Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

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

Guest favorite

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

Nov 8 – 15

G$27,888 GYD per night
Guest favorite

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.

Jun 13 – 20

G$23,340 GYD per night
Guest favorite

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.

Jul 27 – Aug 3

G$19,021 GYD per night

Popular amenities for The Villages vacation 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

House rentals in The Villages

Guest favorite

Home in The Villages

4.99 out of 5 average rating, 100 reviews

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!

Aug 30 – Sep 6

G$40,933 GYD per night
Superhost

Home in The Villages

4.85 out of 5 average rating, 68 reviews

Inspire Retire - The Newest Side of the VillageS

Aug 5 – 12

G$21,990 GYD per night
Guest favorite

Home in The Villages

4.93 out of 5 average rating, 61 reviews

welcome to our lighthouse

Oct 3 – 10

G$21,681 GYD per night
Guest favorite

Home in The Villages

4.91 out of 5 average rating, 23 reviews

Beautiful Designer Home in The Villages Fl

Jun 25 – Jul 2

G$22,439 GYD per night
Guest favorite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Nov 25 – Dec 2

G$26,633 GYD per night
Guest favorite

Home in The Villages

4.88 out of 5 average rating, 16 reviews

Stunning Villa 2B/2B With Golf Cart

Sep 4 – 11

G$22,729 GYD per night
Guest favorite

Home in The Villages

5.0 out of 5 average rating, 15 reviews

The Villages (walk to pool, Lake Sumter SQ 2 MI)

Jul 18 – 25

G$31,706 GYD per night
Guest favorite

Home in The Villages

4.94 out of 5 average rating, 50 reviews

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

Aug 9 – 16

G$24,465 GYD per night
Guest favorite

Home in The Villages

5.0 out of 5 average rating, 11 reviews

Best of the Villages!

Nov 19 – 26

G$20,230 GYD per night
Guest favorite

Home in The Villages

5.0 out of 5 average rating, 28 reviews

The Pelican House

Nov 2 – 9

G$27,031 GYD per night
Guest favorite

Home in The Villages

4.96 out of 5 average rating, 73 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

Aug 15 – 22

G$26,060 GYD per night
Guest favorite

Home in The Villages

4.95 out of 5 average rating, 37 reviews

Your Home Away from Home in The Villages

Sep 6 – 13

G$24,402 GYD per night

Other great vacation rentals in The Villages

Guest favorite

Villa in The Villages

5.0 out of 5 average rating, 23 reviews

Palm Oasis Retreat - Pet friendly w/golf cart

Aug 21 – 28

G$26,405 GYD per night
Guest favorite

Guesthouse in Lady Lake

5.0 out of 5 average rating, 43 reviews

Cute & Cozy Tiny Guesthouse

May 12 – 19

G$16,492 GYD per night
Guest favorite

Villa in The Villages

4.97 out of 5 average rating, 30 reviews

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

Jun 29 – Jul 6

G$23,193 GYD per night
Guest favorite

Villa in The Villages

4.87 out of 5 average rating, 45 reviews

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

Aug 18 – 25

G$23,818 GYD per night
Guest favorite

Villa in The Villages

4.95 out of 5 average rating, 60 reviews

Melody Lane's Crafting Getaway - Cricut Included

Oct 18 – 25

G$30,402 GYD per night
Guest favorite

Place to stay in The Villages

5.0 out of 5 average rating, 48 reviews

Safari themed private addition with pool/hot tub.

Apr 20 – 27

G$33,974 GYD per night
Guest favorite

Villa in The Villages

4.97 out of 5 average rating, 87 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

Jun 13 – 20

G$30,511 GYD per night
Guest favorite

Home in The Villages

4.84 out of 5 average rating, 19 reviews

Entire Home in The Villages Absolutely Beautiful!!

Aug 20 – 27

G$19,516 GYD per night
Guest favorite

Villa in The Villages

4.96 out of 5 average rating, 23 reviews

PATIO VILLA W/GOLF CART 1M TO SQ-NO XTRA GUEST FEE

Jul 22 – 29

G$24,425 GYD per night
Guest favorite

Villa in The Villages

4.92 out of 5 average rating, 52 reviews

Duval 2Br Patio Villa with Golf Cart

Aug 20 – 27

G$21,800 GYD per night
Guest favorite

Villa in The Villages

4.93 out of 5 average rating, 57 reviews

The Haven

Jun 24 – Jul 1

G$19,718 GYD per night
Superhost

Villa in The Villages

4.78 out of 5 average rating, 9 reviews

Cheerful 2 Bedroom Villa with a GREAT Location!

