
Leesburg Rentals

- Click For Pricing
VRBO
THE CITRUS PALACE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW LOWER RATES!!!! ALL SUMMER MONTH RESE ...
Click For PricingVRBO
- From $141 per night (USD)
Expedia
Barndominium at Dirty Dog Organic Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Come stay in the beautiful Orange Blossom Bardominium located at Dirty Dog Organic farm. Feel your stress melt away as ...
From $141 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Your Perfect Home in The Village of Citrus Grove!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Citrus Grove Cottage: Your Perfect Home in The Village of Citrus Grove! 🌿 Nestled in the heart of the sough ...
From $130 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Elegance in a Dream Home in St. Catherine
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
IMPORTANT !!! JAN-MAR only full month bookings / no partial bookings allowed. Golf cart use optional - $12/day or $300/ ...
From $183 per night (USD)VRBO
- From $12008 per night (USD)
VRBO
2 Bedroom house with lake access to Lake Harris. 1 minute by boat to Dead River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Time to relax and soak in Florida's beauty on Lake Harris- The Golden Anchor is tucked away on the serene shores of the ...
From $12008 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $202 per night (USD)
VRBO
Beautiful New 3/2 with 4-Seat Golf Cart & Fire Table ~ Close to Sawgrass Grove!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Want to relax or enjoy a fun filled vacation? The choice is yours. You can be as active or as relaxed as you want. Start ...
From $202 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Spacious secluded house with ABUNDANT parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in central Florida, this 2,000 sq ft 3/2 sits on 2.5 acres on a very secluded road about 7 miles from downtown L ...
From $194 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Lake Harris Siesta Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This is a beautiful home situated right on Lake Harris in lake county Florida. If you are looking for a little piece of ...
From $183 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Newly Furnished 2 Bedroom, 1 1/2 Bath House With 2 Porches Close To The Villages
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Location, Location, Location. Located just outside The Villages it is close enough to enjoy the Villages and what it ha ...
From $241 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Plantation blvd <br>
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Any and all renters must contact owner prior to booking for HOA details !!!! PRIOR to booking !!! at 920 650 5625. ...
From $130 per night (USD)VRBO
- From $79 per night (USD)
VRBO
May1-Dec.31, 2026 Gated community in Central Florida available at a great rate!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our 2 bedroom and 2 bath home is conveniently located in the Plantation of Leesburg. The home is located within walking ...
From $79 per night (USD)VRBO
- From $108 per night (USD)
VRBO
Stillhouse Hideaway on a Distillery and organic blueberry/blackberry farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is a small apt. that is fully furnished on the top floor of our barn, it approx. 800 sq. feet and roomy, lots of li ...
From $108 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Villages- Lake Griffin, Waterfront Home, 4 Miles To Villages, Harris Chain Lakes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ideally situated on the water with your own private dock, and only 4 miles from The Villages, one of Florida's premier d ...
From $391 per night (USD)Expedia
- From $166 per night (USD)
VRBO
LAKE HARRIS SIESTA HIDEAWAY 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is a beautiful home situated right on Lake Harris in lake county Florida. If you are looking for a little piece of ...
From $166 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Fun and lively home in The Villages! Golf Cart Included.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lively decorated 2 bedroom 2 bathroom house is located in the southern part of the villages where you can enjoy the ...
From $144 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Cabin by the Water Escape - Bring Your Boat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Come take it easy at your private 1 bedroom cabin on the canal to the chain of lakes. Bring your boat & launch right fr ...
From $154 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Private suite 3 BR 1 BA with pool, balcony, boat parking
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Huge 3BR 1 BA suite with kitchenette, pool, balcony, room to park multiple boats. A private entrance leads to a section ...
From $319 per night (USD)Expedia
- From $177 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 $177 per night (USD)VRBO
- From $133 per night (USD)
Expedia
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)Expedia
- From $205 per night (USD)
VRBO
Centrally located home, near Tavares, Eustis, Mount Dora and the Chain of Lake’s
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your home away from home in Leesburg with 2 bedrooms. This terrific house features 1 queen bed and 2 twin beds that push ...
From $205 per night (USD)VRBO
- From $170 per night (USD)
Expedia
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)Expedia
- From $150 per night (USD)
VRBO
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 $150 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Lakefront Magic Wilderness Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Make some forever memories at this unique and family-friendly place! Nestled on an acre of oak and cypress forest, The M ...
From $204 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Modern, spacious 3 bed, 2 bath close to amenities with 4-seater golf cart!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
When you walk inside you will be impressed by the modern and stylish decor in an open floor plan, with plenty of natural ...
From $179 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Perfect Luxury Home 4 Bedrooms, Perfect for Family and Friends Perfect Lake View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
<p>Located in Leesburg, this welcoming vacation home lets you experience it all. Lake Griffin is an easy 7-minute walk a ...
From $242 per night (USD)Expedia
- From $191 per night (USD)
VRBO
SNOWBIRDS NEST IN THE VILLAGES! 3 BR 2 BA WATERVIEW, CLOSE TO SAWGRASS & GOLF!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this charming villa in the Village of Citrus Grove! This superb villa offers 3 bedrooms: 1 king bed, 1 queen ...
From $191 per night (USD)VRBO
- From $204 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 $204 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Charming 2-bedroom 2- bath house in The Villages, FL with Golf Cart
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located in The Villages, FL is this Cozy 2 BR/ 2 Bath Cottage Home. This has an excellent location ½ mile away from the ...
