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Holiday Rentals with Pools in Maitland

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    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 40 rentals
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    Maitland
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Casa Bella1 / 50
    (33)Excellent
    Maitland
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 10 kilometres of Maitland.
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    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 Official Encore Resort Home - Full Use of Amenities Free, unlimited water park entry Fantastic...
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    Fern Park, Central Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Longwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Storey Lake Resort and this stunning 4 bedroom, 3 bathroom, 1,914 sq. ft. rental located near the theme parks in Orlando, Florida. This rental has attained the prestigious “Grand” status for having an upgraded professional furniture package. This vacation rental has all the comforts of...
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    Longwood, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Home, Sweet Home Orlando1 / 18
    (1)Excellent
    Aloma
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2019
    This is great family-friendly home. The pool and screened in porch was very nice. We had a great time. We will be back.
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    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...
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    Aloma, Central Florida 32751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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 Official Encore Resort Home - Full Use of Amenities Free, unlimited water park entry Fantastic...
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    Location Information
    Fern Park, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Altamonte Springs
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • 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...
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    Altamonte Springs, Central Florida 32714
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 8
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • 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...
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    Location Information
    Longwood, Central Florida 32750
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    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 Official Encore Resort Home - Full Use of Amenities Free, unlimited water park entry Fantastic...
    View all property information
    Location Information
    Fern Park, Central Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Altamonte Springs
    5 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    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 Maximum occupancy for 10 guests and bedrooms are opened based number of guests! Exclusive 5-bedroom, 2-bath vacation rental home that sleeps up to 10 guests and has a 20,000 + gallons...
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    Location Information
    Altamonte Springs, Central Florida 32714
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 20
    Longwood
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat your family to an unforgettable Florida retreat in Longwood at this fantastic 3-bedroom, 2-bathroom vacation rental home! With 2,600 square feet to kick back in indoors, and a shared yard for the pup to run around, you'll all be relaxed in no time. After Orlando theme park adventures, relax...
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    Location Information
    Longwood, Central Florida 32779
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Goldenrod
    9 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***(FREE POOL HEAT is offered for your stay during the WINTER MONTHS of November 1-April 30) GOLDEN LAKE is a 9 bedroom, 5 bathroom house that offers the best of everything you could imagine. The house is gorgeous from the minute you walk into the home. It has a contemporary feel and was...
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    Location Information
    Goldenrod, Central Florida 34747
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 18
    Fern Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Start your Florida vacation out right at this 1-bedroom, 1-bathroom Fern Park vacation rental guesthome. Perfect for small families and couples, this unit sleeps 4 and sits within an easy drive of the highway - trips to downtown Orlando will be a breeze! New updates to this property include an...
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    Location Information
    Fern Park, Central Florida 32730
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Goldenrod
    9 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Washer
    • Patio
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***(FREE POOL HEAT is offered for your stay during the WINTER MONTHS of November 1-April 30) GOLDEN SUNRISE is a 9 bedroom, 5 bathroom house that offers the best of everything you could imagine. The house is gorgeous from the minute you walk into the home. It has a contemporary feel and was...
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    Location Information
    Goldenrod, Central Florida 34746
    Holiday Rental House - 9 Bedrooms, 5 Bathrooms, Sleeps 18
    Longwood
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sunshine State awaits you at this 1-bath Longwood vacation rental studio with a courtyard! Built in the 1970s, this home maintains its charm while offering modern and updated amenities. With comfortable accommodations for 2 adults and 2 small children, it’s great for a couples’ retreat or small...
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    Location Information
    Longwood, Central Florida 32779
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Altamonte Springs
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best of Orlando with the entire family at this 5-bedroom, 4.5-bath Longwood vacation rental. It offers all the essentials for an easy vacation, like a fully equipped kitchen, 2 dining rooms, and a first-floor bedroom & bath! Everyone will love the deluxe theater room for watching Disney...
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    Altamonte Springs, Central Florida 32750
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Fairvilla
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the heart of the desirable College Park area, this updated 2-bed, 1-bath vacation rental is the perfect homebase for your next stay in downtown Orlando. The duplex offers privacy for 4 with convenience to local restaurants and retail shops 5 blocks away. Spend mornings on your patio and...
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    Fairvilla, Central Florida 32804
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute...
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    Location Information
    Goldenrod, Central Florida 34746
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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