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Leesburg Holiday Homes

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    Don't let other travellers get your favourite Leesburg area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Leesburg
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    Leesburg
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    lake front - fish and enjoy  quiet peaceful home1 / 17
    (3)Very good
    Leesburg
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Leesburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Leesburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *15 five star reviews on request from another site. New to this site! Spend your winter in Sunny Florida. See all there is from our centrally located home that's close to all of the best that Florida has to offer. This is a spectacular deal. Book now. Don't be left behind. ~~~~~~~~ Rates: Jun 1,...
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    Leesburg, Lake County 34748
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    The following rentals are within 15 kilometres of Leesburg.
    3/2 1920s Lake Estate w/Access to Pool, Gym & Boat1 / 50
    (3)Very good
    Yalaha
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2016
    My family and I (6 of us including two children) stayed for 4 days and loved the quiet of this house. We enjoyed sitting by the lake, the Yalaha bakery, the Dora Canal cruise...
    Reviewed 15 August 2016
    We travelled to Florida with our 3 children (12-18), mainly to "do the attractions" but also see a bit more of the US than just staying in a hotel.This house was ideal...
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    About this property
    Bring your boat or enjoy the views from the land, this gorgeous lake house has it all! Built from Cypress cut from the property, this house was home to the original settlers of the area. Fully remodeled in 2013, the 1920s charm is still present throughout. Decorated in Florida Nautical/Lodge style,...
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    Yalaha, Lake County 34797
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Haines Creek, FL
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    <h6>Overview</h6> This 8 bedroom villa is located at the Encore Club, less than a 10 minute drive down the road to Walt Disney World and their 4 incredible theme parks! Conviently located for you and your loved ones to experience and enjoy, Walt Disney World's proximity from this vacation home is...
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    Haines Creek, Florida 34747
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
    Fox Haven Cottage1 / 18
    (10)Excellent
    Tavares
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Porch
    • Wi-Fi
    • Parking
    • Washer
    • DVD Player
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2019
    Just stayed at Fox Haven for the 3rd time in less than a year. Always the same; extremely clean, Bill and Betty take great pride in and always make sure you are happy and not...
    Reviewed 19 January 2018
    The love and pride that Bill and Betty have for Fox Haven Cottage is obvious in every inch of the place. They have thought through what they would like in a home away from home...
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    About this property
    One bedroom - One bath cottage apartment located in Tavares, FL (America's Sea Plane City) in the heart of beautiful Lake County Florida. Total remodel completed in 2015. Sleeps 2 to 4 people. One queen size Tempurpedic bed in the bedroom and a full size pull out couch in the living room. Fully...
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    Tavares, Lake County 32778
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    NEW! Gated Guesthouse at Historic Howey Mansion!1 / 24
    (1)Excellent
    Howey in the Hills
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    Reviewed 10 October 2018
    The Howey Mansion and guesthouse was the perfect weekend getaway for us. We drove from South Florida to get married, and the guesthouse was the most perfect spot imaginable for...
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    About this property
    *Please note this property is at The Howey Mansion where daily tours are conducted; tours will not be taken through the guesthouse* If you're looking for an exclusive retreat, don't miss out on the opportunity to stay at this 2-bedroom, 1-bathroom vacation rental house at the historic Howey...
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    Howey in the Hills, Lake County 34737
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    LOCATION, conveniently located between Lake Sumter Landing and Brownwood Paddock1 / 7
    (1)Excellent
    Fruitland Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 15 December 2017
    Lovely home. Very spacious and comfortable. There is so much to do in the area. Lots of great restaurants and entertainment in The Villages. Nightly music in the squares is...
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    About this property
    This spacious villa is located in the neighborhood of Hadley and is conveniently located between Lake Sumter Landing Market Square and Brownwood at Paddock Park. This is where you'll find restaurants, shopping, theaters, FREE live music and dancing every night. About 5 miles up the road you'll find...
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    Fruitland Park, Lake County 32162
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Howey in the Hills
    10 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • 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 Key features 8000 sq ft 10 themed bedrooms 6 bathrooms Sleeps 24 Theme park Private pool and...
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    Howey in the Hills, Lake County 34715
    Holiday Rental House - 10 Bedrooms, 6 Bathrooms, Sleeps 24
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    Lady Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an over 55 gated community in the Village of Orange Blossom and 6 houses from Hilltop adult pool. Guest passes will be provided at time of rental for golf & recreation at the Paradise Recreation Center. There is nightly entertainment at the Spanish Springs Town Center. Come visit the...
