Monticello Holiday Rentals

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Holiday Rentals in Monticello

Balcony
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
9.6 out of 10, Exceptional, (103)
"nice and peaceful"
The price is AU$369
per night
17 May - 18 May
Florida Waterfront Home, Fishing & Pet Friendly on 2 Acres!
Property grounds
ON BEACH! Beautifully decorated. Everything you need! Beach toys firepit kayaks
10.0 out of 10, Exceptional, (22)
"We loved everything about the property and Sue made Everything perfect! "
ON BEACH! Beautifully decorated. Everything you need! Beach toys firepit kayaks
Interior
Cozy Spring Creek Cottage, fishing, hunting, relaxing in nature's coast.
9.8 out of 10, Exceptional, (12)
"We really enjoyed our time in the cabin. It was very nice."
The price is AU$397
per night
14 June - 15 June
Cozy Spring Creek Cottage, fishing, hunting, relaxing in nature's coast.
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Property grounds
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
10.0 out of 10, Exceptional, (81)
"I really enjoyed my stay,.it was quiet and close to everything I needed. When info back to Crawfordsville I will definitely stay here again"
The price is AU$284
per night
3 June - 4 June
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
Pool
Coastal Getaway on canal-steps to the beach
10.0 out of 10, Exceptional, (29)
"Loved the house."
Coastal Getaway on canal-steps to the beach
Property grounds
Lakefront southern charm in beautiful quite area
10.0 out of 10, Exceptional, (131)
"This lake house is beautiful in itself - both inside and out - and then you add the gorgeous surroundings and serenity that the property offers around the house and you have the recipe for a heavenly, relaxing and romantic escape from the hustle and bustle of the chaotic world around you. As advertised, the sunsets were extraordinary and the night sky away from the city reveals a billion stars which are also reflected in the lake on calm evenings. Come prepared as this somewhat remote slice of...
Lakefront southern charm in beautiful quite area
Exterior
Crawfordville Town Center convenience at the Courtyard’s Oyster Cottage
9.8 out of 10, Exceptional, (17)
"House was perfect for 3 adults, well stocked, looked just like the pictures, check in and out was easy. Would stay here again"
The price is AU$303
per night
27 May - 28 May
Crawfordville Town Center convenience at the Courtyard’s Oyster Cottage
Fridge, microwave, oven, stovetop
Peaceful Country Getaway Pet Friendly and Cozy!
9.2 out of 10, Wonderful, (27)
"This was a nice space to be in, our golden absolutely loved it. I do wish there were more lights outside for when we wanted to be outside, it gets super dark out there. I also wish there was a door knob, that way we could close the door a little easier but the screened in porch was nice"
The price is AU$369
per night
17 May - 18 May
Peaceful Country Getaway Pet Friendly and Cozy!
Property grounds
Tally Glamping Farmstay GIMPY’S GEODOME with mini horses, goats, cows, chickens
The price is AU$186
per night
19 May - 20 May
Tally Glamping Farmstay GIMPY’S GEODOME with mini horses, goats, cows, chickens
Property grounds
Relax on a Beautiful River in a Natural Florida Setting
10.0 out of 10, Exceptional, (203)
"The best part of the location is that the entire property is in it's natural state. The retreat blends in with the surrounding landscape. Why anyone would cut down the trees, fill in the swamp land to build a seawall, then build a giant house and have a yard to mow is beyond me. Kudos to the owner for respecting what makes the place a beautiful place to stay."
Relax on a Beautiful River in a Natural Florida Setting
Smart TV
Shell Point Beach 2BR condo with marina views
10.0 out of 10, Exceptional, (8)
"We stayed at this property while visiting Tallahassee for an FSU game, and found this gem about 40 minutes away from the stadium. The property is at the top of what seems to be an apartment complex with about 7 other units with tenants. It is a small unit, with a very cohesive interior design with beautiful updated fixtures. The unit itself was very clean and tidy. The inside space is a bit on the small side, but there is a very good use of space. The surrounding area was very quiet and peaceful...
Shell Point Beach 2BR condo with marina views
Fridge, microwave, oven, stovetop
Central 4 bedroom 3 bathroom townhome! 5 mins to FSU, 10 mins to the hospital.
9.0 out of 10, Wonderful, (2)
"With its comfortable beds and central location, This rental seems to be an ideal place for a bunch of twenty-somethings to crash after a day/night of activity. It was not as comfortable for a family group of three generations that would like to cook in, sometimes, and live like home when not on the go. The property manager did bring by things that we requested when we arrived and noticed some obvious needs. But, things that we considered necessities; like washcloths and a can opener were...
Central 4 bedroom 3 bathroom townhome! 5 mins to FSU, 10 mins to the hospital.
Exterior
SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (45)
"We stayed one night for. Wedding at Pebble Hill . Early check in allowed us not to rush to get ready . Back yard perfect for our two yorkies . Wish we could have stayed an additional night . Would definitely rent again . Well stocked . Owner provided k cups and cream and sugar. Kind bars and chocolates nice treat . Very responsive owner ."
The price is AU$525
per night
19 May - 20 May
SOUTHERN CHARM (Kid’s Bunk Room!)
Fridge, microwave, stovetop, dishwasher
Bright Tallahassee Retreat w/ Lanai + Yard!
10.0 out of 10, Exceptional, (26)
"Had a great stay in this lovely home! Everything we needed, clean and comfortable. Loved having coffee on the screened in porch. Would highly recommend!"
Bright Tallahassee Retreat w/ Lanai + Yard!
Property grounds
Bay-front! Gorgeous! Spacious! 5/3 Sleeps 14+. Boater's Dream! Close to FSU!
9.4 out of 10, Exceptional, (90)
"Awesome place, awesome location"
Bay-front! Gorgeous! Spacious! 5/3 Sleeps 14+. Boater's Dream! Close to FSU!
Fridge, microwave, oven, stovetop
Luxury home-close to Cascades
8.0 out of 10, Very good, (6)
"it was a very nice stay i highly recommend it"
The price is AU$507
per night
19 May - 20 May
Luxury home-close to Cascades
Pool
The Hidden Treasure near FSU
10.0 out of 10, Exceptional, (5)
"We spent a long weekend in Tallahassee to visit 2 of our adult children, my parents and another daughter traveled with us. We ABSOLUTELY LOVED this adorable house!!!!! It was sparkling clean, decorated so cute and the backyard was a true hidden treasure!!! The master bed was heavenly. There was plenty of space, the location was fantastic and we had everything we could have possibly needed. We visit Tallahassee frequently and will definitely be back. This is the perfect home base for us and I...
The Hidden Treasure near FSU
Interior
Brand New Studio -Walking distance to FSU/Doak Stadium
9.6 out of 10, Exceptional, (15)
"Great location for walkable access to FSU campus. Unit was clean and had everything you could need for a weekend stay.. The bathroom is awesome with a huge shower and fancy light-up mirror. Our family of 4 was very comfortable there for the weekend to see a FSU game."
Brand New Studio -Walking distance to FSU/Doak Stadium
Fridge, microwave, stovetop, dishwasher
Tallahassee Townhome w/ Patio Near FSU Campus!
9.6 out of 10, Exceptional, (5)
"We had a nice stay. Place was clean and amenities were great! Good location for any of the local colleges or universities."
Tallahassee Townhome w/ Patio Near FSU Campus!
Property grounds
THE QUAIL COTTAGE (Downtown Thomasville)
10.0 out of 10, Exceptional, (88)
"Charming and convenient place- Host was great!"
The price is AU$515
per night
17 May - 18 May
THE QUAIL COTTAGE (Downtown Thomasville)
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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.

