Howey-in-the-Hills Holiday Rentals

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Holiday Rentals in Howey-in-the-Hills

Siena at Bella Collina
3.5 star property
9.6 out of 10, Exceptional, (53)
"This place is great. No hold deposit. Very very clean. Large condos. My family enjoyed themselves. I would highly recommend."
The price is NZ$595
includes taxes & fees
10 Jun - 11 Jun
Siena at Bella Collina
RV In Orlando, Close To Everything
10.0 out of 10, Exceptional, (3)
"Just what we needed as a family of 5 (3 small kids). We felt welcome and not in their way. The camper is tucked back in their driveway. We thoroughly enjoyed our relaxing stay!"
The price is NZ$241
includes taxes & fees
9 Jun - 10 Jun
RV In Orlando, Close To Everything
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
10.0 out of 10, Exceptional, (6)
"Very lovely house. Loved the golf cart, only used our SUV 4 times in the 2 wks we were there."
Sparkling! Walking distance to Sumter Landing,pools & more,or take our golf cart
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Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (42)
"My wife and l cannot say enough about the great experience we had on our 10 day visit at Marilyn’s. Owner Mark and his wife Tiffany were extremely accommodating and friendly. The house on Montoya street was very, very clean, comfortable and such a great location in Lady Lake between Sumpter Lake and Spanish Springs where shopping and Restaurants are easily accessible. You will ABSOLUTELY NOT BE disappointed in the whole experience. We will definitely return for other future visits. Manny and...
Marilyn’s Romantic Getaway
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
9.6 out of 10, Exceptional, (110)
"This house was beautiful and roomy. It was perfect for what we needed. It had nearby restaurants and grocery stores, and was not far from Orlando and Disney. It was an overall great stay."
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (67)
"This property is well situated in The Villages and just down the street from the Sawgrass Square, and an easy golf cart drive to The Brownwood and Lake Sumter Landing town squares. There are two large Publix Supermarkets close by as well as other shopping and dining opportunities in the town squares. The property is well maintained and was a pleasure to stay at for the week we were there. When we texted to property owners with any questions we had, they were very prompt in their response"
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (36)
"This was our first time visiting the villages. We loved our place and had a great time. There was some food left in the pantry, coffee and other little things that made it feel at home. We loved the squares. Brownwood square is close enough with golf cart but, I would take care for Sumter lake."
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (11)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (20)
"Perfect location convenient to golf, shopping and both sumpter landing square and spanish springs. Very high quality furnishings with attention to details. Linens were so comfortable and high quality ordered identical for home. Golf course view on patio with swim spa was just perfect. We hope to return"
Pool, Golf course view home with a golf cart
Cozy Villages villa, 2 bed, 2 bath. Great Location
10.0 out of 10, Exceptional, (37)
"Really enjoyed staying here...."
Cozy Villages villa, 2 bed, 2 bath. Great Location
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
9.6 out of 10, Exceptional, (20)
"Very nice, clean house. A lot of space. Comfortable."
Clermont Villa w/ Lanai ~ 12 Miles to Disney!
Upgraded Orange Tree Home With Lots Of Extras!
9.6 out of 10, Exceptional, (79)
"Beautiful home spacious very quiet the location is great its 40 mins to the beach.Shopping and restaurants 2miles down the road. We loved the pool and ping pong tables.The pool was warm and the spa was wonderful.This home is fill with everything you need just add Family,Food and Fun! We will definitely be back soon!"
Upgraded Orange Tree Home With Lots Of Extras!
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (8)
"Fantastic, Everything was Functioning, All needs were met, Location outstanding"
Get Cozy in this newly renovated home by The Villages!
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (76)
"Everything we could hope for. It was immaculate. Close to golf, Spanish Springs, and shopping"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Clermont Home 12 Mi to Disney - Private Pool & Spa
9.8 out of 10, Exceptional, (29)
"Positive Aspects: 1. Safe and Family-Friendly Neighborhood: Located in a safe, quiet, and family-friendly neighbourhood. 2. Amenities: Proximity to food, grocery, and pharmacy locations was convenient. The games room and the Mickey Mouse room were great. Night lights in the Mickey room were appreciated. 3. Layout and Accessibility: Loved the bungalow layout and the access to the bathroom right from the pool deck. 4. Well-Equipped Kitchen: The kitchen was spacious and easy to cook in. Newer BBQ...
Clermont Home 12 Mi to Disney - Private Pool & Spa
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, (67)
"Great rental property located in the center of The Villages. Comfortable furniture and bed. This is our sixth time visiting The Villages. We had a wonderful time golfing at the executive courses, dancing to the music at Brownstone and Sumter Landing squares. Enjoyed each day investigating so many activities. So much fun. We will be back."
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
A perfect place to watch the Sunset
9.8 out of 10, Exceptional, (83)
"Jim was a fantastic host and this property was wonderful. I have rented several places in the Orlando area and this is by far the best. He was great to communicate with, very friendly, and the house was super clean and very well taken care of. Well stocked and supplied with anything necessary. Pool was very nice and neighborhood very quiet. Sunsets were amazing and the family of sandhill cranes walking around put it over the top. We could not have been happier. Will definitely be staying again."
A perfect place to watch the Sunset
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
10.0 out of 10, Exceptional, (102)
"This property was fantastic. It is equipped with everything that you can think of and spotless. Beds were super comfy. We had a very hot week so the pool was used every day and in the evening. The kids loved it. Check in was a breeze and location was out of the way but not too far from attractions. Any issue or questions were dealt with in the same day. The owners were great. Quiet neighborhood. Hoping to go again."
Orlando Area 4 BR/3 BA Villa - Pool, Spa, Game Room, Wi-Fi, Gated Community
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (7)
"Good"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
9.4 out of 10, Exceptional, (14)
"The house was in a beautiful community and was very clean and organized. We enjoyed the pool and jacuzzi along with the games in the game room. Would stay here again!"
Clermont Vacation Rental w/ Pool: 11 Mi to Disney
Don't see what you're looking for?
See all available properties in Howey-in-the-Hills
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.

Other types of properties in Howey-in-the-Hills you may be interested in

Mission Inn Resort & Club
3.5 star property
8.8 out of 10, Excellent, (394)
"Dee the front desk manager is awesome. She was so nice and courteous and made me feel so much at home."
The price is NZ$286
includes taxes & fees
6 Jun - 7 Jun
Mission Inn Resort & Club
Lakeside Inn
3.0 star property
8.6 out of 10, Excellent, (1079)
"Very relaxing"
The price is NZ$328
includes taxes & fees
6 Jun - 7 Jun
Lakeside Inn
The Waterfront Inn
3.0 star property
9.0 out of 10, Wonderful, (1013)
"Room was so clean, we had no allergy issues at all. The bed was one of the most comfortable beds we’ve ever slept on."
The price is NZ$223
includes taxes & fees
6 Jun - 7 Jun
The Waterfront Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Howey-in-the-Hills holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Howey-in-the-Hills. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Howey-in-the-Hills. Seeing all the best attractions is bound to make you fall in love with Howey-in-the-Hills. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Howey-in-the-Hills short-term rentals, that won’t be hard to do.

Frequently asked questions

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

Yes, there are holiday rentals close to the most popular sights in Howey-in-the-Hills, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Howey-in-the-Hills has to offer?

Marilyn’s Romantic Getaway: This holiday home rental outside of Howey-in-the-Hills offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Howey-in-the-Hills like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Howey-in-the-Hills. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.

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