Rutland Holiday Rentals

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Holiday Rentals in Rutland

Dining
Marilyn’s Romantic Getaway
10.0 out of 10, Exceptional, (41)
"House was very clean. Some shampoo… some soap and toothpaste supplied. Kitchen supplies…condiments , clothes detergent, toilet paper… you will need to buy. For any home in Villages… it would be good to better understand the golf cart paths… give more instruction. We used the maps app on our phone and put in for 🚲 since carts and bike paths are shared in The Villages. It took a a day or two to figure that out… not all roads are golf cart friendly. Mark was great about switching out the bikes...
Marilyn’s Romantic Getaway
Smart TV, books
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
10.0 out of 10, Exceptional, (33)
"We had a wonderful time, the home beautiful, clean & very well equipped with everything you would need or want, right down to shampoo, conditioner & body wash in both bathrooms. We had a great time exploring all different areas on the golf cart which I’m sure was brand new. Lee & Mathis were super at getting back to us right away with any questions we had. We would definitely recommend renting this house. Thank you again Lee & Mathis for a wonderful holiday Tannis & Tom May 2024"
BRAND NEW Dog Friendly 2/2 w. Golf Cart - Close to Activities, Shopping, Dining!
Fridge, microwave, oven, stovetop
Freshly Renovated Pool Home - Close to Crystal River - Spring Specials BOOK NOW!
10.0 out of 10, Exceptional, (37)
"Enjoyed our stay and looking forward to next time. Thank you Donna for being a great host."
Freshly Renovated Pool Home - Close to Crystal River - Spring Specials BOOK NOW!
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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
Property grounds
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 AU$725
per night
8 June - 9 June
Amazing three-bedroom home in The Villages. Great spot for a memorable vacation!
Property grounds
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
Property grounds
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, Close to Sumter SQ
9.4 out of 10, Exceptional, (62)
"We had a great stay at this property. The location was great close to a lot of golf courses and just a short golf cart ride to Sumter Landing."
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, Close to Sumter SQ
Fridge, microwave, oven, stovetop
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES
9.6 out of 10, Exceptional, (10)
"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
Vacation Home with luxurious pool in The Villages, Florida!
10.0 out of 10, Exceptional, (22)
"The house was immaculate and so lovely! We had a wonderful time! Can’t wait to come back again!"
The price is AU$907
per night
19 May - 20 May
Vacation Home with luxurious pool in The Villages, Florida!
Indoor pool, outdoor pool
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
10.0 out of 10, Exceptional, (75)
"Nice"
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Fridge, microwave, oven, stovetop
Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, (18)
"Everything needed or desired"
Pool, Golf course view home with a golf cart
Fridge, microwave, oven, stovetop
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
Outdoor pool, a heated pool
Luxurious Pool Home!
9.8 out of 10, Exceptional, (40)
"Pros: - Large, well-laid out house in a nice quiet neighborhood - Gas stove was great for cooking - Screened-in pool was great as it kept out the bugs (we were able to enjoy meals outside without having bugs and such flying around us) - Within 20 minutes of restaurants, grocery stores, and activities - Within 60 minutes of Orlando and all the attractions there - Within 60 minutes of Tampa and all the activities there - If you like SCUBA diving, you'll find many options within a 60 minute...
Luxurious Pool Home!
Fridge, microwave, oven, stovetop
Get Cozy in this newly renovated home by The Villages!
10.0 out of 10, Exceptional, (7)
"This house was VERY clean! Contact with property manager/owner was great! Adorable little neighborhood. Would definitely stay here again."
Get Cozy in this newly renovated home by The Villages!
Fridge, microwave, oven, stovetop
Perfect Location Between Brownwood & Lake Sumter
9.8 out of 10, Exceptional, (87)
"Maison chaleureuse Bien située, nous avons beaucoup apprécié notre séjour"
Perfect Location Between Brownwood & Lake Sumter
Private kitchen
WOW…Closed in 2/2 Courtyard Villa With GOLF CART and a short walk to local POOLS
10.0 out of 10, Exceptional, (4)
"Kevin was great. He answered any questions we had and his villa was perfect! Although we didn't do any cooking, the kitchen was well stocked with dinnerware and cooking utensils and paper supplies in the bathrooms and kitchen. There was even a Keurig and several K-cups. We enjoyed coffee and donuts on the lanai and sitting in the sun on the lounge chairs. My wife particularly enjoyed riding the golf cart to the town squares. The Villages App was extremely helpful in navigating the multi-modal...
WOW…Closed in 2/2 Courtyard Villa With GOLF CART and a short walk to local POOLS
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.6 out of 10, Exceptional, (5)
"Roomy place, nice walking trails but close to highway"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Property grounds
Lake View Retreat Loaded For Fun, with STUNNING Views!
10.0 out of 10, Exceptional, (21)
"The property was beautiful. We loved the cypress trees and fenced in yard. The dock was brand new and easy to dock two extra boats. Nice shade. Inside the house was clean although the outside looked like it could use a pressure wash and there were wasps flying around the front door. Lots of space to park truck and trailer and fun water toys. We had enjoyed playing pool and darts in the evening. We didn't love the noisy airboat traffic, but otherwise it was peaceful. Definitely beautiful and fun!"
The price is AU$1,371
per night
19 May - 20 May
Lake View Retreat Loaded For Fun, with STUNNING Views!
Exterior
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, (65)
"We really enjoy the location and all the things to do at the Villages. The house is perfect a couple or possibly two couples."
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Property grounds
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
10.0 out of 10, Exceptional, (71)
"Adorable home, spotless and with all the amenities you need. The management company is also very responsive. Great location, too."
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
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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

Standard Room, 2 Queen Beds
Microtel Inn & Suites by Wyndham Ocala
2.0 star property
7.2 out of 10, Good, (1004)
"The people at the front desk very helpful."
The price is AU$94
per night
20 May - 21 May
Microtel Inn & Suites by Wyndham Ocala
Outdoor wedding area
The Waterfront Inn
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very nice hotel with one major drawback; no place to get breakfast. The only restaurant in the hotel just closed for renovations and they hadn’t served breakfast before they closed. I don’t understand how a place like this has no breakfast. Had I known, I would have stayed in a nearby place that included free breakfast and was cheaper. Breakfast restaurant -was an eight minute walk. Rooms are large and comfortable. Lighting has a very warm color temperature which looks great but could be...
The price is AU$238
per night
19 May - 20 May
The Waterfront Inn
Suite, 1 King Bed with Sofa bed | Private kitchenette
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1000)
"Really nice, clean and modern hotel. Staff were very friendly and welcoming. Two large double beds in our twin room. Beautiful pool. "
The price is AU$238
per night
20 May - 21 May
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, 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 favourite 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 depend 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 AU$725 per night. Entering your travel dates in the search wizard might find you 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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