Monticello Holiday Home Travel Info

Other types of properties in Monticello you may be interested in

Lobby
Econo Lodge
2.0 star property
7.4 out of 10, Good, (703)
"For Econo Lodge type is was very pleasant. Friendly staff, comfortable bed, clean room, strong and hot water in shower. Breakfast had coffee, bagels, yogurt. Good place to put down your head to rest. "
The price is AU$103
per night
16 June - 17 June
Econo Lodge
Exterior
La Quinta Inn by Wyndham Tallahassee North
2.5 star property
5.4 out of 10, (1001)
"Good"
The price is AU$90
per night
28 May - 29 May
La Quinta Inn by Wyndham Tallahassee North
Exterior
Hyatt House Tallahassee Capitol – University
3.0 star property
9.0 out of 10, Wonderful, (1153)
"My husband and I stayed at this property for Mother’s Day weekend. It was right after the storm in Tallahassee. The hotel only had lights in the lobby, hallways, and elevators. We didn’t have lights or hot water in our room, but it was still a great experience. The staff was very caring and professional. Considering the weather conditions, they put forth the best hotel accommodations. We will be there again regardless."
The price is AU$182
per night
27 May - 28 May
Hyatt House Tallahassee Capitol – University
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 Monticello 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 Monticello 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 Monticello holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monticello holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello. 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 Monticello 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 Monticello holiday rentals we have selected for you start as low as AU$186 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monticello rentals

At Expedia, we put the best Monticello 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 Monticello 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 Monticello 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 Monticello. 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 Monticello?

Yes, there are holiday rentals close to the most popular sights in Monticello, or you can select a more secluded option if you're looking for a relaxing stay. Monticello is known for its football games and coffee shops. Make sure you have time to check out the wineries while you're in the area.

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

Paradise at Tallahassee - 4BR/2Bathrooms: This holiday home rental outside of Monticello offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, 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 garden.

How many holiday rentals will I find in Monticello?

Expedia has 13 holiday rentals for your stay in Monticello.

What’s there to see and do in Monticello?

St. Marks River Preserve State Park and "Boots" Thomas Veteran Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Monticello Opera House is one of the cultural attractions. While here, Jefferson Country R. J. Nailer Public Library and Jordan Memorial Park are other places worth a visit.

What’s a holiday rental in Monticello like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monticello. Holiday rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.

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