Holiday rentals near The Villages Market Square
We found 1,615 holiday rentals — enter your dates for availability
Choose the right holiday rental within close proximity to The Villages Market Square. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a fireplace and garden. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - The Villages Market Square
Showing deals for:25 Jul - 1 Aug
Image gallery for ⭐️POOL|GAMEROOM*Lanai Hangout*Open Concept Design🌊
9.09.0 out of 10 rating
Wonderful
(9 reviews)
⭐️POOL|GAMEROOM*Lanai Hangout*Open Concept Design🌊
Ocala, FL
8% off
Price is NZ$4,139
NZ$4,139
NZ$591 per night
includes taxes & fees
Image gallery for ***Great location-Mins from Brownwood! Brand New, Full-size House, Dogs Welcome!
9.89.8 out of 10 rating
Exceptional
(14 reviews)
***Great location-Mins from Brownwood! Brand New, Full-size House, Dogs Welcome!
Wildwood, FL
8% off
Price is NZ$2,848
NZ$2,848
NZ$407 per night
includes taxes & fees
Image gallery for Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.
1010 out of 10 rating
Exceptional
(7 reviews)
Walking Distance To Spanish Springs.You'll Dance And Enjoy a healthy lifestyle.
Lady Lake, FL
8% off
Price is NZ$4,254
NZ$4,254
NZ$608 per night
includes taxes & fees
Image gallery for Private Heated Pool and Hottub , Pet Friendly, New Golf Cart , Close to shopping
1010 out of 10 rating
Exceptional
(23 reviews)
Private Heated Pool and Hottub , Pet Friendly, New Golf Cart , Close to shopping
Lady Lake, FL
12% off
Price is NZ$4,816
NZ$4,816
NZ$688 per night
includes taxes & fees
Image gallery for Peyton's Patio Homes in The Villages, Florida
1010 out of 10 rating
Exceptional
(11 reviews)
Peyton's Patio Homes in The Villages, Florida
Lady Lake, FL
7% off
Price is NZ$1,939
NZ$1,939
NZ$277 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
1010 out of 10 rating
Exceptional
(14 reviews)
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL
Wildwood, FL
6% off
Price is NZ$2,528
NZ$2,528
NZ$361 per night
includes taxes & fees
Image gallery for Secluded Waterfront Retreat With Private Dock
9.89.8 out of 10 rating
Exceptional
(130 reviews)
Secluded Waterfront Retreat With Private Dock
Ocklawaha, FL
8% off
Price is NZ$5,131
NZ$5,131
NZ$733 per night
includes taxes & fees
Image gallery for GREAT LOCATION BETWEEN SPANISH SPRINGS SQUARE & LAKE SUMTER LANDING
9.89.8 out of 10 rating
Exceptional
(40 reviews)
GREAT LOCATION BETWEEN SPANISH SPRINGS SQUARE & LAKE SUMTER LANDING
Lady Lake, FL
7% off
Price is NZ$1,939
NZ$1,939
NZ$277 per night
includes taxes & fees
Image gallery for Historic Home Located Directly on Lake Harris
1010 out of 10 rating
Exceptional
(6 reviews)
Historic Home Located Directly on Lake Harris
Leesburg, FL
8% off
Price is NZ$8,530
NZ$8,530
NZ$1,219 per night
includes taxes & fees
Image gallery for Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
1010 out of 10 rating
Exceptional
(9 reviews)
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
The Villages, FL
12% off
Price is NZ$4,353
NZ$4,353
NZ$622 per night
includes taxes & fees
Image gallery for Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
1010 out of 10 rating
Exceptional
(58 reviews)
Perfect for FAMILY REUNIONS. Close by The Villages & shopping yet very private.
Lady Lake, FL
9% off
Price is NZ$6,972
NZ$6,972
NZ$996 per night
includes taxes & fees
Image gallery for Paradise Village home in perfect golfing and recreation center location.
1010 out of 10 rating
Exceptional
(27 reviews)
Paradise Village home in perfect golfing and recreation center location.
The Villages, FL
16% off
Price is NZ$1,586
NZ$1,586
NZ$227 per night
includes taxes & fees
Image gallery for Walk to Lake Sumter Landing! Golf cart included!
1010 out of 10 rating
Exceptional
(68 reviews)
Walk to Lake Sumter Landing! Golf cart included!
