Holiday Rentals in Rutland

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Holiday Rentals in Rutland

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
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
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
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BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (37)
"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!
Luxurious Pool Home!
9.8 out of 10, Exceptional, (42)
"I felt the pictures on line did not do justice to the property in person!! Great house great pool…. Will stay there again if available for sure!!!!"
Luxurious Pool Home!
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
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
Amazing three-bedroom home in The Villages. Great spot for a memorable vacation!
10.0 out of 10, Exceptional, (44)
"A great place to gather. Nice space and well appointed. Reasonably priced. Thank you Robert for making the home welcoming and fun to stay. We had many laughs and took many good memories from The Villages."
The price is €439
includes taxes & fees
1 Jul - 2 Jul
Amazing three-bedroom home in The Villages. Great spot for a memorable vacation!
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
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
10.0 out of 10, Exceptional, (7)
"Very nice house. Outdoor area and pool were wonderful. Loved the outdoor TV. Could use some more cooking dishware, but very minor issue. Would happily stay again."
Dog-friendly Summerfield home with a fenced-in yard, pool, hot tub, & games
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
10.0 out of 10, Exceptional, (33)
"Nice quiet neighborhood & comfy beds! We stayed here because of the convenience of the location. My husband had surgery and this place was only 11 min away. It was nice to have things to do with my 5 year old while he was under to keep our minds busy. The golf cart was fun and so was the pool. We had to go to a different pool though because the one closest to the house is adults only. We had to find a family pool. Lots of food options nearby."
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
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!
1 mile from Nancy Lopez CC and Chatham Rec Centers.
9.6 out of 10, Exceptional, (13)
"The house and location are both excellent and highly recommended. Our only issue was the air conditioning. We did call on the first day but then it seemed to improve so we can canceled the service call. But it got hotter every day after that. Partly my bad, and I'm sure it's been addressed by now. So we recommend the property with no reservations. "
The price is €204
includes taxes & fees
11 Jun - 12 Jun
1 mile from Nancy Lopez CC and Chatham Rec Centers.
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
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!
Vacation Home with luxurious pool in The Villages, Florida!
10.0 out of 10, Exceptional, (23)
"We loved our stay! The home is roomy and very nice. It has everything one needs and the pool is amazing. The owners are extremely responsive and very helpful. We enjoyed it very much!"
The price is €626
includes taxes & fees
29 Jun - 30 Jun
Vacation Home with luxurious pool in The Villages, Florida!
Fish or relax by the river inside or outside at pet-friendly Riverbend Fish Camp
8.8 out of 10, Excellent, (23)
"We had another wonderful stay at the Fish Camp. We feel so at home there. Its clean and comfortable with a beautiful view, and the fishing is great."
Fish or relax by the river inside or outside at pet-friendly Riverbend Fish Camp
Freshly Renovated Pool Home - Close to Crystal River - Spring Specials BOOK NOW!
10.0 out of 10, Exceptional, (41)
"We loved our vacation at this home. Donna was super nice and very accommodating. The house has everything you will need and then some. We can't wait to stay there again."
Freshly Renovated Pool Home - Close to Crystal River - Spring Specials BOOK NOW!
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
9.0 out of 10, Wonderful, (2)
"Everything we wanted in a clean, comfortable, relaxing setting. Close to everything in the Villages in a quiet and serene neighborhood. Thank you! We will be back again."
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, (74)
"We enjoyed our stay. Check-in/Check-out was very easy with detailed instructions from the hosts. The house was very clean and comfortable and in a nice, quiet neighborhood close to Spanish Springs Square, golf courses, pools, restaurants and grocery stores. The hosts provided several kitchen staples such as coffee, spices, baggies, etc. as well as a few toiletries and beach towels which was very nice. Our guest passes were available upon arrival so we were all set to go enjoy The Villages on day...
Hot Tub House - Entire 3 Bedroom House in The Villages
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See all available properties in Rutland
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 Rutland you may be interested in

Microtel Inn & Suites by Wyndham Ocala
2.0 star property
7.2 out of 10, Good, (1010)
"Staff was very nice and very clean rooms "
The price is €71
includes taxes & fees
16 Jun - 17 Jun
Microtel Inn & Suites by Wyndham Ocala
The Waterfront Inn
3.0 star property
9.0 out of 10, Wonderful, (1014)
"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 €127
includes taxes & fees
6 Jun - 7 Jun
The Waterfront Inn
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1019)
"Property was exactly as pictures. Very clean and friendly staff. "
The price is €156
includes taxes & fees
6 Jun - 7 Jun
Brownwood Hotel & Spa
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.

Everything you need to know about Rutland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rutland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rutland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rutland holiday rentals we have selected for you start as low as €204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland holiday 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 holiday.

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 holiday rentals in Rutland?

Yes, there are holiday rentals close to the most popular sights in Rutland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rutland has to offer?

Marilyn’s Romantic Getaway: This holiday home rental outside of Rutland 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.

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 Fort Cooper State Park. In the wider area, you’ll find Citrus County Speedway and Lakeside Golf and Country Club.

What’s a holiday rental in Rutland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rutland. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family getaway.

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