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

Maria Cristina
Maria Cristina 
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 May 18, 2024.

1. Bright and cheery suburban home (from USD 125)

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

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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
64 reviews   Superhost Wifi Available
Entire villa 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the air conditioning was great
both bedrooms have queen size beds and tons of pillows nice size closets for all your clothing
this host provides a smart tv in sitting room and both bedrooms
if too hot close them down and the ac keeps the room very comfortable
it was so nice to not have to bring our own tables
Cleanliness:
house was clean and comfortable
the house is clean and comfortable
the house was exactly as described and super clean and welcoming
very clean and the best place if you want to craft
super clean decorations and everything about it were just perfect
Host:
the host is amazing
alex was a great host
this place and the host was amazing
alex was a great host
she was super communicative and available to answer any questions we had during our stay
Location:
great location within the villages
the location is really great as we really like spanish springs town square for dancing
the neighborhood is quiet and friendly
the neighborhood was very quiet and peaceful
great place quiet location and the crafting was very fun
Read more reviews

3. Marilyn’s Romantic Getaway (from USD 60)

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

Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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

Top guest reviews
Amenities & Room:
the fully-stocked kitchen was wonderful
enjoyed seeing turtles from the cozy relaxing porch
Cleanliness:
sparkling clean tons of space
great place — very clean and comfortable
well furnished and immaculately clean
beautifully decorated and very clean
very clean with cute decorations
Location:
we loved the location right on the turtle preserve
wonderful stay great location and a beautifully decorated space
very quiet and relaxing atmosphere
jean's place was perfect for us
Read more reviews

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
Top guest reviews
Amenities & Room:
the kitchen in general was organized
i was unhappy with the fact that the owners car remained in the garage
home furnished with everything you need
the house was very clean and had all the necessities we needed to relax and enjoy our stay
Cleanliness:
we had to search for decent bed linens and most of the glasses were not clean
we spent a month in the villages and we rented this wonderful home! it was very clean, well equipped, comfortable and in a quiet place
Host:
gloria and phillip were wonderful people and were extremely helpful to us
the owner should consider a rental spot for his car while he is collecting rent
using the golf cart was the best way to travel and was a lot of fun once we learned the trails and tunnels
handy to shopping, dining, golf, swimming and other entertainment
Location:
nuts and bolts were loose on the bar stools
this house is located in a wonderful area, minutes from shopping and a short walk to the pool
the neighborhood is pleasant and we really enjoyed ourselves
fine home in quiet neighborhood
the house was very nice and located in an ideal location to get to spanish springs and lake sumter landing squares
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

6. 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
Top guest reviews
Host:
great location and host who is very responsive
Location:
very nice place great location
super host convenient and close to all you locals needs
stayed here for a 8 week project quiet and very comfortable
great person great place definitely recommend will be there again
Read more reviews

7. 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

8. 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

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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