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Maitland Rentals with Pools

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    Don't let other travelers get your favorite Maitland area vacation rental. You're so close to securing your perfect getaway. Book today.
    24 Matching Rentals in the Maitland AreaView all 43 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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    The following rentals are within 5 miles of Maitland.
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    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...
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    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 18
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
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    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...
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    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 18
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    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    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...
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    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 20
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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...
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    Fern Park, Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    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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    Goldenrod, Florida 34746
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • 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)...
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    Fern Park, Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Longwood
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With more than 4,300 square feet of high-end interior space and an elegant lanai with a pool, fountain, and spa, this Longwood vacation rental house promises an unbeatable Florida getaway. The spacious 4-bedroom, 5-bathroom home is set 15 minutes from Lake Jesup and 45 minutes from Daytona Beach...
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    Longwood, Florida 32779
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
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    Location Information
    Fern Park, Florida 34747
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Storey Lake is a brand new luxurious vacation community located just 4 miles to the magical world of Disney and just minutes to Universal, it has located right in the heart of Kissimmee, close to Osceola Parkway. This community is an ideal residence to stay if you want to visit Central Florida's...
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    Goldenrod, Florida 34746
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    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 Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
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    Location Information
    Fern Park, Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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...
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    Longwood, Florida 32750
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable Story Lake Home with 8 bedrooms, 5 bathrooms Storey Lake Resort is one of the popular resort communities in the Orlando Florida area. Storey Lake Resort is ideally located corner of State Road known as Kissimmee-Vineland Road - and Osceola Parkway in Kissimmee and with easy access to...
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    Location Information
    Goldenrod, Florida 34746
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    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 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
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Story Lake Town Home Sleeps 8 bedrooms With Pool Storey Lake Resort is one of the Brand New resort communities in the Orlando Florida area Storey. Located in the heart of Kissimmee, FL, Storey Lake is perfect for families who want a vacation spot that offers a range of amenities, and is close to...
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    Goldenrod, Florida 34746
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    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 8 bedrooms 5 bathrooms Sleeps 18 Private pool Game room Home theater Access to...
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    Location Information
    Winter Park, Central Florida 33896
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 18
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    Altamonte Springs
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • 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
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    Goldenrod
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Storey Lake Resort villa with best amenities Storey Lake Resort is one of the popular Brand new resort communities in the Orlando, Kissimmee. This community has located in the heart of Kissimmee, families of Storey Lake can easily access all central Florida has to offer, including Walt...
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    Location Information
    Goldenrod, Florida 34746
    Condo/Apartment - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    Longwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
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    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, Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Altamonte Springs
    5 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
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    • 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...
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    Altamonte Springs, Central Florida 32714
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 20
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    Goldenrod
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Wi-Fi
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the vacation home of your dreams! This 6 bedroom, 5.0 bathroom rental home is located in the resort community of Storey Lake. This rental boasts many features to entertain plenty and features a large 55-inch flat screen. The 6 bedrooms, come in handy to sleep up to 14 guests. The...
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    Goldenrod, Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Aloma
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • 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...
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    Location Information
    Aloma, Florida 32751
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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