
Holiday houses in The Villages
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Quick stats about holiday rentals in The Villages

Total holiday rentals
Explore 820 holiday rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 17,200 verified reviews to help you choose

Family-friendly holiday rentals
750 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 340 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
540 properties have a dedicated workspace

Wi-Fi availability
810 of The Villages holiday rentals include Wi-Fi 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!
Top-rated holiday rentals in The Villages
Guests agree: these stays are highly rated for location, cleanliness and more.

3/2 Designer Home W/ Golf Cart
Make this home your Villager get away! This is a designer home fully furnished with everything you will need for your vacation. This home is perfectly located minutes away from Sawgrass where you can enjoy live music every night. 🎶 The home is only an 18 minute drive from Brownwood which is a crowd favorite town-center. Home comes with a 4 seater golf cart perfect for adventuring to the pickleball courts, golf courses, pools & so much more! Come enjoy the sunshine in the beautiful Villages😀

Pool House Near Eastport and Middleton
Relax at this peaceful new home in The Villages. Only minutes to Eastport, Sawgrass and Middleton. Enjoy the beautiful outdoor area and heated pool (heated for additional $20/day) with plenty of space and seating. There are TVs in the living bedrooms and the lanai to watch from the pool or comfortable outdoor seating. There’s a king bed in the master and queens in each of the guest bedrooms. Your stay includes a gas 4-seater Yamaha golf cart and probably a 2nd cart. That one’s not promised.

The Creative Cottage! Premium Amenities!
Welcome to "The Creative Cottage" in the Village of Lake Denham! But don't let the word "cottage" fool you!. Sleep up to 8 family and friends in this 3BR 3BA stunning private home w/built-in Pool and many extra special touches from an owner who was a former event planner with an eye for originality and details that'll make your stay wonderfully luxurious! NOTE: Please pass this listing by if you're looking for a party house! We love our neighbors and only want guests who will be respectful!

Location! Charming, Premium Courtyard Villa
LOCATION!!! This charming private, end of the block, courtyard villa is a very short walk to Sumter Landing. Walk to Caroline Community Pool and Rec Center. Near Mallory Hill Golf Course and Country Club. New to the rental market, this villa is pristine!! High end finishings throughout. Spacious open floor with 3 private bedroooms, 2 bathrooms, Lanai and Private Backyard. **Golf cart use is available for reservations that are 7 days or more. Golf cart use is subject to approval of host.

Luxury Villages Stay • Golf Cart • Near Brownwood
Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

New Luxury Home-Pool-Waterfront View-3 King Suites
Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

Pirates & Parrots - The Villages - Golf Cart &Pool
GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

Fabulous Courtyard Villa close to Sumter Landing
This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Endless Love, Pool, and a Water View! Pool & Cart
Oh my! This 3 BR 2 BA home is your ticket to paradise in The Village of Osceola Hills! This home boasts everything that you could possibly want for your vacation in The Villages! If you want a perfect home away from home, you just succeeded. Great location, great view, endless pool, and a golf cart to cruise down to the squares that have live music nightly, restaurants, pickleball courts, golf restaurants, shopping and nature trails. Water view, endless pool, endless love!!

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!

King Bed, Golf Cart, Small Dogs & Water Filter!
Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

The Palms. Luxurious, giant pool, golf, pond view
This stylish place to stay is perfect for your relaxing get away. Fun, spacious floor plan. Three bedrooms, two bathrooms. Large heated pool with extra big shallow lounging area. Views of the famous Nancy Lopez Golf Course and bird pond. Close to Nancy Lopez restaurant. 3 BBQs. Super large back patio 6 TVs, computer, sound system Guest access is keyless. Golf cart available. Please contact host for details and rental agreement.
Popular amenities for The Villages holiday rentals
Other great holiday rentals in The Villages