May 16 – 23

G$23,124 GYD per night

Quick stats about vacation 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

Your guide to The Villages

All About The Villages

Comprising more than a dozen planned retirement communities and neighborhoods and three unique downtown squares, The Villages is designed to cater to every whim of recreation and entertainment, all within a short drive of Florida’s dual coastlines. The Villages’ history goes back to the 1960s, when the area’s land tracts were sold via mail order. Officially named The Villages in 1992, the community has grown in leaps and bounds. It now spans 32 square miles and is one of the fastest-growing metropolitan areas in the state. Featuring bungalows, patio villas, and custom homes, The Villages’ offerings have grown with the development. The area is home to 50 golf courses and boasts more than 2,700 social clubs; its world-famous polo club draws 30,000 spectators each year.


The best time to stay in a vacation rental in The Villages

Typical for central Florida weather, The Villages experiences long, oppressively hot summers and short, cool winters. Due to the humidity, it’s wet pretty much year-round, and cloud cover can come and go quickly depending on the winds. Temperatures average in the high 80s and low 90s Fahrenheit in the summertime, waver between the 70s and 80s during the shoulder seasons, and very seldom drop below 40 degrees in winter. While sunshine is abundant year-round, the best time to visit is late spring or early summer, before things get too sticky. Alternatively, early fall is pleasant.


Top things to do in The Villages

Lake Sumter Landing

One of The Villages’ three main squares, Lake Sumter Landing has the feel of a small waterfront town. Featuring a long, old-fashioned boardwalk that circles the lake; a picturesque lighthouse; and a movie theater, it’s one of The Villages’ entertainment hubs. If you’re visiting over the holidays, don’t miss the golf cart Christmas parade.

Sharon Rose Wiechens Preserve

Located at the southern edge of The Villages, this natural preserve is home to gopher tortoises, alligators, herons, cranes, and other regional wildlife, as well as an impressive variety of native marshland plants. Enjoy the short nature walk, and bring binoculars to check out the fauna from the observation deck.

Lake Griffin State Park

Home to one of the state’s largest live oak trees, this 620-acre park connects Lake Griffin to the Harris Chain of Lakes. It’s the perfect spot to see wildlife like osprey and river otters while canoeing, kayaking, or hiking along the scenic nature trail.

Frequently Asked Questions

  • How is the weather in The Villages?

    The Villages has a warm and humid climate all year round. Temperatures in the summer reach up to 90°F (32°C) while in winter, they drop to around 50°F (10°C). Rainfall is more frequent from June to September, and the driest months are from October to May.

  • What are some of the best things to do in The Villages?

    Popular activities in The Villages include golfing at one of the over forty courses, watching a performance at the Savannah Center, or enjoying a scenic walk around Lake Sumter. Visitors can also explore the numerous shops and restaurants at the town squares.

  • What is the best time of year to visit The Villages?

    The most popular time to visit The Villages is from November to April, when the weather is cooler. Events like the Spanish Springs Art & Craft Festival in February, and the Lake Sumter Art & Craft Show in March, draw many visitors.

  • What are the best places to stay in The Villages?

    Popular areas to stay in The Villages include Lake Sumter Landing, Spanish Springs, and Brownwood Paddock Square. These areas have a variety of accommodations, dining options, and are close to leisure facilities.

  • What are the best places to visit in The Villages?

    Popular places to visit in The Villages include the Morse Museum of American Art, Eisenhower Regional Recreation Center, and the Lifelong Learning College. Visitors also enjoy the town squares, which host nightly entertainment.

  • What are some hiking trails in The Villages?

    While The Villages isn't renowned for hiking, there are several walking paths and trails in the area. Some of these include the paths around Lake Sumter, as well as the Fenney Nature Trail, which is home to various wildlife.

  • What are some family activities to do in The Villages?

    Families can explore the Eisenhower Regional Recreation Center, enjoy a picnic at Paradise Park, or play a round of golf at one of the many golf courses. The Villages also has numerous parks and nature preserves for family outings.

  • What are some of the best day trip ideas in The Villages?

    Popular day trips from The Villages include visiting the city of Orlando, exploring the Ocala National Forest, or taking a drive to the Gulf Coast. All these destinations are within a two-hour drive.

  • Are there The Villages house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 250 house rentals with pools in The Villages, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in villa rentals in The Villages?

    Experience the best of The Villages with our villa rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Destinations to explore

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