Howey-in-the-Hills Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Howey-in-the-Hills

Vintage At Horizon West Apartments By Barsala

4.0 star property
7.6 out of 10, Good, (4)
"Enjoyed the stay. It was quiet and clean"
Vintage At Horizon West Apartments By Barsala

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (67)
"It’s nice and beautiful place."
The price is ¥43,440
¥48,218 total
includes taxes & fees
Jun 30 - Jul 1
Siena at Bella Collina

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

10.0 out of 10, Exceptional, (8)
"We loved staying at this beautiful home! It is so well decorated. Seems like they thought of just about everything! We definitely plan to stay here again."
The price is ¥19,449
¥51,483 total
includes taxes & fees
Jun 18 - Jun 19
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

Historic Tremain Cottages

3.0 star property
8.4 out of 10, Very Good, (30)
"Great location!"
Historic Tremain Cottages

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 ¥7,059
¥33,702 total
includes taxes & fees
Jun 24 - Jun 25
Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART

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

9.8 out of 10, Exceptional, (103)
"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+

Charming 2-bedroom apartment in house with AC, WiFi included

The price is ¥16,568
¥23,142 total
includes taxes & fees
Jun 24 - Jun 25
Charming 2-bedroom apartment in house with AC, WiFi included

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (209)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

10.0 out of 10, Exceptional, (1)
"The home was fantastic. Very clean, beautiful layout, comfortable beds, beautiful pool and screened in lanai area. The home was located in a perfect area in the Villages convenient to everything."
Private Pool, Golf Cart, & Pet Friendly. Close to Golf and Town Squares.

Modern Family Retreat Near Orlando Attractions

3.0 star property
Modern Family Retreat Near Orlando Attractions

BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT

10.0 out of 10, Exceptional, (52)
"Would definitely stay there again"
BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT

Cozy Beach Style Attached Apartment Studio

9.2 out of 10, Wonderful, (25)
"Amazing!"
The price is ¥12,318
¥17,355 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Beach Style Attached Apartment Studio

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

9.2 out of 10, Wonderful, (47)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

10.0 out of 10, Exceptional, (56)
"This how was perfect for our weekend anniversary trip. It’s close enough to downtown without being in the middle of downtown. We will stay again! "
"Mermaid House" in Downtown Mt. Dora!! Pet Friendly

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (30)
"I like every room ,the pool, and everything "
The price is ¥18,153
¥49,851 total
includes taxes & fees
Jun 17 - Jun 18
Heated Pool house in Lake Panasoffkee

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

10.0 out of 10, Exceptional, (68)
"Loved our stay here, stayed for a week. It was a great location for us to take in WDW and both coasts. Kids loved the pool! There was plenty of space and bathrooms for our family of 6. I wouldn’t hesitate to book a stay here again. "
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

4,800 sf Estate | Pool, Lake, Weddings and Events

9.6 out of 10, Exceptional, (25)
"Awesome location and privacy, the service was on point they gave me all the info I needed upfront! Thanks so much!"
The price is ¥52,903
¥140,555 total
includes taxes & fees
Jun 30 - Jul 1
4,800 sf Estate | Pool, Lake, Weddings and Events

☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

9.8 out of 10, Exceptional, (217)
"We had a great time. Villa was perfect! Beautiful, clean,perfect amount of space for our family. Great location for everything we wanted to do! Would love to stay here again! "
☀️Waterfront Villa on Quiet Cul-De-Sac–Beautiful, Spacious & Private, Games Rm🐠

AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room

10.0 out of 10, Exceptional, (137)
"This house was perfect for our multi family stay. Great location and plenty of room for all of us."
AWESOME HOUSE 5 bed/4 bath, south facing pool with spa & games room

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (80)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a vacation rental in Howey-in-the-Hills?

Yes, there are vacation rentals close to well known local attractions in Howey-in-the-Hills, or you can choose a more remote option if you'd like a relaxing place to stay. Our travelers say Howey-in-the-Hills has a good selection of restaurants. Make sure you have time to check out the golf courses and spas during your trip.

What are some of the best vacation home rentals in Howey-in-the-Hills?

Better Than A 5 Star Hotel IN THE VILLAGES 2 Bedroom house WiFi, AC, GOLF CART: This vacation home rental outside of Howey-in-the-Hills is located on a lake and has an outdoor pool, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Howey-in-the-Hills?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Howey-in-the-Hills stay.

What’s there to see and do in Howey-in-the-Hills?

Explore the area and family-friendly sights such as TableTop Team Trivia, or get out into nature at a spot like Lake Dora. Howey Estate and Mission Inn Golf Resort - El Campeon are other places to visit while you're in town.

What’s a vacation rental in Howey-in-the-Hills like?

A vacation rental is a private property you can stay in for several days or longer in Howey-in-the-Hills. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.