Holiday rentals in The Villages

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Top-rated holiday rentals in The Villages

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Flat in Lady Lake

5 out of 5 average rating, 11 reviews

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Escape to your unique and private 2nd story apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

Top guest favourite

Cabin in Astor

5 out of 5 average rating, 7 reviews

Charming Cabin/Cottage getaway

This is a very Charming remodeled exceptionally clean Cabin in the Heart of Astor and Across the street from the river, 100 yards to the public boat ramp. Across the street from the local bait store and one block to the nearest riverfront sports bar/restaurant. Great water activities and some of the best fishing in Florida. The absolute best place to bass and Speck (crappie fish) in Florida. The charming cabin has screened porches front/rear. An Exceptionally clean cottage, fully furnished.

Guest favourite

Home in Ocklawaha

5 out of 5 average rating, 6 reviews

As good as it gets! Lakefront - with a pool!

This 2/1 house sits directly on a large private beach with a massive enclosed pool area including an outdoor kitchen, smart TV and lots of space to relax. This is our family vacation home, so everything is there to ensure an amazing stay. A new two story dock offers spots to moor a boat or jet skis, and lots of sun and fun space: paddle boards, fire pit, picnic table, etc. A separate cottage is just behind it. Find it listed under my profile. Rent both together for a big family gathering!

Top guest favourite

Home in Dunnellon

4.96 out of 5 average rating, 262 reviews

BlueRun on upper Rainbow River best River location

Location, location. Six houses from headwaters of springs. Private suite on the first floor of a new 3story home directly on river. Take a swim, in the crystal clear year round 72deg water. River & dock are right outside your door. Launch your kayak or ours. Visit Rainbow Springs St Pk a quick row up river. Enjoy a float or snorkel trip. Snorkel gear provided. Mini kitchen with refigerator, microwave, toaster, sink, and Keurig coffee pot. Large bar area for dining or work area.

Superhost

Villa in The Villages

4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

Perfect central location between Lake Sumter Landing and Brownwood Paddock! 4 seat electric golf cart provided to enjoy exploring all that The Villages has to offer. Totally remodeled, new appliances, new flooring, new furnishings, large screen TV's in every room. Luxurious king bed in master and queen bed in guest bedroom. Fully equipped kitchen with everything you would need to prepare a delicious meal. Decorated with comfort in mind including 4 power recliners & extra comfy bedding.

Guest favourite

Cottage in Umatilla

4.95 out of 5 average rating, 128 reviews

The perfect Cottage for your Family Private Stay!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway from the City! ❤️ Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Rocking Horse, Black Horse, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

Guest favourite

Home in The Villages

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

Neighborhood Pool, WIFI, Free Parking, Backyard View Excellent location, 2 bed 2 bath open floor plan home that borders a nature preserve looking out the lanai in the Village of Palo Alto. Walking distance to Spanish Springs and close to Lake Sumter Landing. Enjoy area amenities including pools, golf courses, tennis, pickle ball, shuffleboard and live entertainment every night of the week in three different locations. I do not live there. Prices include golf cart!

Guest favourite

Home in Ocala

5 out of 5 average rating, 18 reviews

Family Vacation house with Pool

Welcome to our stunning Airbnb property, the ultimate family oasis! This spacious and inviting home features 4 bedrooms, 2 bathrooms, and a private pool for endless hours of fun in the sun. Enjoy the BBQ, Located just 30 minutes away from WEC, this is the perfect getaway for family and friends to create unforgettable memories together. Don't miss out on this perfect blend of comfort, convenience, and entertainment - book your stay with us today!

Guest favourite

Home in Mount Dora

5 out of 5 average rating, 7 reviews

Doras Dream, 4 Bedrooms, Sleeps 12, Downtown

Welcome to Doras Dream, a spacious retreat located in the heart of Downtown. This spacious home, located just minutes from the heart of charming downtown Mount Dora, is the perfect getaway for families. Comfortably accommodating up to 12 guests, the house is uniquely designed to offer shared or private living arrangements, thanks to a privacy door that separates the front and back of the home.

Guest favourite

Home in The Villages

4.95 out of 5 average rating, 84 reviews

Custom luxury Ranch in Sunset Point

Beautiful luxury rental in The Villages. Close to Lake Sumter Landing. All Marble, Granite, Flat screen TV's in Every Room, Bathrooms with amenities like rain forest showers, steam room, Bidet toilet in master, and Jacuzzi tub. Built in Sound system, upgraded Kitchen and Lanai with TV and AC. No Smoking, parties, or Pets. Primary renter Has to be 35 yo or older.

Guest favourite

Home in The Villages

4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

Best location in The Villages. Abutting Bonifay Country Club; close to shopping, Sarasota golf practice facility, multiple pools, pickleball courts, and other recreational amenities. Equal distance to Brownwood and Sumter landing. Golf Cart included in rental. Modern, clean, and bright. Check out reviews on Vrbo. Property listing number 2007250. New to airbnb

Top guest favourite

Home

4.94 out of 5 average rating, 87 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

Nestled in Winifred Village, this beautifully adorned home is a gem in The Villages. A quick golf cart ride to Lake Sumter Landing and the Polo Field, and backing onto the Arnold Palmer Golf and Country Club, it's a golfer's paradise. Plus, a pool is just a short walk or a minute's cart ride away!