Bay Breeze Villa Free Golf Cart Close to Eastport

Private Villa + Golf Car by Lake Sumter Square

Latitude Adjustment

Heated Pool Golf Cart Dog Friendly in The Villages

Three Palms Designer Home 3/2 + Golf Car

Casa Santin Luxury in The Villages w/Private Pool

Melody Lane's Crafting Getaway - Cricut Included

The Villages pool property with a 4-person cart
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 NZD | $321 NZD | $313 NZD | $241 NZD | $199 NZD | $192 NZD | $172 NZD | $167 NZD | $176 NZD | $191 NZD | $219 NZD | $238 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Frequently Asked Questions
What are the best places to stay in The Villages?
Many travelers choose vacation rentals around Spanish Springs, Lake Sumter Landing, or Brownwood, as these areas bring together local dining, entertainment, and scenic spots. Each neighborhood has unique personality and access to golf courses or walking paths.
What are the best things to do in The Villages with kids?
Families often explore community recreation centers, playgrounds, and pools, or attend outdoor music events and markets. Miniature golf and nature preserves are also frequently suggested for a fun family outing.
What are some of the best things to do in The Villages?
Explore the lively town squares—Spanish Springs, Lake Sumter Landing, and Brownwood—for shopping, live music, and local dining. Recreational trails, championship golf courses, and arts centers bring added variety.
How is the weather in The Villages?
The Villages has mild winters around 49–72°F (10–22°C), with warmer, humid summers that reach 92°F (33°C). Rainfall is most frequent in summer, so lightweight layers and rain gear can help you stay comfortable.
What are the best places to visit in The Villages?
Many visitors explore Spanish Springs Town Square, Lake Sumter Landing, and Brownwood Paddock Square for nightly live music, open-air markets, and local shops. Community nature preserves and recreation centers add options for outdoor experiences.
What are some hiking trails in The Villages?
Scenic paths in community nature preserves and walking trails near Lake Sumter Landing are often suggested for gentle strolls. Many neighborhoods have paved and shaded routes suited for a leisurely walk.
What are some family activities we can do in The Villages?
Families can enjoy pools, community recreation centers, weekly outdoor music in the town squares, and local farmers markets. Mini-golf and arts workshops are also popular choices for a shared outing.
What are some of the best day trip ideas from The Villages?
Day trips around The Villages often include nature parks, state forests, or visiting historic downtowns in surrounding towns. Springs, wildlife preserves, and local art districts provide further options for exploring the region.
Are there any pet friendly accommodations available in The Villages?
Various vacation rentals in The Villages welcome pets, particularly in neighborhoods with access to walking trails and green spaces. Nearby parks often provide space for pets to stretch their legs.
What are some local tips for visiting The Villages?
Many guests find it helpful to explore the town squares by golf cart to experience local life. Community clubs frequently welcome newcomers for recreation, and casual attire is comfortable for most outings.
What is The Villages known for?
The Villages is known for its vibrant town squares, active recreation scene—including golf, pickleball, and social clubs—and nightly live music events. Designed as a community hub, it brings together seasonal residents and visitors for local experiences.
What are the best hidden gems to explore in The Villages?
Many enjoy small community gardens, independent art galleries, and backstreet local cafes tucked between the main squares. Less crowded neighborhood pools and walking paths offer a quieter pace.
What are the best foods to try in The Villages?
The Villages has a range of Southern-inspired comfort food, fresh seafood dishes, and classic American favorites. Around town squares, guests often discover local restaurants with regional flavors and specialties.
What should I bring for a trip to The Villages?
Pack lightweight, breathable clothing for warm weather, comfortable walking shoes, a reusable water bottle, and a hat or sun protection. If visiting in summer, an umbrella or rain jacket is useful for frequent showers.
What is the nightlife in The Villages like?
Nightlife in The Villages centers on the lively town squares, where outdoor music performances, line dancing, and gathering spots are common. Visitors often explore casual pubs, wine bars, and evening social events.
What are the most popular events or festivals in The Villages?
Seasonal festivals, such as holiday parades and craft fairs around the town squares, are frequently suggested. Outdoor concerts, classic car shows, and market nights are also popular throughout the year.
Are there family friendly vacation rentals in The Villages?
Family-friendly vacation rentals are available throughout The Villages, especially near recreation centers and walking paths. Many offer access to community pools, playgrounds, and outdoor gathering spaces.
When is the best time to visit The Villages?
Late fall through early spring is often recommended for milder temperatures and comfortable outdoor weather. Summer tends to be hotter and more humid, with frequent rainfall.
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