
Holiday rentals in The Villages
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Top-rated holiday rentals in The Villages
Guests agree: these stays are highly rated for location, cleanliness and more.

2/2 custom pool home with 4 person gas golf cart
Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

The Pac-Man House - Walk to Spanish Springs Square
This Courtyard Villa is just 0.3 miles to the center of Spanish Springs Square. You’ll recognize Spanish Springs Town Square by its unique fabled history from the exteriors of the shops to the fountains on the square. Walk to nightly entertainment. This 2 bedroom, 2 bathroom comes with KING Size bed in the Master Bedroom. QUEEN Tempur-Pedic bed in the guest bedroom. 75-inch TV. A sleeper sofa in the Living Room. 1 rollaway bed TWIN. Complete with linens, washer/dryer, kitchen equipment and wifi.

Uniquely decorated home with private backyard
Relax at this peaceful, centrally-located home. A spacious, impeccably clean home with private backyard minutes from Brownwood Square & Sawgrass where you will find FREE nightly entertainment, restaurants and shops. It is within walking distance of adult only pool, pickleball courts, walking & cycling paths. Close to golf & disc golf courses, pitch & put, cornhole, Recreation centers, family pool & grocery store. Fully equipped kitchen with starter pack. High speed internet. No check out chores.

Pool and Spa Luxury Retreat
Escape to this charming 3BR/2BA home in The Villages, FL! Enjoy a private heated pool & spa, perfect for relaxation. Walk to the nearby recreation center or take a short 1-mile ride to Eastport. This home includes a 4-person golf cart, making it easy to explore all The Villages has to offer. Comfortably furnished with modern amenities, it’s ideal for a peaceful retreat or an active getaway. Book now for the perfect blend of convenience and leisure! Heating of the pool and spa included in rate.

Walk to Sawgrass! Near Eastport | Golfcart | Patio
With a golf cart included, this home is a short walk to Sawgrass, with Eastport Sq. only 7 mins away. Brownwood Paddock & Middleton are both 11 minutes away, putting you close to great dining & shopping! Inside, you’ll find a spacious open layout with comfy furnishings, a fully equipped kitchen, & a relaxing patio with a griddle. The bedrooms are well furnished & include a dedicated work area & ensuite bathroom for comfort A $50 fee applies for the Lifestyle ID & golf cart insurance is $20

Margaritaville-3/2 w/ Pool & Golf Cart Included
Welcome to Margaritaville! This 3 BR, 2 BA house with a POOL and large lanai is awaiting your stay! The BRs are beachy with 1 king and 2 queens. The open kitchen, dining and living area has a 75" tv - great for relaxing, but the real gem is enjoying the lanai with plenty of seating, a grill, firepit, and a beautiful pool with wall so you are completely secluded from people and surrounded by lush plants. Then hop in the golf cart to enjoy music at any of the nearby squares. Pure Luxury!

Newer Villa in The Villages near Brownwood
Kick back and relax in this calm, stylish new villa in the Villages. It is within walking or a 3 minute golf cart ride to Brownwood Town Center where there are dining, shopping and nightly music. It is also near Lake Okahumpka Recreation Center where you can fish or kayak. This area has beautiful nature trails for walking or biking with separate golf cart paths. There is a neighborhood pool and other amenities nearby. It also comes with a complementary golf cart for your convenience.

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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!

Sunsational Getaway in The Heart of The Villages
Picture yourself staying at our Ultra Clean beautiful home. Centrally located steps away from Sawgrass Market place in the Village of St. Catherine. Enjoy the nightly music there or just get a quick bite to eat. Want to stay in and cook? Prepare your own homecooked meal in our beautiful kitchen with state of the art appliances. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or to have a few guests over.

Delia Place | Florida Oasis with Private Lanai
Delia Place is a bright, welcoming retreat designed for relaxed Florida living. Enjoy mornings on the private lanai, explore nearby walking trails and golf courses, or cruise around in the provided golf cart. Inside, you’ll find three comfortable bedrooms, an open living area, and a fully equipped kitchen. Located in a quiet neighborhood near beaches, parks, and dining, it’s ideal for couples, families, or snowbirds looking for a peaceful getaway.

Fenney Waterview Retreat w/Pool in The Villages
If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.
Popular amenities for The Villages holiday rentals
Other great holiday rentals in The Villages

Bay Breeze Villa

Private Villa + Golf Car by Lake Sumter Square

Courtyard Villa in The Villages

The Coconut Courtyard-Private pool & Tiki Hot tub

Bright & Modern Sunshine Villa

Charming Villages Retreat

Newest Hotspot in The Villages Eastport/Middleton”

Delightful 2 bed/2 bath villa!
When is the best time to visit The Villages?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £132 | £126 | £97 | £87 | £82 | £78 | £75 | £79 | £86 | £99 | £107 |
| 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.
Quick stats about holiday rentals in The Villages

Total holiday rentals
Explore 860 holiday rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 16,120 verified reviews to help you choose

Family-friendly holiday rentals
770 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 340 rentals that welcome pets

Holiday rentals with a pool
330 properties feature pools

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wifi availability
860 of The Villages holiday 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!
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
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