Maitland Holiday Rentals
About Casai's Private Villas and Holiday Rentals in Maitland
Discover more than 326 vacation rentals available in Maitland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Maitland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Maitland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Maitland. On average, places to stay near Maitland offer 641.02 ft², with nightly prices averaging US $230.
With Casai, finding and comparing holiday rentals in Maitland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Maitland
| Type | Count |
|---|---|
| Vacation Homes | 152 |
| Holiday Apartments | 81 |
| Villas | 6 |
| Cottages | 5 |
Use these Quick Filters to Find a Holiday Rental in Maitland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Maitland.
Weather in Maitland, FL
View the weather forecast for Maitland before booking your Maitland Vacation Rentals to confirm your best time to go.
Top Attractions Around Maitland, FL
Casai offers a large selection of top attractions around Maitland . Research things to do on your vacation before you visit Maitland.
Other Places to Stay in Maitland, FL
Frequently Asked Questions About Maitland?
What are the top holiday rentals in Maitland?
With numerous options available in Maitland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Maitland:
- Stylish Boutique Guest house in Winter Park
- SPRING LAKE GETAWAY SUITE (Detached Guest House)
- Casa Feliz
- A curated stay in the Historic College Quarter
- nIncredible Private Lakefront Cottage Retreat
- Beautiful Lakefront Gem ~ Pool ~ Fishing ~ 5 Star Location
- Comfortable Guest Suite in Altamonte Springs - Large Pool
- The Soundwave Retreat 🌴 Pool, Spa & Golf Oasis
- Spacious Modern Japandi Retreat - Winter Park
- Wana Chill Spot w/Pool, Spa, Bar ,Ping Pong, BBQ
How many holiday rentals have private pools in Maitland?
Discover a selection of holiday rentals with private pools near Maitland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Casa Jardin
- SpringHill Suites Orlando Altamonte Springs/Maitland
- Florida Vacation with pool fun for families
- Embassy Suites by Hilton Orlando North
Which holiday homes in Maitland are best for families?
If you're searching for a family-friendly holiday home in Maitland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Maitland:
- Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
- Winter Park charm
- Hilton Garden Inn Winter Park
How many Casai.nz holiday rentals are available in Maitland?
As of 2026, Casai boasts over 326 properties listed in the Maitland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Maitland.









































































