Trip The Film - Vacation Rentals in The Villages

Walk to Lake Sumter Landing! Golf cart included! From US $318
         

10.0 (88 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Village Of Country Club Hills COUPLES ONLY From US $65
         

9.1 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Villages Abode w/Community Pools, Golf & More From US $375
         

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10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
VILLA 2 MASTER SUITES & 2 GOLF CARTS From US $138
         

10.0 (77 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
GOLF CART MINUTES TO LAKE SUMTER 3 FULL BEDROOMS From US $176
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful 2 BR wGas Golf Cart in Duval. All 10 star reviews! From US $147
         

Luxury Places to Stay in The Villages

Over 1333+ Luxury Places to Stay in or Near The Villages
Paradise on the Preserve w/hot tub and golf cart From US $554
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Villages2530-GORGEOUS FLORIDA RENTAL ! From US $474
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in The Villages

Over 932+ Top-Rated Vacation Rentals with a Pool in or Near The Villages
Entire 3 Bedroom Home in The Villages - Sleeps 10 From US $165
         

10.0 (128 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Our Village Gem-Dog Friendly-Cozy & Peaceful-Walk to Sumter Square From US $170
         

Hot Tub House - Entire 3 Bedroom House in The Villages From US $213
         

Pet-Friendly Vacation Rentals in The Villages

Over 482+ Pet-Friendly Vacation Rentals in or Near The Villages
The Villages Courtyard Villa, Golf Cart, Private Yard, Prime Location From US $216
         

Luxury Living in Charlotte Village! Dog Friendly Home From US $226
         

9.2 (19 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Resort Access: Pet-Friendly Home in The Villages! From US $165
         

9.2 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in The Villages

Over 263+ Large Vacation Homes & Villas in or Near The Villages
Olanta - Patio Villa Near Lake SumterVillagepeople From US $165
         

Courtyard Villa w/Lanai & Community Amenities! From US $105
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
2 BED/2BATH PLUS DEN COURTYARD VILLA From US $207
         

10.0 (72 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in The Villages

Over 21+ Wheelchair Accessible Vacation Homes in or Near The Villages
Lovely Lady Lake Home w/Resort Amenities & Lanai! From US $163
         

Florida Escape with Lanai about 1 Mi to Golf Course From US $266
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • Wheelchair Accessible
Brownwood Hotel & Spa From US $179
         

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9.8 (1071 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
3 Bedroom Designer Home Glenbrook The Villages From US $134
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beautiful Three Bedroom Ranch Home On A Large Corner Lot with WIFI From US $71
         

5.0 (6 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible

The Villages Varoom and Airbnb Places to Stay Under $200

Over 853+ The Villages Varoom and Airbnb Places to Stay Under $200
Peaceful Lady Lake Home with Screened-In Porch! From US $167
         

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10.0 (6 Reviews)
House
  • Parking
  • Accessibility
  • Transportation/Shuttle
Lanai & Golf Cart: The Villages Vacation Rental! From US $122
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in The Villages

Over 731+ Instantly Bookable Vacation Homes in or Near The Villages

About The Villages Vacation Rentals

With more than 1342 The Villages vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Tripthefilm and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in The Villages.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Tripthefilm The Villages, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in The Villages. Places to stay near The Villages are 1674.8 ft² on average, with prices averaging $189 a night.

Tripthefilm makes it easy and safe to find and compare vacation rentals in The Villages with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in The Villages

Type Count
Vacation Homes 1029
Villas 268
Cottages 27
Hotels with Suites 12
Holiday Apartments 3
B&B 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in The Villages

Pro Tip: Tripthefilm makes it easy to compare the best listings on Tripthefilm homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Tripthefilm homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in The Villages.

Weather in The Villages

View the weather forecast for The Villages before booking your The Villages Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F