Rutland Vacation Rentals

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Vacation Rentals in Rutland

Aparthotel in Oxford

4.0 star property
9.4 out of 10, Exceptional, (3)
"Very clean and convenient check-in and check-out. "
United States
Laurie
Landing At Wildwood Near Lake Sumter Landing

Vacation Home in Lynnhaven

10.0 out of 10, Exceptional, (29)
"Clean and comfortable. Everything we needed was there and communication was easy! Highly recommend if you need a place to stay b"
United States
Brianna J.
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Vacation Home in The Villages

10.0 out of 10, Exceptional, (3)
"Nice house. Pool is nice and warm and deep! Host was very quick to respond to any questions we had."
United States
Lisa H.
Private heated in-ground pool oasis with golf cart in Rio Grande!

Vacation Home in Santo Domingo

10.0 out of 10, Exceptional, (80)
"Beautifully decorated, clean, and comfortable!"
United States
Robin W.
Modern Comfort & Prime Location in The Villages – Golf Cart Included!

Vacation Home in Caroline

10.0 out of 10, Exceptional, (117)
"Very nice property…Enjoyed my stay, thank you "
United States
Dennis P.
Christmas! Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Vacation Home in Sanibel

10.0 out of 10, Exceptional, (26)
"Great location and beautiful property! Had everything we needed. "
United States
Amber L.
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

Vacation Home in Santiago

10.0 out of 10, Exceptional, (41)
"Loved it's proximity to the Rec Center."
United Kingdom
Tom G.
Pool, golf cart, private Paradise!

Vacation Home in Fernandina

10.0 out of 10, Exceptional, (23)
"Check in & out was very convenient. The villa was very clean & met all my expectations. I will definitely consider renting again for next year."
United States
Corina S.
Village of Fernandina - free use of golf cart with liability waiver

Vacation Home in Alhambra

10.0 out of 10, Exceptional, (8)
$245 nightly
The price is $260
Dec 15 - Dec 16
Total with taxes and fees
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Vacation Home in The Villages

10.0 out of 10, Exceptional, (66)
"Great property; great location "
United States
Mike C.
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

Vacation Home in Glenbrook

9.6 out of 10, Exceptional, (73)
"Great property and location was great for us"
United States
Greg B.
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

Vacation Home in The Villages

9.8 out of 10, Exceptional, (30)
" Very nice. Hosts were wonderful. Would love to return some day."
United States
Barbara K.
Courtyard Villa with gas golf cart located between two Town Squares!

Vacation Home in Santo Domingo

10.0 out of 10, Exceptional, (106)
"Very nice stay, great home and location!"
United States
Tracy W.
Hot Tub House - Entire 3 Bedroom House in The Villages

Vacation Home in Wildwood

7.6 out of 10, Good, (4)
"Our stay was very accommodating! Very clean property and kind host! "
United States
Kellie G.
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

Villa in Virginia Trace

9.6 out of 10, Exceptional, (118)
"Wonderful home. Great location. Super easy check in/out. Would definitely stay again if available. "
United States
Kathy G.
Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6

Vacation Home in Leesburg

2.0 star property
10.0 out of 10, Exceptional, (5)
"We needed a place to stay during our fishing tournament. We had wonderful accommodations as well as adequate boat parking and charging capabilities. Felt very safe to store all of our equipment too. Added bonus: our kids loved the animals"
United States
Brian T.
Barndominium at Dirty Dog Organic Farm

Vacation Home in Collier

10.0 out of 10, Exceptional, (219)
"The accommodations were clean and orderly, for the most part everything you need is there."
United States
Elizabeth C.
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

Villa in The Villages

10.0 out of 10, Exceptional, (1)
"Great location. Enjoyed the stay and house was very clean with all needed amenities. "
United States
Kathleen W.
3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.

Vacation Home in Belvedere

10.0 out of 10, Exceptional, (42)
"Stay was excellent!"
United States
Teresa R.
Pool, Golf Course View Home, 4 place golf cart

Villa in Wildwood

10.0 out of 10, Exceptional, (18)
"We had a great stay at this home. Everything was perfect and communication with the host was quick and clear. When in the area we will definitely stay here again. Was very comfortable, well equipped and the location was perfect. Thank you!!"
United States
Anthony L.
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely
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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Top Rutland Hotel Reviews

Find out more about Rutland

Everything you need to know about Rutland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $260 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Rutland?

Yes, there are vacation rentals close to the most popular attractions in Rutland, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Rutland?

3/2 in The Village of Poinciana: You might want to consider this vacation home rental near Rutland, which is located next to a golf course and has a patio, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Rutland?

Explore the area and family-friendly sights such as Don Garlits Museum of Racing, or get out into nature at a spot like Florida Horse Park. In the larger area, you’ll find Half Moon Wildlife Management Area and Citrus County Speedway.

What’s a vacation rental in Rutland like?

Vacation rentals are privately owned properties you can book for several days or longer in Rutland. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.