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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.

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!
Entire residential home · 6 guests · 4 beds · 2 bathrooms
Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!Enjoy newly remodeled 3-bed(sleeps 6), 2-bath vacation home located in The Villages! Large screened lanai includes BBQ grill, pizza oven, hammock, and privacy - rare in the Villages! Rental includes access to community amenities - pools, tennis, pickleball, 54 golf courses, walking trails, gyms & more. Use our Yamaha 4 seat gas golf cart to get to it all! Newly furnished home includes 75 & 65" Smart TVs, fully equipped kitchen. Spanish Springs & Sumter Landing Town Squares 10 minutes away
Groovy on Sawgrass Grove w/ fire pit & golf cart ☆
SUPERHOST
Entire residential home · 6 guests · 4 beds · 2 bathrooms
Groovy on Sawgrass Grove w/ fire pit & golf cart ☆Get your groove on at our stylish vacation haven within walking distance to the new soon to come gathering place: Sawgrass Grove! Enjoy all The Villages has to offer while being able to retreat to your own vacation home. Let Groovy on the Grove bring you a lively gathering place with a fun spirit. This vacation home will make you smile, dance to the sound of the vinyl record player, and enjoy a cold beer in front of the fire pit. Come and get a feeling of how groovy your retirement could be…!
Paradise ⌂ w/ pool, golf cart & private backyard ♡
SUPERHOST
Entire residential home · 6 guests · 4 beds · 2 bathrooms
Paradise ⌂ w/ pool, golf cart & private backyard ♡Come and enjoy this relaxing piece of paradise surrounded by lush greenery with your very own private pool/spa! "Serene on the Green" is a beautifully remodeled 3 bedroom, 2 bathroom designer home (1,536 sqft) with a large screened outdoor pool area with lots of privacy. Our location 320 steps from the Santiago Recreation Complex with two golf courses and a short ride to Lake Sumter Landing and Spanish Springs is perfect. A brand-new custom 2021 Yamaha Drive 2 QuieTech golf cart is included!

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Popular amenities for The Villages holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in The Villages

  1. Entire villa
  2. The Villages
Golfer’s Paradise
SUPERHOST
  1. Entire residential home
  2. The Villages
Patio Villa, 5 mins from Sumter, FREE Gas Cart!
SUPERHOST
  1. Entire residential home
  2. The Villages
Spacious, Open; Great Location; FREE GAS CART
SUPERHOST
  1. Entire residential home
  2. The Villages
3/2 Home Central to Spanish Springs & Sumter
  1. Entire residential home
  2. The Villages
The Chef's Retreat
SUPERHOST
  1. Farm stay
  2. Leesburg
The Orange Blossom Cottage experience Old Florida
SUPERHOST
  1. Entire guest house
  2. Summerfield
Farm Guest House
No reviews yet
  1. Entire villa
  2. The Villages
Location Can't Be Beat! Includes Golf Cart !
  1. Entire residential home
  2. Wildwood
St. Catherine Oasis w/private pool in The Villages
SUPERHOST
  1. Entire residential home
  2. Wildwood
Crabby Cottage in The Villages near Brownwood
SUPERHOST
  1. Entire residential home
  2. The Villages
Briar Meadow Villa
SUPERHOST
  1. Entire residential home
  2. Lady Lake
Villa Stola - Discount for Entire House, FREE CART