inside, a full kitchen with dishwasher, in-unit laundry, 1000 Mbps fiber and a real desk with ethernet — a week here works as easily as a weekend. Private patio and driveway parking for two.
Popular amenities for Maitland house rentals
House rentals with a pool

Private Pool / Cozy Central Florida Home

Pvt Fishing lk , Pets,Nature, Pool,garage

Private Pool Oasis w/Xbox, Fireplace, Projector

Tropical Pool/Spa Home-Disney-Theme Parks-Beaches

Cozy Winter Park Cottage

Relaxing 3-Bedroom Pool Getaway

Last Minute Deals End Soon, Orlando Home Pool Dock

Private 4-Bedroom home with pool!
Weekly house rentals

A Home Where Eclectic Luxury Meets Affordability

Renovated Peaceful Luxury Walk to Mall Park Publix

The Little Tree House at Country Club of Orlando

𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜| ᴏʀʟᴀɴᴅᴏ

Luxury home

Casa Bella

Fern Park Retreat

Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Private house rentals

Luxurious 2BR Near Park Ave & Rollins College

Lakefront Paradise Near Attractions

Serene private home near the fun

Wana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ

The Centralized Haven

10 min to Winter Park, Games, Gym, King bd, Coffee

Cozy retreat - 8 min. to Park Ave / Pets welcome

Winter Park 3BR | Near Park Ave & Rollins | Pets
When is the best time to visit Maitland?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 AUD | $186 AUD | $187 AUD | $197 AUD | $167 AUD | $156 AUD | $141 AUD | $141 AUD | $160 AUD | $183 AUD | $179 AUD | $191 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Daytona International Speedway
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- ChampionsGate Golf Club
- ICON Park
- Playalinda Beach





