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Leesburg Rentals

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Results: 137 Rentals

  • The Villages, enjoy a new 3-bedroom home in centrally located Well Point.
    From $170 per night (USD)

    VRBO

    The Villages, enjoy a new 3-bedroom home in centrally located Well Point.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this lovely house in the Village of Well Point, everything you need to enjoy a fun-filled vacation and experi ...

    From $170 per night (USD)

    VRBO

    Details
  • Cisky Park Leesburg over looking Lake Harris
    From $156 per night (USD)

    Expedia

    Cisky Park Leesburg over looking Lake Harris

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    About this space Relax with the whole family at this peaceful home located in Cisky Park over looking Lake Harris. It’s ...

    From $156 per night (USD)

    Expedia

    Details
  • Sawgrass Grove Relaxing Retreat
    From $159 per night (USD)

    VRBO

    Sawgrass Grove Relaxing Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy vibrant Sawgrass Grove! Dance to free nightly live music at the Boxcar Stage, savor diverse dining at The Market, ...

    From $159 per night (USD)

    VRBO

    Details
  • Charming home w/spacious kitchen, water view, enclosed lanai, & Pet Friendly
    From $192 per night (USD)

    Expedia

    Charming home w/spacious kitchen, water view, enclosed lanai, & Pet Friendly

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    100

    Please note Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 2 - 30 Welcome to your perfect retreat ...

    From $192 per night (USD)

    Expedia

    Details
  • Welcome to The Dove at Eastport\nA 3BR/3 FULL BA home in The Villages, Florida
    From $192 per night (USD)

    VRBO

    Welcome to The Dove at Eastport\nA 3BR/3 FULL BA home in The Villages, Florida

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Dove at Eastport – A Stylish 3BR/3 FULL BA Designer Home in Waters Edge just minutes from Eastport, Middleton and Br ...

    From $192 per night (USD)

    VRBO

    Details
  • Lakeview 3BR Retreat / Pool, Game Room & Fireplace
    From $238 per night (USD)

    VRBO

    Lakeview 3BR Retreat / Pool, Game Room & Fireplace

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    🌴 Lakeview 3BR/2BA Pool Home w/ Game Room & Fireplace! 🏡 Perfect for families & groups, this Fruitland Park vacation r ...

    From $238 per night (USD)

    VRBO

    Details
  • Try out the Villages Lifestyle in this cozy Patio Villa in Central Florida
    From $231 per night (USD)

    VRBO

    Try out the Villages Lifestyle in this cozy Patio Villa in Central Florida

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Want a newer home close to Sawgrass Grove town square, several pools, recreation centers, and the future town square of ...

    From $231 per night (USD)

    VRBO

    Details
  • Playful Villa Ophelia (Lake Denham)
    From $178 per night (USD)

    VRBO

    Playful Villa Ophelia (Lake Denham)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    🌴 Villa Ophelia – Playful Patio Escape at Lake Denham! 🌞 2 Bed | 2 Bath | Spacious Lanai | Dog Friendly (with Approval ...

    From $178 per night (USD)

    VRBO

    Details
  • Spacious 1-bedroom mobile home on Lake Harris in Leesburg with WiFi, AC
    From $133 per night (USD)

    VRBO

    Spacious 1-bedroom mobile home on Lake Harris in Leesburg with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This mobile home with attached Florida room 35 feet by 10 feet in Holiday RV Park and Resort in Leesburg, Florida, provi ...

    From $133 per night (USD)

    VRBO

    Details
  • Your 2BR Escape: Golf, Games, and Getaways
    From $199 per night (USD)

    Expedia

    Your 2BR Escape: Golf, Games, and Getaways

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located minutes away from numerous golf courses, pools, restaurants and parks, this home will give you the best vacation ...

    From $199 per night (USD)

    Expedia

    Details
  • Pet-friendly, Affordable Home with Amenities & Leisure Options.
    From $192 per night (USD)

    VRBO

    Pet-friendly, Affordable Home with Amenities & Leisure Options.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Guest passes included with this lovely 2 bedroom, 2 bath, with a home office in The Villages. Newer ranch-style home wit ...

    From $192 per night (USD)

    VRBO

    Details
  • Charming 2-Bedroom, 2-Bath Villa in Newell Village
    From $175 per night (USD)

    Expedia

    Charming 2-Bedroom, 2-Bath Villa in Newell Village

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Discover the perfect blend of comfort, convenience, and entertainment in this beautiful 2-bedroom, 2-bath villa, newly b ...

