Glen St. Mary Holiday Rentals

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Our top choices for Glen St. Mary holiday rentals

Holiday Home in Lake City

O'LE LADYBUG COTTAGE
9.6 out of 10, Exceptional, (50)
"Super location! Peaceful, private and beautiful. "
United States
Julia F.
The price is AU$315
includes taxes & fees
25 Dec - 26 Dec
O'LE LADYBUG COTTAGE
2.0 star property
10.0 out of 10, Exceptional, (3)
"The cutest place can’t wait to stay again!"
United States
paige s.
The price is AU$283
includes taxes & fees
12 Jan - 13 Jan 2026
Stylish Cabin - Nearby Springs
9.6 out of 10, Exceptional, (22)
"We were in town for our oldest grandson's graduation. Our younger grandsons loved coming to see the horses and learning about them. This property is perfectly located, convenient to everything, yet quiet and private. Perfect stay, will be back when visiting in the future!"
United States
Susan G.
The price is AU$269
includes taxes & fees
4 Jan - 5 Jan 2026
Private Loft at a Working Show Barn ~ Pets Welcome!
2.0 star property
The price is AU$550
includes taxes & fees
29 Dec - 30 Dec
Relaxing 3BR Retreat w/ Spacious Yard

Holiday Home in Lake City

“The Peaceful Palace”
9.4 out of 10, Exceptional, (6)
"Property is secluded and quiet. "
United States
john
The price is AU$465
includes taxes & fees
28 Dec - 29 Dec
“The Peaceful Palace”
2.0 star property
The price is AU$484
includes taxes & fees
30 Dec - 31 Dec
Private Retreat at Gated Estate. 2BD/1BA Suite.

Mobile Home in Middleburg

Country living at its best!
9.0 out of 10, Wonderful, (2)
"We spent one night with our dogs the property is fabulous quiet and wide open space . Home is clean and lots of space I would recommend this property "
United States
Kris C.
The price is AU$482
includes taxes & fees
7 Jan - 8 Jan 2026
Country living at its best!
10.0 out of 10, Exceptional, (1)
"This is an ideal site for proximity to downtown Lake City! "
United States
Pamela C.
The price is AU$566
includes taxes & fees
27 Dec - 28 Dec
Downtown three bedroom house with game room and outside lounge area.
2.0 star property
10.0 out of 10, Exceptional, (6)
"Wonderful stay, great accommodations!"
United States
Kevin L.
The price is AU$273
includes taxes & fees
20 Jan - 21 Jan 2026
Stylish Cabin - Nearby Springs

Holiday Home in Lake City

Charming Lake Home
8.8 out of 10, Excellent, (3)
"The house was very nice. Had issue's with the tv at first. But got figured out. Over all the stay was nice.If and when I am coming to Lake City would stayvhere again."
United States
Bridget W.
Charming Lake Home
2.0 star property
The price is AU$275
includes taxes & fees
20 Jan - 21 Jan 2026
Stylish Cabin - Nearby Springs
2.0 star property
10.0 out of 10, Exceptional, (2)
"This is an amazing place. A true beauty . Place is very clean. Ana, the host, is very accommodating and quick to reply to messages. The place is everything you’d expect in a weekend with friends and family. I would definitely recommend and would stay at again and again. Thank you, Ana, for your great hospitality this weekend. We enjoyed our time. "
United States
ameer g.
The price is AU$1,011
includes taxes & fees
5 Jan - 6 Jan 2026
Entire Farm Retreat Nearby Springs with 3 Cabins
6.0 out of 10, (1)
The price is AU$1,462
includes taxes & fees
6 Jan - 7 Jan 2026
Sinclair Resort-Style Home with Private Pool – Your Relaxing Escape Awaits.
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 Glen St. Mary Hotel Reviews

Find out more about Glen St. Mary

Everything you need to know about Glen St. Mary 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 Glen St. Mary 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 Glen St. Mary holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Glen St. Mary holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glen St. Mary. 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 Glen St. Mary 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 Glen St. Mary holiday rentals we have selected for you start as low as AU$263 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Glen St. Mary rentals

At Expedia, we put the best Glen St. Mary 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 Glen St. Mary 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 Glen St. Mary 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 Glen St. Mary. 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 Glen St. Mary?

Yes, there are holiday rentals close to the most popular sights in Glen St. Mary, 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 Glen St. Mary has to offer?

Come Live on the farm : This holiday home rental outside of Glen St. Mary is located in a rural location, and has a fireplace, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Glen St. Mary?

While you're exploring the area, Osceola National Forest and Macclenny Park are a couple of picturesque spots to get outside and enjoy nature. Olustee Battlefield Historic State Park and Jacksonville Equestrian Center are a couple of places you'll find in the wider area.

What’s a holiday rental in Glen St. Mary like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glen St. Mary. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people 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 great option for family trips.