From $115 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Spotless, uncluttered, charming and centrally located in Villages Sawgrass area.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in our centrally located in Citrus Grove/Sawgrass area.Our 2-bedroom 2-bath home is super clean and non ...
From $152 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Adorable 3 Bdrm Cottage 10 Min from Sawgrass Grove, Boosters, Pickle Ball & More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1 week minimum. Escape to a tranquil 3-bedroom house in The Village of Water's Edge. Incredible location walking distanc ...
From $157 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Country living close to The Villages.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet country farm home overlooking 8 acres with large live oaks and a small pond. This 2 bedroom 2 bath 2 car garage ho ...
From $129 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3 bed/2.5 ba designer home on the lake. Huge kitchen island. All rooms have a comfy king bed ! Golf cart inclu ...
From $355 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Guest House with pool, boat parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This luxurious home is located in the subdivision called Sunnyside. Property is surrounded by lakes, rivers amazing park ...
From $173 per night (USD)Expedia
- From $200 per night (USD)
VRBO
3 BR 2 Bath Home Full Kitchen Pool Boat Parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 BR 2 Bath main section of a large property. Kitchen: granite countertops, 2 breakfast bars, stainless-steel appliances ...
From $200 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Beautiful 2BR 2BA home w golf cart in The Villages - St Catherine
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to St. Catherine’s in The Villages, FL! This is a fully furnished new & contemporary 2BR/2BA house to call home ...
From $221 per night (USD)VRBO
- From $167 per night (USD)
VRBO
The Villages New 3Bd\/2B Golf Cart, Screened Lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
This 2 year old like new Designer home has 3 bedrooms with 4 beds and 2 baths. With patio furniture with grill on screen ...
From $167 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Citrus Grove Luxury Gem including BBQ Grill, and a Fire Pit Bliss!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Please note Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 2 - 30 Nestled in the picturesque Citr ...
From $136 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Tavares Tropical Hideaway, Canal Front, Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our house in Tavares, FL! This 2 bedroom, 2 bath canal front home is centrally located on the Harris Chain of ...
From $190 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Beautiful home in newer area of the villages-Citrus Grove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful new home in the villages. All new appliances with all brand new furniture, beds and décor. You have quick acce ...
From $128 per night (USD)Expedia
- From $120 per night (USD)
VRBO
The Villages, Home away from Home with great amenities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Create great memories at this centrally-located vacation home, with an open floor plan and vaulted ceilings. The kitchen ...
From $120 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Walk to Sawgrass:Golf, Pools - Private Fully Fenced Cottage Villa - Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Thinking of moving to The Villages? Off-season pricing is available June through December and provides you with a great ...
From $153 per night (USD)Expedia
- Click For Pricing
VRBO
Lovely 3 Bedroom Home in The Villages
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Three Bedroom 2 Bath Home in St Catherine's. New Home close to Sawgrass Entertainment, Restaurants, heated Pools, and G ...
Click For PricingVRBO
- From $205 per night (USD)
Expedia
Heated Pool, Large outdoor space under a Birdcage 2 King Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern 2-Bedroom Home with Pool in The Villages, FL Welcome to your perfect getaway in The Villages! This beautiful 2-b ...
From $205 per night (USD)Expedia
- Click For Pricing
VRBO
Lake House w/ Pool, Game Room & Fireplace!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Lakeview 3BR/2BA Pool Home w/ Game Room & Fireplace! Perfect for families & groups, this Fruitland Park vacation rental ...
Click For PricingVRBO
- Click For Pricing
Expedia
2 Bedroom 2 bathroom cozy home.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2/2 plus bonus room Home is conveniently located in a mature neighborhood in Leesburg. New additions to the home in ...
Click For PricingExpedia
- From $196 per night (USD)
VRBO
Gorgeous Waterfront View on Golf Course in The Villages.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is your Villages dream home! If you picture yourself looking out at the water and Spanish Moss trees on your oversi ...
From $196 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Lakefront + Ping Pong + 10 min to The Villages
- Bedrooms:
- 2
- 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 fully ...
From $268 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Canal Front Boathouse Escape - Bring Your Boat!\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Come relax at your private boathouse surrounded by water! Bring your boat & experience the adventures of the Harris Cha ...
From $159 per night (USD)VRBO
- From $246 per night (USD)
Expedia
2/2 in The Village of Citrus Grove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 2 bath, in the Village of Citrus Grove is close to restaurants, Brownwood Square, Edna's on the Green and ...
From $246 per night (USD)Expedia
- From $147 per night (USD)
VRBO
3/2 IN THE VILLAGE OF ST. CATHERINE GAS GOLF CART, CLOSE TO SAWGRASS GROVE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Unit Code: 5991 Wonderful 3 bedroom 2 bath designer home in the Village of St. Catherine, you do not want to miss this ...
From $147 per night (USD)VRBO
- From $784 per night (USD)
Expedia
Boat Friendly & Private Pool Near The Villages
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Relax and unwind at this spacious 5-bedroom, 4-bathroom lakefront retreat in Leesburg, FL. Nestled directly on Lake Grif ...
From $784 per night (USD)Expedia
- From $260 per night (USD)
VRBO
3/2 in The Village of Citrus Grove
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3BR, 2BA home, in The Village of Citrus Grove, is perfect for your getaway. Enjoy life as a Villager as you jump in ...
From $260 per night (USD)VRBO