    From $175 per night (USD)

    Expedia

    Details
  • Charming 2-bedroom villa in brilliant The Villages with WiFi, AC
    From $131 per night (USD)

    VRBO

    Charming 2-bedroom villa in brilliant The Villages with WiFi, AC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Charming, Cozy, fully furnished Patio Villa in the Village of Waters Edge. Waters Edge is close to both Eastport and Mid ...

    From $131 per night (USD)

    VRBO

    Details
  • Fechtel's Oasis – Your Gateway to The Villages
    From $178 per night (USD)

    VRBO

    Fechtel's Oasis – Your Gateway to The Villages

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ☀️ Inquire for Monthly Discounts May–October! Guests who book 30+ nights during these months are eligible for exclusive ...

    From $178 per night (USD)

    VRBO

    Details
  • Lakefront + Ping Pong + 10 min to The Villages
    From $382 per night (USD)

    VRBO

    Lakefront + Ping Pong + 10 min to The Villages

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    🌅 Enjoy a peaceful lakefront escape at this spacious 3BR/2BA home on Myrtle Lake in Fruitland Park! Sleeps 10 with a fu ...

    From $382 per night (USD)

    VRBO

    Details
  • Very large 2 bedroom with King Bed!
    From $226 per night (USD)

    VRBO

    Very large 2 bedroom with King Bed!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located just minutes from Southern Oaks, Jubilee, Mickylee, and Championship golf courses, this 2-bedroom home offers ea ...

    From $226 per night (USD)

    VRBO

    Details
  • Blue Oasis by the Lake
    From $115 per night (USD)

    VRBO

    Blue Oasis by the Lake

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Just minutes (under 1 mile!) from Venetian Gardens, Downtown Leesburg, and Lake Griffin State Park, this cozy, beach-the ...

    From $115 per night (USD)

    VRBO

    Details
  • Draper Villa Getaway (Lake Denham)
    From $168 per night (USD)

    VRBO

    Draper Villa Getaway (Lake Denham)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    🌴 Draper Villa Getaway — Modern Comfort & Central Florida Access in The Villages Welcome to Draper Villa Getaway, a st ...

    From $168 per night (USD)

    VRBO

    Details
  • Mickylee Run Golf Course View Home (Newell)
    From $243 per night (USD)

    VRBO

    Mickylee Run Golf Course View Home (Newell)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    🏡 Welcome to Your Dream Home for Lease in The Villages! 🌟 Discover elegance, comfort, and stunning views in this 3-be ...

    From $243 per night (USD)

    VRBO

    Details
  • Beautiful Lake Harris sunsets and wildlife on the property! Enjoy gentle breeze
    From $211 per night (USD)

    VRBO

    Beautiful Lake Harris sunsets and wildlife on the property! Enjoy gentle breeze

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Time to relax and soak in Florida's beauty on Lake Harris in this comfy Lakefront home! Only one minute by boat to the D ...

    From $211 per night (USD)

    VRBO

    Details
  • Family Home w/ Stunning Water Views in Tavares!
    From $251 per night (USD)

    VRBO

    Family Home w/ Stunning Water Views in Tavares!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Dog Friendly w/ Fee | Located on Lake Harris | Close to Hiking & Biking Trails Craving easy access to city fun and lake ...

    From $251 per night (USD)

    VRBO

    Details
  • Beautiful 2-bedroom house in The Villages, FL
    From $150 per night (USD)

    Expedia

    Beautiful 2-bedroom house in The Villages, FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Luxurious & high end throughout! Custom built in 2023 is this expanded Kingfisher Model Designer series home located in ...

    From $150 per night (USD)

    Expedia

    Details
  • Across the Street from Pool, Pickleball, Bocce, Billard's and more
    From $172 per night (USD)

    VRBO

    Across the Street from Pool, Pickleball, Bocce, Billard's and more

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    🌴 Welcome to Phifer’s Paradise – Your Cozy Cottage Getaway in The Villages! 🏡 Located in the heart of The Villages, F ...

    From $172 per night (USD)

    VRBO

    Details
  • Large one-bedroom with king-sized bed in beautiful Fruitland Park
    From $116 per night (USD)

    Expedia

    Large one-bedroom with king-sized bed in beautiful Fruitland Park

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Discover the beauty of Fruitland Park from this brilliant 1-bedroom apartment. The cozy space features a nice king bed w ...

    From $116 per night (USD)

    Expedia

    Details
  • Absolutely stunning 2-bedroom cottage in Fruitland Park.
    From $124 per night (USD)

    VRBO

    Absolutely stunning 2-bedroom cottage in Fruitland Park.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Discover the beauty of Fruitland Park from this 2-bedroom cottage. Nestled in a peaceful setting yet easily accessible o ...

