We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Maitland

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $267 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Maitland area holiday rental. You're so close to securing your perfect getaway. Book today.
    19 Matching Rentals in the Maitland AreaView all 42 rentals
    Sort by:
    Default
    Maitland
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 10 kilometres of Maitland.
    Eatonville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Orlando Area “4+Star” 3BR/2BA Pool Home w/ Patio!1 / 24
    (1)Excellent
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the Altamonte Springs trip of a lifetime at this upscale 3-bedroom, 2-bath vacation rental home that sleeps 6. Offering wonderful amenities such as a swimming pool, screened-in porch, and an ideal central Florida location minutes from popular Orlando attractions, this quaint residence has...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Altamonte Springs
    5 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Orlando Area 5BR/2BA Home w/ Pool! Casa Vista Verde I Orlando-Altamonte Springs Dream House & Vacation Paradise Exclusive 5-bedroom, 2-bath vacation rental home that sleeps up to 20 guests and has a 20,000 gallons swimming pool, fuss-ball, ping pong and pool tables with a real nice yard! Casa...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 20
    Make Enquiry
    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Balcony
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you need a beautiful vacation home away from home in centrally located Longwood, Florida between Disney World and Daytona Beach with a concierge service come stay with us. This 1200 Sq feet 2 bedroom 2 bathroom home is elegantly furnished down to the last detail. The living area host deluxe...
    View all property information
    Location Information
    Longwood, Florida 32750
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1749) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: 3,612 sq ft Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom and 7 bathrooms...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Make Enquiry
    Save time - get the best Maitland rentals sent straight to your email!
    Get the List
    Altamonte Springs
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Vista Verde II Dream House & Vacation Paradise in Central Florida’s location just minutes from all popular Orlando and Daytona Beach attractions! Exclusive 1-bedroom, 1-bath vacation rental studio apartment sleeps up to 7 guests and has a 18,000 gallons private swimming pool, Charcoal BBQ...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 8
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1749) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: 3,612 sq ft Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom and 7 bathrooms...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1747) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom/ 7-bathroom vacation home is...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Enquiry
    Altamonte Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key features 4 bedrooms 3 bathrooms Sleeps 8 Private pool Access to resort amenitiesBedrooms...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Aloma
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet neighborhood NE of downtown, this light & bright, 4br/2 bath, private pool home has easy access to airports, theme parks, Performing Arts, Park Ave, colleges, Daytona & the Space Coast. Relax on a boat tour or have a fun-filled day at one of Orlando's many theme parks. Then come...
    View all property information
    Location Information
    Aloma, Florida 32751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1747) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom/ 7-bathroom vacation home is...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Enquiry
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 6Bd with Private Pool and Spa (1751) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: 3,322 sq ft Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 6-bedroom (all suites) and...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Enquiry
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 6Bd with Private Pool and Spa (17451) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: 3,322 sq ft Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 6-bedroom (all suites)...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Longwood
    Studio, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sunshine State awaits you at this 1-bath Longwood vacation rental studio! Built in the 1970’s, this home maintains its charm while offering modern and updated amenities. With comfortable accommodations for 2 adults and 2 children, or 1 adult and 3 children, it’s great for a couples’ retreat or...
    View all property information
    Location Information
    Longwood, Florida 32779
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Make Enquiry
    List your property
    Owner log in