Vacation rentals in The Villages

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Top-rated vacation rentals in The Villages

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

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Top guest favourite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 326 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.

Top guest favourite
The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.
Home in The Villages
4.95 out of 5 average rating, 153 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

Top guest favourite
The exterior of the home showcases a welcoming facade with a screened porch and lighted entry. A driveway leads to the front, bordered by lush greenery and decorative stones. The sky is painted in warm hues during sunset, enhancing the inviting atmosphere.
Villa in The Villages
5 out of 5 average rating, 17 reviews

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Top guest favourite
A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.
Home in The Villages
4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

Top guest favourite
A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.
Home in The Villages
4.98 out of 5 average rating, 121 reviews

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

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

Top guest favourite
The entrance area of the villa is adorned with colorful flowering plants and palm trees. Two light blue Adirondack chairs sit invitingly on a paved surface, under a bright blue sky scattered with fluffy white clouds. The home's entrance features a covered porch with a wreath on the door.
Home in The Villages
4.92 out of 5 average rating, 50 reviews

Shangri-La Villa - Beautiful, Private & Central

Relax and unwind at this peaceful oasis during the day, then let loose and dance the night away at one of The Villages three squares with quality entertainment and dining 365 days a year. Private and centrally located, this immaculate and beautifully decorated 2 Bedroom Villa is in the perfect spot and close to everything. Use the fully equipped kitchen to prepare your meals or drive the complimentary golf cart to one of the many top restaurants or Country Clubs throughout The Villages.

Top guest favourite
A single-story home features a simple façade with a covered entryway and a spacious driveway. Lush green grass borders the driveway, complemented by small landscaping elements. The neighborhood displays well-maintained properties on either side, under a clear blue sky.
Home in The Villages
4.97 out of 5 average rating, 60 reviews

The Sunshine Retreat with Golf Car

Come and enjoy this beautiful 2 Bed/2 Bath Patio Villa Home. We have made it very relaxing and welcoming for your stay. You will enjoy just a 3 minute golf car ride to Sawgrass, 15 minute golf car ride to new Eastport and a 20 min ride to Brownwood. It’s only a 5 minute walk to the pool and Aviary rec center is about a 5 minute golf car ride away. Golf Car included with home. Renter assumes all liability and will be responsible for any damage or injury caused by the use of the golf car.

Top guest favourite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 98 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

Guest favourite
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages
4.84 out of 5 average rating, 106 reviews

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Top guest favourite
The exterior of a single-story home is showcased, featuring a well-maintained lawn and a gravel pathway. A seating area with chairs is positioned on the front porch. The garage is visible on the right, and colorful clouds are present in the evening sky.
Home in The Villages
5 out of 5 average rating, 12 reviews

Incredi-Bill Jo's

Get ready for an incredible stay at our Incredi-Bill Jo's stylish and cozy pool home. You'll be steps away from world class shopping, dining, entertainment, sports, recreation and GOLF. This three bedroom home is close to all of the amenities that make The Villages the number one destination for active adults year after year. And to make your stay even more incredible, you'll have the convenience and use of a beautiful golf cart! Come and see what all the fuss is about!

Top guest favourite
A heated pool is featured with a smooth, curvaceous shape and clear water reflecting surrounding shadows. Access is provided by steps leading into the water. The pool area is enclosed by a screen, allowing views of the lush green yard and nearby homes.
Home in The Villages
5 out of 5 average rating, 41 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

POOL HOME! Excellent location between Lake Sumter and Spanish Springs squares, just around the corner from Tierra Del Sol Country Club. You will enjoy 3 Bdrms/2 full Baths and 2 golf carts. Large Master Bedroom with ensuite bath, a King Guest Bedroom and a Queen Guest Bedroom. All bedrooms are provided with premium bedding and SmartTV's. Six guests can enjoy plenty of seating inside and a 70" SmartTV. The kitchen is fully stocked and your choice of Keurig or drip coffee.

Top guest favourite
A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.
Home in The Villages
4.99 out of 5 average rating, 116 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

Popular amenities for The Villages vacation rentals

When is the best time to visit The Villages?

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Avg. price$226 CAD$247 CAD$235 CAD$182 CAD$162 CAD$154 CAD$145 CAD$141 CAD$148 CAD$155 CAD$175 CAD$183 CAD
Avg. temp16 °C18 °C20 °C22 °C25 °C27 °C28 °C28 °C27 °C24 °C20 °C17 °C

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 260 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 cabin rentals in The Villages?

    Experience the best of The Villages with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Villa Rentals in The Villages?

    Enhance your stay in our Villa Rentals with the most popular amenities: over 20 homes with self check-in, over 30 homes with a bbq area, over 80 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do villa rentals in The Villages have a bbq area?

    Absolutely! We offer over 30 villa rentals with a bbq area in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in The Villages have self check-in?

    Absolutely! We offer over 140 house rentals with self check-in in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in The Villages have wifi?

    Absolutely! We offer over 80 villa rentals with wifi in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in The Villages have a gym?

    Absolutely! We offer over 10 villa rentals with a gym in The Villages. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in The Villages?

    Yes! Work meets play with ease at over 470 vacation rentals in The Villages featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in The Villages?

    The Villages has more than 630 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in The Villages?

    Four-legged friends are welcome in The Villages. Choose from more than 460 vacation rentals for guests traveling with pets.

Quick stats about vacation rentals in The Villages

  • Total vacation rentals

    Explore 970 vacation rentals in The Villages

  • Verified guest reviews

    Over 15,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    720 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 460 rentals that welcome pets

  • Vacation rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wifi availability

    800 of The Villages vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Pet friendly, and Laptop-friendly workspace across The Villages rentals

  • 4.9 Average rating

    The Villages stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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