    From $124 per night (USD)

    VRBO

    Details
  • The McLucas Getaway (Lake Denham)
    From $204 per night (USD)

    VRBO

    The McLucas Getaway (Lake Denham)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    🌞 Welcome to The McLucas Getaway at Lake Denham – A Bright & Beautiful Retreat in the Heart of The Villages Lifestyle! ...

    From $204 per night (USD)

    VRBO

    Details
  • The 19th Hole Getaway*Pet Friendly Villa w/Golf Cart, Bikes and Putting Green!
    From $179 per night (USD)

    VRBO

    The 19th Hole Getaway*Pet Friendly Villa w/Golf Cart, Bikes and Putting Green!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the 19th Hole Getaway. This unique golf themed getaway is spacious, well equipped and packed with amenities t ...

    From $179 per night (USD)

    VRBO

    Details
  • 1-bedroom Mother in Law Suite with private entrance and washer and dryer in unit
    From $132 per night (USD)

    Expedia

    1-bedroom Mother in Law Suite with private entrance and washer and dryer in unit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Consider this private entry Mother in Law Suite your home away from home. It features 1 bedroom with a queen bed, 1 bath ...

    From $132 per night (USD)

    Expedia

    Details
  • Fantastic apartment with AC in charming downtown Leesburg
    From $107 per night (USD)

    VRBO

    Fantastic apartment with AC in charming downtown Leesburg

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Your cozy getaway awaits in Leesburg at this lovely apartment. This enchanting space features 1 queen bed in the bedroom ...

    From $107 per night (USD)

    VRBO

    Details
  • Holiday Vacation Rental Home
    From $410 per night (USD)

    Expedia

    Holiday Vacation Rental Home

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Fully-furnished vacation rental, PLUS OPTIONAL SUITE AVAILABLE - CALL RESORT - (352) 787-5151. The main home sleeps 6 co ...

    From $410 per night (USD)

    Expedia

    Details
  • Enchanting 2-bedroom house near Eastport and Sawgrass Grove in The Villages
    From $179 per night (USD)

    VRBO

    Enchanting 2-bedroom house near Eastport and Sawgrass Grove in The Villages

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2-bedroom, 2 bathroom house in The Villages is perfect for your escape. With a king bed and a queen bed, guests ca ...

    From $179 per night (USD)

    VRBO

    Details
  • 3/2 in The Village of Dabney
    From $196 per night (USD)

    Expedia

    3/2 in The Village of Dabney

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Bauhaus Breeze, a sleek 3-bedroom, 2-bath retreat in the Village of Dabney. Featuring bold Bauhaus-inspired d ...

    From $196 per night (USD)

    Expedia

    Details
  • Roudell Retreat at St. Catherine
    From $165 per night (USD)

    VRBO

    Roudell Retreat at St. Catherine

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    🌴 Welcome to Roudell Retreat 📍 Located in The Villages of St. Catherine – where lifestyle, comfort, and fun meet! ...

    From $165 per night (USD)

    VRBO

    Details
  • Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg
    From $104 per night (USD)

    Expedia

    Lakefront Views-Private Porch and Deck- Close to the Villages in Leesburg

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax and unwind at this lakefront home with private porch and deck on the water. Sip your coffee on the screened porch ...

    From $104 per night (USD)

    Expedia

    Details
  • Jeremy’s Pondside Retreat at Newell
    From $272 per night (USD)

    VRBO

    Jeremy’s Pondside Retreat at Newell

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    ✨ Jeremy’s Pondside Retreat at Newell ✨ Welcome to Jeremy’s Pondside Retreat at Newell, a stunning 3-bedroom, 2-bathr ...

    From $272 per night (USD)

    VRBO

    Details
  • The Palm Tree Pad - 3/2 Home
    From $213 per night (USD)

    Expedia

    The Palm Tree Pad - 3/2 Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stay in style at this modern villa in The Villages! With an electric golf cart included, you’re minutes from top courses ...

    From $213 per night (USD)

    Expedia

    Details
  • Lake Views-Screened Porch- close to the Villages charming cottage in Leesburg
    From $108 per night (USD)

    VRBO

    Lake Views-Screened Porch- close to the Villages charming cottage in Leesburg

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax and unwind in this studio cottage with lake views from the screened porch close to shopping and dining yet tucked ...

    From $108 per night (USD)

    VRBO

    Details