Waterfront holiday rentals in The Villages

Waterfront, Heated Pool, Golf Cart, & 2 King Beds

GET IT ALL - Pool, Golf Cart & Waterfront Located in the Village of Palo Alto, this vacation home is nestled on a quiet street and backs up to a lake. Newly renovated, it has 3 bedrooms and 2 baths, and updated furnishings. It features a sparkling private pool and spacious lanai area. It's centrally located between the town squares of Spanish Springs and Lake Sumter Landing. Your rejuvenating vacation awaits. Book it today! No cats. Dogs under 40 lbs allowed with pet fee. Gas grill available.

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

Poolside Paradise-w/ Pool & Golf Cart The Villages

Welcome to Poolside Paradise! Your dream getaway in a fantastic location within The Villages, FL. Nestled in The Village of Chitty Chatty, this stunning 4-bed, 3-bath retreat is your ticket to ultimate relaxation and fun. Explore the vibrant surroundings with ease, thanks to the complimentary 4-seater golf cart provided for your convenience. There are four (4) bikes available for guest use as well. You will have easy access to multiple recreation centers, town squares, & entertainment venues.

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Villages-Waterfrnt, 3 king bds/2.5Ba+golf crt

Welcome to Citrus Grove Village ! We have a 2212 sq ft spacious designer home with all new furnishings. We offer 3 comfy king mattresses with memory foam tops for the perfect night's sleep. There are also 2 ottomans that transform into two separate twin beds. For a total of 5 beds. The all-new stainless steel kitchen is perfect with a massive 12x5 island! Relax and watch TV in the comfy linai and enjoy the sunset on the water Golf cart use included as well as the Villages guest pass.

BrandX Premium - 1921 McMurtrie

Escape to this Waterfront Home in The Villages – Golf Cart & Bikes Included! Indulge in comfort and breathtaking views at this stunning getaway! ✔ 3 Bedrooms, 2 Bathrooms, 1 Sofa Sleeper ✔ Master Suite & Guest Rooms ✔ Office Space for Remote Work ✔ Open Living Area & Great Room ✔ Fully Equipped Kitchen & Full Laundry ✔ Waterfront Lanai w/ Unmatched Views ✔ Outdoor Patio with Dining Space ✔ Golf Cart & Bicycles Included ✔ Close to Golf Courses & Town Squares Book your luxury escape today!

Beautiful House On the River, Kayaks, Large Dock!

Come relax by the river in this 3-bedroom, 2-bathroom vacation rental in Lady Lake, Florida. Recently built by our family in 2022, the home has a screened in back porch, a fire pit, WIFI, and is complete with a large private dock right on the Ocklawaha River. All that and it's located only 10 minutes from The Villages where you can shop and have fun. Centrally located 1-1/2 hours from Disney, Daytona beach, and Tampa. Lockbox key access is available for check-ins at any time of day.

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

The Lake Harris Bungalow

The newly finished Lake Harris Bungalow offers fun, sun & relaxation! Sitting directly on Lake Harris this in-law suite offers amazing views from its 2 beds (queen & twin XL), full bathroom, kitchen w/ full size appliances, WiFi/TV, covered parking (with power for boat/EV charging) and furnished screened in back porch overlooking the lake (with bbq grill). We also offer discounted pontoon boat rental prices for guests. We promise a relaxing & peaceful stay. You're going to love it here!

Waterfront Cottage on The Harris Chain in Leesburg

Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

Luxury Pool Home with a View in The Villages, FL

Enjoy your own private sports pool, spa, and climate-controlled lanai as well as all of the amenities that The Villages has to offer. Free executive golf courses, water volleyball, and water aerobics for stays of 30+ days. Pickleball, tennis, billiards, shuffleboard, bocce ball, outdoor exercise equipment and nightly entertainment for all guests. Get to Brownwood town square in approximately 10 minutes. This home is located on a pond with a natural preserve beyond the pond.

The Faith Estate - A Lakefront Storybook House

Welcome to The Faith Estate, a historic 5-bedroom, 3.5-bathroom lake house in Leesburg, FL, near The Villages, Eustis, and Mount Dora. Perfect for reunions, retreats, or a relaxing getaway. Ideal for boaters, with space for multiple boats and trailers—great for Harris Chain of Lakes events. The estate also allows approved events. Submit details via Airbnb for approval before check-in. Unapproved events are not permitted. Event setups must respect property guidelines.