Grand Island Holiday Rentals

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Holiday Rentals in Grand Island

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
10.0 out of 10, Exceptional, 67 reviews
"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 reviews
"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 reviews
"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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Pool, Golf course view home with a golf cart
10.0 out of 10, Exceptional, 20 reviews
"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 reviews
"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 reviews
"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 NZ$753
per night
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 reviews
"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 reviews
"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 reviews
"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!
10.0 out of 10, Exceptional, 8 reviews
"Fantastic, Everything was Functioning, All needs were met, Location outstanding"
Get Cozy in this newly renovated home by The Villages!
New log cabin ! Ocklawaha fl
10.0 out of 10, Exceptional, 64 reviews
"My boyfriend and I were looking for a weekend getaway with our two German Shepherds. We found this beautiful log home!! It was beautifully decorated and it has an amazing dog friendly yard! Our puppies were free to play in the yard and explore while being completely secure. We would highly recommend and would love to stay again! The owner was very easy to contact and communicate with. 10/10 for sure! Very convenient to a lot of trails/forest for hiking if the heat cooperates!"
New log cabin ! Ocklawaha fl
1 mile from Nancy Lopez CC and Chatham Rec Centers.
9.6 out of 10, Exceptional, 13 reviews
"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 NZ$353
per night
6 Jun - 7 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 reviews
"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, 6 reviews
"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!
10.0 out of 10, Exceptional, 23 reviews
"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 NZ$1,072
per night
29 Jun - 30 Jun
Vacation Home with luxurious pool in The Villages, Florida!
Waterfront Cottage on the Harris chain in Leesburg
10.0 out of 10, Exceptional, 74 reviews
"Very rustic looking on outside but beautifully decorated and clean inside. Double size bed took a little getting used to and kitchen table was small. Very nice walk-in shower.. Hosts were very helpful and provided some nice extras. We especially enjoyed sitting on the deck and looking out over the water at many different birds and some fishermen."
Waterfront Cottage on the Harris chain in Leesburg
Patio Villa in Duval Village - *** Gas Golf Cart INCLUDED ***
9.8 out of 10, Exceptional, 67 reviews
"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 ***
Come Enjoy The Golf Course View! This 2 bdrm Home Awaits You
9.0 out of 10, Wonderful, 2 reviews
"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
The perfect place to rest. breakfast included
10.0 out of 10, Exceptional, 9 reviews
"Arian and his wife are perfect hosts. The place was absolutely amazing. There was plenty of room for 1 or 2 people, with a private bedroom and bathroom. Exquisitely decorated with attention to every detail. Arian is a fabulous chef and gets your day started right with a wonderful breakfast. If I am in that area again, I know where I will be staying."
The price is NZ$244
per night
30 Jun - 1 Jul
The perfect place to rest. breakfast included
Hot Tub House - Entire 3 Bedroom House in The Villages
10.0 out of 10, Exceptional, 74 reviews
"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 Grand Island
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 Grand Island you may be interested in

Lakeside Inn
3.0 star property
8.6 out of 10, Excellent, 1,078 reviews
"Very relaxing"
The price is NZ$328
per night
5 Jun - 6 Jun
Lakeside Inn
The Waterfront Inn
3.0 star property
9.0 out of 10, Wonderful, 1,012 reviews
"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
per night
6 Jun - 7 Jun
The Waterfront Inn
Home Inn & Suites Orlando-Apopka
2.5 star property
8.6 out of 10, Excellent, 112 reviews
"Clean and great value! Nothing spectacular but clean and quiet."
The price is NZ$164
per night
5 Jun - 6 Jun
Home Inn & Suites Orlando-Apopka
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 Grand Island 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 Grand Island. 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 Grand Island. Seeing all the best attractions is bound to make you fall in love with Grand Island. 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 Grand Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Grand Island?

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

What can I see and do in Grand Island?

While exploring the area, visit family-friendly sights like TableTop Team Trivia, or get outside and enjoy nature at Lake Dora. Donnelly Park and Mount Dora History Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Grand Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Grand Island. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.

Recent reviews of Grand Island properties
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