Rutland Vacation Rentals

Vacation Rentals in Rutland

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
Exterior
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
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
Marilyn’s Romantic Getaway
Dining
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!
Smart TV, books
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!
Luxurious Pool Home!
Outdoor pool, a heated pool
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
Fridge, microwave, oven, stovetop
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
Indoor pool, outdoor pool
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!
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 $100
$466 total
includes taxes & fees
Jul 1 - Jul 2
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
Fridge, microwave, oven, stovetop
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
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
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Pool
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
10.0 out of 10, Exceptional, (33)
"The house was very nice and we truly enjoyed our stay. Although we encountered some small issues, they were handled promptly by the owner. We couldn't have a thsked for a more gracious host than Brad. The proximity of the house to Lake Sumner Landing was OK, making it a convenient spot for our activities. The kitchen was fully equipped, and all we needed were groceries to feel right at home. Overall, it was a fantastic stay, and we highly recommend this property."
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Get Cozy in this newly renovated home by The Villages!
Fridge, microwave, oven, stovetop
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.
Exterior
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 $75
$218 total
includes taxes & fees
Jun 6 - Jun 7
1 mile from Nancy Lopez CC and Chatham Rec Centers.
Cozy Villages villa, 2 bed, 2 bath. Great Location
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!
3 bedrooms, iron/ironing board, free WiFi, bed sheets
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
9.8 out of 10, Exceptional, (7)
"Awesome place to stay, would definitely stay again very clean and loved the garage for keeping the motorcycles in"
New 3/2 Patio Villa, BEST VALUE, Golf Cart Included!
Vacation Home with luxurious pool in The Villages, Florida!
Pool | Outdoor pool, a heated pool
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 $349
$663 total
includes taxes & fees
Jun 29 - Jun 30
Vacation Home with luxurious pool in The Villages, Florida!
Fish or relax by the river inside or outside at pet-friendly Riverbend Fish Camp
Outdoor dining
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!
Fridge, microwave, oven, stovetop
Freshly Renovated Pool Home - Close to Crystal River - Spring Specials BOOK NOW!
10.0 out of 10, Exceptional, (41)
"Do it 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
Fridge, microwave, oven, stovetop
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
Pool
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
Standard Room, 2 Queen Beds | In-room safe, desk, blackout drapes, soundproofing
Microtel Inn & Suites by Wyndham Ocala
2.0 star property
7.2 out of 10, Good, (1008)
"Staff was very nice and very clean rooms "
The price is $56
$77 total
includes taxes & fees
Jun 16 - Jun 17
Microtel Inn & Suites by Wyndham Ocala
The Waterfront Inn
Outdoor wedding area
The Waterfront Inn
3.0 star property
9.0 out of 10, Wonderful, (1013)
"The people here are fantastic and love their guests."
The price is $125
$134 total
includes taxes & fees
Jul 1 - Jul 2
The Waterfront Inn
Brownwood Hotel & Spa
Suite, 1 King Bed with Sofa bed | Private kitchenette | Mini-fridge, coffee/tea maker
Brownwood Hotel & Spa
3.0 star property
9.6 out of 10, Exceptional, (1019)
"Classy and beautiful "
The price is $149
$159 total
includes taxes & fees
Jun 27 - Jun 28
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 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 $75 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?

Marilyn’s Romantic Getaway: Visitors like this Rutland vacation home rental. It offers a fireplace, a spa 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 larger area, you’ll find Citrus County Speedway and Lakeside Golf and Country Club.

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.

Recent reviews of Rutland properties
Expedia verified reviews

The Waterfront Inn

The Waterfront Inn

5/5 Excellent
"The people here are fantastic and love their guests."
A verified traveler stayed at The Waterfront Inn
Posted 21 hours ago
The Waterfront Inn