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    Lady Lake, Lake County 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Grand Island, FL
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Parking
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    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • 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 8 bathrooms Sleeps 16 Private pool Access to resort amenitiesBedrooms...
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    Location Information
    Grand Island, Florida 34747
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
    Lady Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Porch
    • Patio
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has a Great location! The home features Master Suite with King size new comfortable bed and private bath and TV. Guest Bedroom has Queen size bed with walk-in closet. Rooms have Vaulted ceilings, it has a Gorgeous New Kitchen with breakfast bar, and a beautiful dining set. There is...
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    Location Information
    Lady Lake, Lake County 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Howey in the Hills
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
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    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Florida Golf Escape is a luxury 2 bedroom, 2 bathroom first (ground) floor condominium located within the Mission Inn Golf and Tennis Resort in Howey-in-the-Hills, FL. Located just an hour north of Walt Disney World and minutes from many other tourist destinations in Orlando, FL, this property...
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    Howey in the Hills, Lake County 34737
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Wildwood, FL
    Studio, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Ocean Views
    • Internet Access
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It can't get any better! A brand new 3 bedroom condo on the boardwalk in Wildwood, NJ. You can enjoy the ocean view from the large porch, watch the fireworks, or observe the boardwalk activities from the 2nd story porch. Once inside, you close out the sounds of the boardwalk. An open living room...
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    Wildwood, Florida 08260
    Condo/Apartment - 2 Bathrooms, Sleeps 8
    Wildwood, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan for your next getaway to take you to this 3-bedroom, 2-bath vacation rental house for 4 in The Villages! With almost 2,000 square feet of living space and a screened lanai, this home is in a fantastic location within the Village of Hillsborough - just over 1 mile from Brownwood Town Square, is...
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    Wildwood, Florida 34785
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Wildwood, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Kid friendly
    Smoking allowed
    About this property
    “When it comes to eternity only three things matter... Location, Location, Location” Newly renovated with modern amenities and memory foam bedding. This central Florida home is your perfect retreat! Nestled on a 1.5 Acre lot, just off I-75 (6.8 Miles) near beautiful The Villages, FL (1/4 mile)....
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    Wildwood, Florida 34785
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Lady Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious Home on the 7th Fairway!! Beautiful Furnishings. Some Pets allowed. Exterior deck overlooking Fairway. Screened in Lanai. BBque. Interior Laundry. Central A/C, Golf cart garage. Carport covered parking. Close to Spanish Springs town center. Ceramic tile in baths. Very...
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    Lady Lake, Lake County 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Whitney Beach, FL
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Settle into your Florida home-away-from-home after booking this 3-bedroom, 2-bath vacation rental house in The Villages. Up to 6 guests can enjoy the active lifestyle and amenities of the community, including swimming pools, golf courses, rec centers and more. The 1,600-square-foot home is...
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    Whitney Beach, Florida 32163
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Tavares
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the tranquil environment of Central Florida at this charming 3-bedroom, 2-bath vacation rental home Northwest of Orlando! This 1,700-square-foot property comfortably sleeps 6 and offers top-notch home furnishings, a billiards table, a spacious Florida room with lake views, and a fenced...
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    Tavares, Lake County 32778
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lady Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Stay in style at this 2-bedroom, 2-bath house for 6 in The Villages community! You'll have access to upscale amenities like championship golf courses, 8 luxurious pools, bocce courts, happy hours and organized activities! The home boasts a furnished lanai and patio, grill and 2 bicycles for you...
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    Lady Lake, Lake County 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Grand Island, FL
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting a large lanai with a private pool, spa, and waterfront views, this 5-bedroom, 4-bath Eustis vacation rental makes for a tropical haven in the Harris Chain of Lakes. The Dora Canal—known as “the most beautiful mile of water in the world”—connects Lake Eustis and Lake Dora, so there’s plenty...
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    Grand Island, Florida 32726
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Lady Lake
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Book your next Sunshine State getaway to stay at this peaceful and private vacation rental. For an additional fee, you’ll have full access to the fantastic amenities in The Villages community, while this 2-bedroom, 2-bath home also offers proximity to several lakes, golf courses, the Ocala National...
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    Location Information
    Lady Lake, Lake County 32159
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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