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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)
"We have visited The Villages every March for the past 4 years. We’ve stayed in various homes in various “Villages” and this location and home has been our favorite. Wonderful location, lovely home and extremely efficient host. We booked this home again for March 2026, as soon as we unpacked for this year’s stay. "
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, (120)
"This house is in a great location just on the edge of Orlando in a quiet, secure neighborhood. It was easy to get in and out of and just a short trip to stores and restaurants. The house had everything we needed. The pool and hot tub were perfect for our family. It was very clean and comfortable and truly felt like a home away from home. We needed to reach out to the owner for a minor thing and she responded almost immediately to help us figure things out. We loved our stay here and would...
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

9.6 out of 10, Exceptional, (122)
"great place well laid out great for a family gathering. only draw back is it could have been better stocked with consumables toilet paper, paper towel, hand soap, shampoo, and clothes detergent for an extended stay we stayed 4 nights and had to restock all in day 2"
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, (241)
"beautiful house, great neighborhood, five stars all the way, air conditioner would not go below 71 degrees, minor complaint but still a great place."
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, (11)
"We really liked the house! Very clean and convenient to many Villages. We could have used more kitchen trash bags and dishwasher detergentdishwas"
The price is AED 441
AED 1,427 total
includes taxes & fees
14 Apr - 15 Apr
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, (84)
"Loved this house and location! The privacy, great pool, quiet location, and closeness to shopping and Disney were wonderful!"
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, (98)
"Nice stay and location. Fenced in yard was a plus with a dog."
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, (7)
"Excellent - Very comfortable all we needed. However I broke aglass tumbler"
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, (31)
"Dave and Sharon went above and beyond for our 4 night stay. Their place is well stocked with every household essential and a fully equipped kitchen. The 2 person golf cart was fun and nice! Great experience and they deserve 5 stars all the way!"
The price is AED 338
AED 1,272 total
includes taxes & fees
8 Apr - 9 Apr
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)
"accommodations were excellent ! Location was great ! Owners were available and very much help !!"
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)
"We really enjoyed our short stay here in The Villages. You cannot beat the access to Sumtner Landing, which you can easily walk, bike (two bikes available), drive, or our favorite, the very awesome golf cart that comes with the rental. Golf cart seats four and held a long charge for us. Plenty of kitchenware, linens, towels and very clean and tidy. Would definitely stay again!"
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart

Bob's place

Bob's place

Enchanted 2 Bedroom Home near Downtown Winter Garden

10.0 out of 10, Exceptional, (2)
"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

10.0 out of 10, Exceptional, (4)
"Loved our stay so much. Our host, Dan was great checking in with us and answering any questions we had. The house was a perfect location and had everything we needed. We want to stay here again next year"
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)
"Everything was as expected. A very nice rental!"
Charming 2-Bedroom Courtyard Villa in The Villages

12 Miles to Disney: Clermont Villa w/ Heated Pool

9.8 out of 10, Exceptional, (27)
"Great home. Rented a car and never filled the tank. Everything you need is 15 - 20. Parks, grocery, restaurants. Host is very responsive. They were in South America and responded like they were next door. Next door neighbor was nice and even helped with a minor pool issue. "
12 Miles to Disney: Clermont Villa w/ Heated Pool

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

9.6 out of 10, Exceptional, (7)
"We had a great week! Owners were great with communication. The condo was immaculate and centrally located to Brownwood, Sawgrass, Fenney, Ednas on the Green, and Magnolia Plaza. Close to pool and Marsh Bend Trail. The condo was perfect for 4 people and it had nice pots and pans for cooking as well as a crockpot. Suggestions of things to bring but are truly personal preference especially if you cook/eat at the condo: extra paper towels, ziploc bags, sharp knives for chopping or meat cutting, a...
The price is AED 261
AED 1,190 total
includes taxes & fees
1 May - 2 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, (17)
"Lovely house perfect size for two couples (we were there alone). Clean and great fittings. Struggled with the cooker only because we're English! The golf kart is fabulous and the Villages has kart paths everywhere. Download the App and you'll get around easily. Joni was a great host and answered lots of random questions. Hopefully be back sometime."
Pick me! Pick me! 3/2, FREE golf & 4-seat cart, Resident passes, pets.

Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

10.0 out of 10, Exceptional, (25)
"This place was comfortable and clean. My family of 4 adults and 1 three year old enjoyed our stay! The directions for check in and check out were easy to follow,"
Most desirable location in The Villages With 4-Person Golf Cart, Caroline!

Perfect Location Between Brownwood & Lake Sumter

10.0 out of 10, Exceptional, (99)
"Property was very nice! A few minor issues that were corrected. The location and neighborhood were great. Would recommend!"
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

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (64)
"It’s nice and beautiful place."
The price is AED 1,134
AED 1,258 total
includes taxes & fees
4 May - 5 May
Siena at Bella Collina

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

2.0 star property
10.0 out of 10, Exceptional, (14)
"Easy check in. Owner easy to work with. Everything as described. "
The price is AED 143
AED 820 total
includes taxes & fees
15 Apr - 16 Apr
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (46)
"We had a great time again. Looking forward to next year"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.
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 261 and AED 441 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.