The Villages Vacation Rentals With Pool

Top-Rated Vacation Rentals in The Villages, FL

Book a vacation rental in The Villages that has the highest visitor rating. Here are 6 of the best vacation rentals in The Villages.
Sunny Courtyard Villa w/ Patio: Golf & Dine!
10

Excellent

·
The Villages
·
2 br
·
Sleeps 6
·
In Unit Laundry · Air Conditioning · Oven ·
From
$99/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
In Unit Laundry
Air Conditioning
Oven
Garage Parking
Pool
Ceiling Fan
Dishwasher
Fitness Center
Other spaces
Balcony, Workspace, Kitchen
ESCAPE! to The Villages...Villa with Golf Car!
10

Excellent

·
The Villages
·
3 br
·
Sleeps 6
·
Furnished · Fitness Center · In Unit Laundry ·
From
$175/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Furnished
Fitness Center
In Unit Laundry
Swimming Pool
Wifi
Dishwasher
Wheelchair Accessible
Garage Parking
Other spaces
Kitchen
Lavish Private Home - Remodeled, King Bed Suites
10

Excellent

·
The Villages
·
3 br
·
Sleeps 6
·
Oven · Wifi · Swimming Pool ·
From
$210/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
Wifi
Swimming Pool
Carpet
Pool
In Unit Laundry
Garage Parking
Air Conditioning
Other spaces
Kitchen, Workspace
Sunny Florida Abode - Pool Access, Golfing & More!
10

Excellent

·
The Villages
·
2 br
·
Sleeps 4
·
Swimming Pool · On Site Laundry · Fitness Center ·
From
$95/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Swimming Pool
On Site Laundry
Fitness Center
Oven
Wifi
Ceiling Fan
In Unit Laundry
Garage Parking
Other spaces
Kitchen
Beautiful 3/2 Home with gas Golf Cart & WiFi Located in Tamarind Grove
10

Excellent

·
The Villages
·
3 br
·
Sleeps 6
·
Fitness Center · Furnished · Dishwasher ·
From
$106/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Furnished
Dishwasher
Oven
Swimming Pool
In Unit Laundry
Pool
Garage Parking
Other spaces
Workspace, Kitchen
Discover Your 2 Bedroom 2 Bath Vacation Villa With Electric Golf Cart And Wi-Fi
10

Excellent

·
The Villages
·
2 br
·
Sleeps 4
·
Furnished · Residents Lounge · Pool ·
From
$150/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Residents Lounge
Pool
Oven
Wifi
Walk In Closets
Fitness Center
Garage Parking
Other spaces
Kitchen, Workspace

Our Recommended Vacation Rentals in The Villages, FL

We analyzed vacation rentals in The Villages from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in The Villages to help you find a deal for your next trip.
The Villages Home ~ 1 Mi to Golf Courses!

No rating

·
The Villages
·
2 br
·
Sleeps 6
·
Kitchen · Garage Parking · Dishwasher ·
From
$91/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Garage Parking
Dishwasher
Swimming Pool
Oven
Pool
In Unit Laundry
Furnished
On Site Laundry
Other spaces
Kitchen
Beautifully Decorated Courtyard Villa!

No rating

·
The Villages
·
3 br
·
Sleeps 6
·
Wifi · In Unit Laundry · Fitness Center ·
From
$117/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Wifi
In Unit Laundry
Fitness Center
Onsite Management
Dishwasher
Oven
Swimming Pool
Air Conditioning
Other spaces
Kitchen
Courtyard Villa Near Havana Cc

No rating

·
The Villages
·
2 br
·
Sleeps 4
·
Kitchen · Dishwasher · Swimming Pool ·
From
$155/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Dishwasher
Swimming Pool
Wifi
Air Conditioning
Oven
Fitness Center
Furnished
Pool
Other spaces
Kitchen, Workspace
Walking Distance To Sumter Square!

