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.

Guest favourite

Villa in The Villages

4.98 out of 5 average rating, 54 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

8–15 Nov

$179 SGD per night
Guest favourite

Villa in The Villages

4.87 out of 5 average rating, 70 reviews

Patio Villa Near BrownWood

Enjoy your beautiful Colony Patio Villa in PINELLAS. Near Brownwood Town Square, Eisenhower regional rec center, & Bonifay and Evan’s Prairie CCs. WALKING DISTANCE to Big Cypress, 3 executive courses, and PINELLAS PLAZA (with Winn Dixie, restaurants & more) January to March bookings must be for a full calendar month (beginning and ending on the 1st and last, respectively) The Villages is an Active 55+ Community. Young visitors are allowed for limited periods with plenty of family activities.

13–20 Jun

$150 SGD per night
Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 266 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

27 Jul – 3 Aug

$122 SGD per night

Popular amenities for The Villages holiday rentals

Stay near The Villages's top sights

Lake Sumter Landing70 locals recommend
Spanish Springs Town Square75 locals recommend
Brownwood Paddock Square53 locals recommend
Walmart Supercenter7 locals recommend
Denny's3 locals recommend
Sharon L. Morse Performing Arts Center16 locals recommend

Other great holiday rentals in The Villages

Guest favourite

Home in The Villages

4.91 out of 5 average rating, 23 reviews

Beautiful Designer Home in The Villages Fl

25 Jun – 2 Jul

$144 SGD per night
Guest favourite

Guest house in Lady Lake

5.0 out of 5 average rating, 43 reviews

Cute & Cozy Tiny Guesthouse

12–19 May

$106 SGD per night
Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 49 reviews

2/2 Home in Citrus Grove W/Golf Cart

23–30 Jul

$157 SGD per night
Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

25 Nov – 2 Dec

$171 SGD per night
Guest favourite

Home in The Villages

5.0 out of 5 average rating, 70 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

19–26 Oct

$210 SGD per night
Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 30 reviews

3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!

29 Jun – 6 Jul

$149 SGD per night
Superhost

Home in The Villages

4.85 out of 5 average rating, 68 reviews

Inspire Retire - The Newest Side of the VillageS

5–12 Aug

$142 SGD per night
Guest favourite

Home in The Villages

5.0 out of 5 average rating, 11 reviews

Best of the Villages!

19–26 Nov

$130 SGD per night
Guest favourite

Villa in The Villages

4.87 out of 5 average rating, 45 reviews

Villa with a view (golf & water) *newly remodeled

18–25 Aug

$153 SGD per night
Guest favourite

Home in The Villages

4.93 out of 5 average rating, 61 reviews

welcome to our lighthouse

3–10 Oct

$139 SGD per night
Guest favourite

Home in The Villages

4.94 out of 5 average rating, 50 reviews

3 BR 2 BA Coastal-vibe Golf Cart, Pool, Pickleball

9–16 Aug

$157 SGD per night
Guest favourite

Home in The Villages

4.84 out of 5 average rating, 19 reviews

Entire Home in The Villages Absolutely Beautiful!!

5–12 Aug

$126 SGD per night

Quick stats about holiday rentals in The Villages

Total rentals

740 properties

Rentals with dedicated workspaces

380 properties have a dedicated workspace

Rentals with a pool

330 properties have a pool

Pet-friendly rentals

250 properties allow pets

Family-friendly rentals

650 properties are a good fit for families

Total number of reviews

12K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Marion County
  5. The Villages