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Compare 312 Villas in Howey-in-the-Hills with updated reviews, rates, and availability.

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (91)
"Loved The Villages!! This villa was great! Cant wait to come back. "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community

10.0 out of 10, Exceptional, (121)
"Nice place super clean and modern. Will definitely rent again on my next trip to Florida "
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community

Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

9.4 out of 10, Exceptional, (126)
"Lot of interior space, about 30 min from Disney, 40 from Universal. Easy access."
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS

NEW - Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (245)
"We came to Orlando to celebrate 2 birthdays and got an engagement as a bonus. The property was a perfect fit for our family of 7 and we loved the pool and hot tub after a day walking in the theme parks!!"
NEW - Luxury decorated villa with amazing view, private pool and spa

Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL

2.0 star property
10.0 out of 10, Exceptional, (15)
"Everything was perfect. Clean, well stocked and very comfortable. Great spot close to the pool. We would stay again!!"
The price is AED 511
AED 1,512 total
includes taxes & fees
21 May - 22 May
Charming 3 Bedroom, 2 Bath Courtyard Villa in The Villages, FL

Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

10.0 out of 10, Exceptional, (87)
"House was clean and spacious. We did have an ant problem though. There were enough TVs around for my son to claim one as the gaming TV for the entire stay.. We all had fun!"
Hidden Waterfront Oasis - 18 minutes to the Disney Entrance!

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (99)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend

10.0 out of 10, Exceptional, (10)
"The house had first class amenities and a great location. "
Water View 2 Bedroom Villa centrally located in The Village of Marsh Bend

SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!

10.0 out of 10, Exceptional, (35)
"We enjoyed our stay. The home provided everything we needed and was super clean! Host communicated well and check in process was easy. "
The price is AED 415
AED 1,395 total
includes taxes & fees
22 May - 23 May
SUNSET COVE - Enjoy warm Florida sunsets in the Village of St Johns!

VILLA 2 MASTER SUITES & 2 GOLF CARTS

10.0 out of 10, Exceptional, (66)
"Friends visiting for a reunion stayed here, and it was excellent. Well-furnished, very clean, and great location in The Villages. "
VILLA 2 MASTER SUITES & 2 GOLF CARTS

Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

10.0 out of 10, Exceptional, (65)
"Excellent host & Great location. I had a Great birthday weekend. Thanks for making our stay special for my birthday. "
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

Bob's place

10.0 out of 10, Exceptional, (1)
"Bob is a very friendly, approachable and accommodating host. He's flexible and easy to reach. The home was comfortable and equipped with everything I needed. I woukd definitely stay here again!"
Bob's place

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (3)
"Great stay, great hosts. Had family gathering here. Perfect as could grill and enjoy private uard. Would stay again."
Enchanted 2 Bedroom Home near Downtown Winter Garden

Fairway Haven with Golf Cart. Less than 2 Miles from Spanish Springs Town Center

9.6 out of 10, Exceptional, (5)
"This was a great place for my husband and I to stay while visiting family in The Villages over a long weekend. We had use of a golf cart, were close to Spanish Springs town square. The property was as advertised and expected, all the basics provided and very clean. Good value for the nightly price.The property manager checked in while we were there and was quick to respond to questions."
Fairway Haven with Golf Cart. Less than 2 Miles from Spanish Springs Town Center

Charming 2-Bedroom Courtyard Villa in The Villages

10.0 out of 10, Exceptional, (3)
"The property is very well situated near Lake Sumter Landing, which is our favorite village. And our host was exceptional with his communication and care of his darling home. "
Charming 2-Bedroom Courtyard Villa in The Villages

12 Miles to Disney: Clermont Villa w/ Heated Pool

9.8 out of 10, Exceptional, (31)
"Property was nice. Good location."
12 Miles to Disney: Clermont Villa w/ Heated Pool

King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages

9.8 out of 10, Exceptional, (12)
"Everything was great, loved the Villages and the recreation areas. You'll enjoy it also recommend!"
The price is AED 422
AED 1,403 total
includes taxes & fees
15 May - 16 May
King-Sized Comfort – 2 King Beds in a Serene "Hideaway" in The Villages

Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

10.0 out of 10, Exceptional, (19)
"Joni is wonderful to work with. She is so accommodating and her properties are beautiful and well equipped with everything our kids needed. "
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages

9.8 out of 10, Exceptional, (26)
"We enjoyed everything about our stay. Location was perfect and the house had everything we needed. "
Villa With Golf Cart, Pet Friendly Near Lake Sumter Landing The Villages

Perfect Location Between Brownwood & Lake Sumter

10.0 out of 10, Exceptional, (100)
"A great visit, very comfortable villa."
Perfect Location Between Brownwood & Lake Sumter
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Howey-in-the-Hills

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

2.0 star property
9.8 out of 10, Exceptional, (18)
"Very well managed"
The price is AED 253
AED 971 total
includes taxes & fees
19 May - 20 May
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

NEW - Luxury decorated villa with amazing view, private pool and spa

10.0 out of 10, Exceptional, (245)
"We came to Orlando to celebrate 2 birthdays and got an engagement as a bonus. The property was a perfect fit for our family of 7 and we loved the pool and hot tub after a day walking in the theme parks!!"
NEW - Luxury decorated villa with amazing view, private pool and spa

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (99)
"We had a great stay in the Villages. The villa was perfect for us. Close to Sumter Landing. Dogs enjoyed the back yard. We look forward to coming back!"
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Howey-in-the-Hills cost?
You’ll pay between AED 415 and AED 511 per night for villas in Howey-in-the-Hills. Whatever your budget, a fantastic stay is only a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Howey-in-the-Hills with Expedia?
We think organizing a vacation should be a walk in the park, so if you’re in search of villas at a great price, Expedia delivers. Keep the budget under control and select an all-inclusive stay, or splurge on a high-end villa to spoil your sweetheart. Our search filters make it simple to find an escape in Howey-in-the-Hills that checks your boxes.
How can I find cheap villas in Howey-in-the-Hills?
Expedia can help you narrow your search for cheap villas in Howey-in-the-Hills. Use our filter tool to choose amenities, budget and star rating to refine your search and find an ideal stay in a couple of clicks.