The Villages, FL
7% off
Price is NZ$2,580
NZ$2,580
NZ$369 per night
includes taxes & fees
Image gallery for WATERFRONT ESCAPE....LOVELY VIEWS AND IN TOWN
1010 out of 10 rating
Exceptional
(57 reviews)
WATERFRONT ESCAPE....LOVELY VIEWS AND IN TOWN
Leesburg, FL
8% off
Price is NZ$3,402
NZ$3,402
NZ$486 per night
includes taxes & fees
Image gallery for 4 bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando
9.69.6 out of 10 rating
Exceptional
(24 reviews)
4 bedroom Retreat Sleeps 11 with Dock on Lake Weir near The Villages & Orlando
Summerfield, FL
8% off
Price is NZ$3,898
NZ$3,898
NZ$557 per night
includes taxes & fees
Image gallery for Private Nature Oasis in The Villages FL
1010 out of 10 rating
Exceptional
(8 reviews)
Private Nature Oasis in The Villages FL
Okahumpka, FL
7% off
Price is NZ$2,406
NZ$2,406
NZ$344 per night
includes taxes & fees
Image gallery for Private Home Screened in Patio with Heated Pool Discount Week or Longer
9.69.6 out of 10 rating
Exceptional
(134 reviews)
Private Home Screened in Patio with Heated Pool Discount Week or Longer
Ocala, FL
6% off
Price is NZ$2,408
NZ$2,408
NZ$344 per night
includes taxes & fees
Image gallery for Casa Bohemian Retreat
1010 out of 10 rating
Exceptional
(19 reviews)
Casa Bohemian Retreat
Tavares, FL
8% off
Price is NZ$3,008
NZ$3,008
NZ$430 per night
includes taxes & fees
Image gallery for Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Greenway Getaway Near Silver Springs, walking distance to Cross Florida Greenway
Ocala, FL
7% off
Price is NZ$2,096
NZ$2,096
NZ$299 per night
includes taxes & fees
Image gallery for The Country Porch in Wildwood Florida - A stones throw away from The Villages!
1010 out of 10 rating
Exceptional
(57 reviews)
The Country Porch in Wildwood Florida - A stones throw away from The Villages!
Wildwood, FL
8% off
Price is NZ$2,352
NZ$2,352
NZ$336 per night
includes taxes & fees
Image gallery for Walk to Lake Sumter Landing! Golf cart included!
1010 out of 10 rating
Exceptional
(86 reviews)
Walk to Lake Sumter Landing! Golf cart included!
The Villages, FL
7% off
Price is NZ$2,580
NZ$2,580
NZ$369 per night
includes taxes & fees
Image gallery for Pool Hot Tub Close to Juniper Springs The Villages Ocala
1010 out of 10 rating
Exceptional
(54 reviews)
Pool Hot Tub Close to Juniper Springs The Villages Ocala
Weirsdale, FL
8% off
Price is NZ$9,150
NZ$9,150
NZ$1,307 per night
includes taxes & fees
Image gallery for Serene 3br, 3 Bath Estate Home On Little Lake Weir
1010 out of 10 rating
Exceptional
(19 reviews)
Serene 3br, 3 Bath Estate Home On Little Lake Weir
Summerfield, FL
7% off
Price is NZ$2,668
NZ$2,668
NZ$381 per night
includes taxes & fees
Image gallery for Spacious and beautiful house in Ocala Fl, 20 min from the club equestrian center
1010 out of 10 rating
Exceptional
(6 reviews)
Spacious and beautiful house in Ocala Fl, 20 min from the club equestrian center
Ocala, FL
12% off
Price is NZ$3,352
NZ$3,352
NZ$479 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - The Villages Market Square
Villages Winter Sunset View Private Patio Villa, Golf Cart, Brownwood
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Charming 3-Bedroom, 2-Bath Rental in The Village of Collier w/Golf Cart & BBQ
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Quiet, Farm View, Extremely Clean and Comfortable Ranch home with Gas Golf Cart
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
Stylish Home with Golf Cart, Lanai & Prime Location Near Town Squares!
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
63 reviews(63 reviews)
Brand New Home to Share in The Villages- Bikes,Golf Clubs Available
Sleeps 1 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value