Maitland Vacation Rentals

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Vacation Rentals in Maitland

Vista Cay Resort by Casiola Vacation Homes

4874 Cayview Ave Orlando FL

$400 nightly

$450 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

When you stay at Vista Cay Resort by Casiola Vacation Homes in Orlando, you'll be connected to the convention center, within a 5-minute drive of Orange County Convention Center and Aquatica.

Pool

Hot Tub

Experience Luxury in Your 11 En-Suites Mansion

Orlando FL

With a stay at this vacation home in Orlando, you'll be a 5-minute drive from Aquatica and 6 minutes from Orange County Convention Center.

Pool

Hot Tub

Westgate Blue Tree

12007 Cypress Run Dr Orlando FL

$281 nightly

$325 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

With a stay at this vacation home in Orlando, you'll be within a 5-minute drive of Disney Springs™ and Orlando Vineland Premium Outlets.

Pool

Kitchen

PentHouse Suite with 2X View

Orlando FL

$228 nightly

$254 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Orlando, a 3-minute drive from Orlando Vineland Premium Outlets and 5 minutes from Disney Springs™.

Pool

Hot Tub

1887 Royellou House 3BR 2BA

Mt Dora FL

A stay at this vacation home places you in the heart of Mount Dora, within a 10-minute walk of Mount Dora Center for the Arts and Donnelly Park.

Kitchen

Washer

4846-Epic Home: 3 Suites at Vista Cay Resort

Orlando FL

$355 nightly

$395 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Orlando, you'll be within a 5-minute drive of Orange County Convention Center and Pointe Orlando.

Pool

Kitchen

Charming 3-bedroom near Orlando theme parks, downtown and golf courses

Casselberry FL

With a stay at this vacation home in Casselberry, you'll be within a 10-minute drive of Secret Lake Park and Red Bug Lake Park.

Kitchen

Washer

Orlando Family Getaway • 4BR Home w/ Pool & Cinema Lounge

Orlando FL

With a stay at this vacation home in Orlando (Union Park), you'll be within a 15-minute drive of University of Central Florida and Kia Center.

Pool

Hot Tub

Newly remodeled Town Home 7 in 2022, 1200 Sq ft, Next to SeaWorld

Orlando FL

With a stay at this vacation home in Orlando (International Drive District), you'll be within a 5-minute drive of Aquatica and Orlando Vineland Premium Outlets.

Pool

Hot Tub

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Orlando FL

$424 nightly

$471 total

Dec 22 - Dec 23

Total with taxes and fees

With a stay at this vacation home in Orlando, you'll be on a lake, within a 15-minute drive of Florida Mall and Orlando Kart Center.

Pool

Kitchen

Charming 2-bedroom apartment in house with AC, WiFi included

Apopka FL

$134 nightly

$148 total

Dec 23 - Dec 24

Total with taxes and fees

Located in Apopka, this vacation home is in a rural location, a 5-minute drive from Wekiwa Springs State Park and 6 minutes from Kelly Park.

Hot Tub

Pet friendly

Beautiful and Sweet House Ready for Your Vacation

Sanford FL

With a stay at this vacation home, you'll be centrally located in Sanford, within a 10-minute drive of Central Florida Zoo & Botanical Gardens and Wayne Dench Performing Arts Center.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.