13 Best Vacation Rentals In The Villages, Florida - Updated 2024

Maria Cristina
Contributing Writer
Updated
| 7 min read

If there is a Disneyland for adults, that would be The Villages, Florida. It’s an active retirement community one hour away from Orlando where residents possess ID cards to access all the town’s amenities. Three town squares named Brownwood, Spanish Springs, and Sumter Square feature various shops, restaurants, theaters, and live entertainment every day of the year. Enjoy numerous outdoor activities with pleasant surroundings of wide roads and sidewalks lined with huge oak trees. Over 640 golf holes, 60 swimming pools, several recreation centers, and country clubs are accessible by driving your car or a golf cart. Spend a few days in town and feel rejuvenated! Below is a list of the best vacation rentals in The Villages, Florida, USA that provides a luxurious stay. Book them now!

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on September 27, 2024.

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1. Bright and cheery suburban home (from USD 160)

While it is meant to be a retirement community, that doesn’t mean you can’t get a taste of the freedom and serenity offered at The Villages, Florida. This Vrbo vacation rental offers a luxurious retreat for a large family. You’ll have a comfy and airy living spaces to hang out and relax in, such as the well-lit living room. Right next to it is the full kitchen fitted with modern appliances. The lanai is fully furnished, offering a wonderful lounge space where you can read, nap, or socialize.

Although the property is part of an exclusive community, you’ll need to pay a fee of 250 USD in order to be granted access to the community’s facilities.

Stayed at this property?
Oxford, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 3 Bathrooms

2. The Crafting Getaway (from USD 124)

Located in Alhambra, part of The Villages, this wonderful Airbnb rental property offers a vibrant space not just to live, but also to create. Check out the host’s “Dreambox” - a special corner filled with art supplies and equipment. If you need inspiration and ideas, brainstorm in the enclosed lanai with your favorite snacks and beverages. You can also unwind on the patio while soaking the sun.

To recharge your creative juices, head to town and make some friends at the El Santiago Recreation Center’s sports courts and game room. You can also grab some delicious Florida cuisine at the many restaurants in the area.

Stayed at this property?
The Villages, Florida, United States
67 reviews   Superhost Wifi Available
Entire villa 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

3. Marilyn’s Romantic Getaway (from USD 86)

Marilyn’s Romantic Getaway is a delightful abode with a classical aesthetic that exudes a vibrant aura. Located in The Villages, this house for rent features a romantic setting for a couple visiting Florida. You can set up a romantic mood in the comfy and cozy living room by lighting the fireplace while snuggling together as you watch a movie. At the screened lanai, couples can also enjoy an alfresco meal or a barbecue picnic while watching the local wildlife go about their day.

The kitchen is well-appointed and is suitable for cooking hearty dinners. Laundry can be conveniently done on-site as the home has a dedicated laundry area.

Stayed at this property?
The Villages, Florida, United States
PRIVATE VACATION HOME 2 Guests 1 Bedroom 1 Bathroom

4. Villa with a view

This gorgeous single-floor villa surrounded by a landscaped garden with a courtyard and has an overview of the Turtle Preserve is perfect for long-term stays. It’s located in The Village of Santiago in between Spanish Springs and Sumter Landing. Stylish interiors, floor to ceiling windows make this condo-like villa for rent in The Villages bright and roomy.

The open layout features a cozy living room, dining area, and a fully equipped kitchen. Sliding doors from the living room open to a furnished sunroom with excellent outdoor views and from the dining area open to the furnished patio for al fresco dining. Two spacious bedrooms with huge, thickly cushioned beds, cable TV, ceiling fan, and free Wi-Fi sleeps four guests comfortably. The private bathroom has a tub with a hot shower, a vanity sink, toilet, and free essentials. Comforts like air-conditioning, heating, laundry facilities, and free on-site parking are provided.

Stayed at this property?
The Villages, Florida, United States
43 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

5. Beautiful Summerhill home

This house in Summerhill is near restaurants, public pools, golf courses, the Polo Club, shops, and the two town squares. Guests are required to stay no less than seven nights.

The house has an open kitchen, a living room with a TV, a dining area, and two spacious bedrooms with enough beds and two private bathrooms for four guests. Sliding doors open to a glass-enclosed furnished patio. The property has a two-car garage with a golf cart and is surrounded by a landscaped garden.

Stayed at this property?
The Villages, FL, US
5 reviews  
House 4 Guests 2 Bedrooms 2 Bathrooms

6. Cozy bright house

The property is at Kenilworth Place in Bonnybrook neighborhood near Lake Sumter Landing Market Place. The brightly-lit home has a resort-like ambiance with its mix of modern wood and wicker furniture and tastefully landscaped surroundings. Its open plan is shared by a living room perfect for lounging and watching TV, dining table for four guests, and a furnished kitchen. The two wide bedrooms have thick cushioned beds, cable TV, free internet, air conditioning, ceiling fans, heater, and ensuite bathrooms. There’s a screened-in lanai where guests can enjoy breakfast with outdoor views. Enjoy barbecues in the outdoor patio and free use of the garage with a golf cart.

Stayed at this property?
The Villages, FL, US
13 reviews  
villa 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy :

7. Elegant home in the Village of Tall Trees

This elegant, single-level home is near restaurants, groceries, and pharmacies. It’s a quick golf cart ride to a golf course, the local pool, and Lake Sumter Landing. Enjoy clean white walls, modern furnishings, hardwood flooring, a private garage, and a screened-in lanai with a view of the well-manicured garden. The house may have basic luxuries like air-conditioning, heating, free Wi-Fi, free parking, and laundry facilities but it is so spacious that it can house 10 guests. The three huge bedrooms furnished with a total of five beds and two sofa beds can sleep a huge family comfortably. The two bathrooms are supplied with free essentials and hot water. The master bathroom has a walk-in shower and bathtub while the guest bathroom has a tub with shower. The open plan features a living room with an L-shaped sofa, a dining area, and a fully equipped kitchen with a breakfast counter.