No rating

·
The Villages
·
3 br
·
Sleeps 6
·
In Unit Laundry · Dishwasher · Swimming Pool ·
From
$164/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
In Unit Laundry
Dishwasher
Swimming Pool
Onsite Management
Oven
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen, Workspace

Budget-Friendly Vacation Rentals in The Villages, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in The Villages starting at $57. Use the price filter at the top of the page to search for more specific prices.
Vacation in Paradise, Fully furnished home
10

Excellent

·
The Villages
·
3 br
·
Sleeps 4
·
Fitness Center · Oven · Outdoor Space ·
From
$57/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Oven
Furnished
Garage Parking
Dishwasher
Storage
In Unit Laundry
Wifi
Other spaces
Kitchen
Marilyn’s Romantic Getaway
10

Excellent

·
The Villages
·
1 br
·
Sleeps 2
·
Fitness Center · Air Conditioning · Swimming Pool ·
From
$60/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Fitness Center
Air Conditioning
Swimming Pool
Fireplace
Garage Parking
Pool
Dishwasher
In Unit Laundry
Other spaces
Kitchen
3 BR home in The Villages free activity (May -Oct)
10

Excellent

·
The Villages
·
3 br
·
Sleeps 6
·
Furnished · Outdoor Space · Kitchen ·
From
$60/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Furnished
Swimming Pool
Wifi
Oven
Pool
Other spaces
Kitchen
Sunny Home in The Villages w/ Pool Access!
8.3

Very good

·
The Villages
·
2 br
·
Sleeps 4
·
Free Parking · Pool · Swimming Pool ·
From
$62/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Free Parking
Pool
Swimming Pool
Tv
Dishwasher
Toiletries
Garage Parking
Fitness Center
Other spaces
Kitchen, Garden
Age restricted
Quiet, Farm View, Extremely Clean and Comfortable Ranch home with Gas Golf Cart
10

Excellent

·
The Villages
·
2 br
·
Sleeps 4
·
Residents Lounge · In Unit Laundry · Garage Parking ·
From
$63/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Residents Lounge
In Unit Laundry
Garage Parking
Oven
Pool
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen, Workspace
Beautifully updated and close to everything!
10

Excellent

·
The Villages
·
2 br
·
Sleeps 4
·
Pool · Dishwasher · Swimming Pool ·
From
$63/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Pool
Dishwasher
Swimming Pool
Walk In Closets
Ceiling Fan
In Unit Laundry
Air Conditioning
Garage Parking
Other spaces
Kitchen

Family-Friendly Vacation Rentals in The Villages, FL

Heading to The Villages for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
Our Happy Place 1-BR near Town Squares & Shopping

No rating

·
The Villages
·
1 br
·
Sleeps 3
·
Swimming Pool · Pool · Walk In Closets ·
From
$193/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Swimming Pool
Pool
Walk In Closets
Dishwasher
In Unit Laundry
Garage Parking
Furnished
Wifi
Other spaces
Kitchen, Workspace
This house is a 3 bedroom(s), 2 bathrooms, located in The Villages, FL.

No rating

·
The Villages
·
Studio
·
Sleeps 5
·
Kitchen · Garage Parking · In Unit Laundry ·
From
$184/night
Check availability
Property
House · Studio · 2 baths
Amenities
Garage Parking
In Unit Laundry
Pool
Swimming Pool
Dishwasher
Air Conditioning
Oven
Furnished
Other spaces
Kitchen, Workspace
This house is a 2 bedroom(s), 2 bathrooms, located in The Villages , FL.

No rating

·
The Villages
·
Studio
·
Sleeps 4
·
Swimming Pool · Wifi · Oven ·
From
$189/night
Check availability
Property
House · Studio · 2 baths
Amenities
Swimming Pool
Wifi
Oven
Furnished
Dishwasher
Air Conditioning
In Unit Laundry
Pool
Other spaces
Kitchen
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Updated: November 30, 2023