Stayed at this property?
The Villages, Florida, United States
11 reviews  
Entire house 5 Beds 3 Bedrooms 2 Bathrooms

8. Beautiful home in Polo Ridge

This luxurious home in Polo Ridge is located near swimming pools, golf courses, banks, restaurants, and shops. It’s a single-level home with chic modern interiors surrounded by a professionally landscaped garden. The layout is designed such that the living room, sunroom, and dining area are interconnected to each other making it a perfect space for family gatherings. Guests can enjoy breakfast or morning coffee in the enclosed lanai. The three spacious bedrooms contain enough beds to sleep six guests. The two bathrooms have an enclosed tub with shower and free toiletries. There is a huge kitchen and a separate room for laundry facilities. The owners are willing to lend their golf cart to their guests and their Village ID card for a fee to entitle them access to the town’s amenities.

Stayed at this property?
22 reviews  
House 6 Guests 3 Bedrooms 2 Bathrooms

9. Lovely spacious villa

This newly remodeled home offers a comfortable long-term stay for four guests. There are two huge bedrooms each with a queen bed and two bathrooms complete with free toiletries, hot water, and a bathtub. The living room with cozy sofas and cable TV is beside the fully equipped kitchen with a dining area. Sliding doors open to a patio where guests can enjoy al fresco dining and barbeques. The enclosed porch has heating and air-conditioning along with a TV and ceiling fan for relaxing. Enjoy free Wi-Fi, free on-site and street parking, and access to the outdoor pool during your stay. It is located in The Villages with golf cart access to all the amenities in the town like the 648 golf holes to play golf and over 60 swimming pools.

Stayed at this property?
The Villages, Florida, United States
13 reviews  
Entire villa 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

10. Adorable Turtle House

Turtle House is in the Villages’ family section near Spanish Springs and Sumter Landing. This family and kid-friendly single-level abode with a spacious split open plan, features a cozy living room, dining area, and a fully equipped modern kitchen. To sleep six guests, there are three spacious bedrooms containing a king bed, two single beds, an air mattress and cribs, and a couch in the common areas. Two full bathrooms offer free essentials and hot water. The pool area has a screened-in lanai with loungers and a built-in alarm if kids are going in the pool unattended. The main feature is the outdoor saltwater pool with turtle-designed tiles. Enjoy luxuries like air-conditioning, cable TV, heating, Wi-Fi, baby equipment, and free parking. Luggage drop-offs and long-term stays are allowed.

Stayed at this property?
Lady Lake, Florida, United States
75 reviews  
Entire house 4 Beds 3 Bedrooms 2 Bathrooms

11. Neat patio villa in Bonnybrook

10 minutes’ to Lake Sumter Landing near shops, recreation centers, pools and golf courses is a gorgeous villa with a furnished screened-in patio surrounded by a well-kept garden and a white picket fence. Stay for at least three to five nights in this cozy abode that hosts four guests comfortably with its two spacious air-conditioned bedrooms and two full bathrooms with shower tubs. The open layout features a cozy living room with a TV, dining area, and a fully furnished kitchen. Enjoy conveniences like free on-site parking and laundry facilities. For a small fee, the owners provide assistance in processing the guests’ Village ID.

Stayed at this property?
1 review  
House 2 Guests 2 Bedrooms 2 Bathrooms

12. Gorgeous villa near shops and diners

The rental is ideal for long stays. It’s located in Lynnhaven near shops, movie theaters, diners, recreation center, and free live entertainment of Lake Sumter Landing Market Square. It has vaulted ceilings and a single level with an open plan featuring a cozy living room with a flat-screen TV, a fully equipped kitchen with breakfast counter, and a table set for two. There are two bedrooms with ceiling fans, flat-screen TV, ensuite bathrooms, and enough beds to sleep, four guests. Guests enjoy free Wi-Fi, free parking, laundry facilities, free linens, free use of the golf cart parked in the garage, and free access to the golf courses and other town amenities that will require a resident ID.

Stayed at this property?
18 reviews  
House 6 Guests 2 Bedrooms 2 Bathrooms

13. Pet-friendly patio villa

This villa, located near Lake Sumter Landing and Spanish Springs, is perfect for travelers with pets! It has one floor featuring a living room with soft leather couches and TV, dining table set for four, and a fully equipped kitchen with a bar sharing the open layout. There is a screened-in lanai with a tiny dining area and an outdoor patio with a seating area. To sleep four guests comfortably, there are two huge bedrooms with a king and a queen-sized bed provided with a wardrobe, ceiling fans, free Wi-Fi, and cable TV. The two private bathrooms have an enclosed tub with shower. Rental includes the use of laundry facilities, free garage parking, and free use of the golf cart. Do note that the villa is in a 55 year and older neighborhood. Guests and children below the age limit may have issues using the town amenities.

Stayed at this property?
32 reviews  
villa 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 90 days before check-in.

Retire in style in The Villages

Listed above are spacious homes tastefully designed with all the modern conveniences on a single floor. Their location has easy access to facilities to keep you well-entertained and well-exercised. You can drive a golf cart in place of a car to get around. Book your next trip to The Villages, Florida. Who knows, it might be a permanent vacation!

Frequently asked questions about vacation rentals in The Villages


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Tina is a free-spirited writer and traveler. She likes to experience unfamiliar places, cuisines, and scenery. She prefers beaches to mountains though as she is afraid of heights. Visiting museums,...Read more

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