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Top Holiday Rentals in Monticello

Property grounds
ON BEACH! Beautifully decorated. Everything you need! Beach toys firepit kayaks
10.0 out of 10, Exceptional, (21)
"Super easy check in. Not a lot of checkout duties. Hope to stay again sometime next year"
ON BEACH! Beautifully decorated. Everything you need! Beach toys firepit kayaks
Pool
The Hidden Treasure near FSU
10.0 out of 10, Exceptional, (4)
"Hidden treasure was a great stay, very clean and comfortable and really homey."
The Hidden Treasure near FSU
Pool
Coastal Getaway on canal-steps to the beach
10.0 out of 10, Exceptional, (27)
"Perfect House for a Anytime Trip."
Coastal Getaway on canal-steps to the beach
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Property grounds
Lakefront southern charm in beautiful quite area
10.0 out of 10, Exceptional, (130)
"The wrap around porch is wonderful and such a beautiful view of the lake!!! Everything you will ever need is in this house! It was a great getaway!!! Neighbor was so quiet and so much fun watching the boats!!"
Lakefront southern charm in beautiful quite area
Property grounds
Relax on a Beautiful River in a Natural Florida Setting
10.0 out of 10, Exceptional, (202)
"Stayed for a few days, mostly to visit family, but did get to explore Wakulla Springs and St. Marks Lighthouse. It was so nice to have morning coffee on our private dock and listen to the birds awaken and the barred owls having conversations before turning in. Can't say enough about the kindness of our hostess!! She went above the call of duty!! And, it's always a great bonus when you have top of the line toilet paper and bath towels!!"
Relax on a Beautiful River in a Natural Florida Setting
Property grounds
THE QUAIL COTTAGE (Downtown Thomasville)
10.0 out of 10, Exceptional, (87)
"Cute little house was perfect for our small group. Very clean, great neighborhood. The extra little amenities, chocolates, snacks and popcorn were a nice touch after a long drive."
The price is £277
per night
5 May - 6 May
THE QUAIL COTTAGE (Downtown Thomasville)
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...
The price is £250
per night
5 May - 6 May
Shell Point Beach 2BR condo with marina views
Fridge, microwave, stovetop, dishwasher
Bright Tallahassee Retreat w/ Lanai + Yard!
10.0 out of 10, Exceptional, (24)
"We chose to celebrate Easter with our daughter and her roommates, bringing them a home cooked meal. Staying in the home were 6 adults and a dog, but the 4 students from FSU joined for a meal. The kitchen was sufficient to cook a full holiday meal, with a bit of creativity regarding what went in the oven together. Our dog really enjoyed the fenced in backyard and made “through the fence friends” with the dogs next door. We enjoyed being able to relax and enjoy the beautiful spring weather in...
Bright Tallahassee Retreat w/ Lanai + Yard!
Exterior
Beautiful private cottage conveniently located in Killearn Estates
10.0 out of 10, Exceptional, (80)
"Absolutely marvelous"
Beautiful private cottage conveniently located in Killearn Estates
Property grounds
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
10.0 out of 10, Exceptional, (80)
"We have stayed at this property several times over the years and it fits our needs perfectly."
The price is £159
per night
6 May - 7 May
Enjoy Crawfordville downtown convenience at the Courtyard’s Pelican Cottage.
Interior
2 - 1 Cozy -Clean- Quiet Cottage.
10.0 out of 10, Exceptional, (16)
"Great"
The price is £127
per night
13 May - 14 May
2 - 1 Cozy -Clean- Quiet Cottage.
Property grounds
Palmer & Tally | Fenced in Yard w/ Private Pool
10.0 out of 10, Exceptional, (11)
"Loved loved loved all the space in this rental. Great for older adults visiting the younger families and gathering for a black tie wedding. We all had a blast. Kids loved exploring parks and neighborhood. The area is super close to the tux rental (Mens Warehouse) First Watch, Publix, etc. We went to the Maclay Gardens State Park...worth the short drive....and spent an afternoon. Huge trees there and around Tallahassee love this area! Great time...Thanks"
Palmer & Tally | Fenced in Yard w/ Private Pool
Fridge, microwave, oven, stovetop
Peace on the river. Wakulla springs nearby. Wakulla River adjoins property’.
10.0 out of 10, Exceptional, (14)
"Love this clean, quiet home away from home!"
Peace on the river. Wakulla springs nearby. Wakulla River adjoins property’.
Fridge, microwave, oven, stovetop
Farmhouse Right in Midtown Tally
10.0 out of 10, Exceptional, (2)
"NICE PLACE LOOKS LIKE THE PICTURES ON THE SITE I WILL BE BOOKING AGAIN"
Farmhouse Right in Midtown Tally
TV, fireplace, books
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
10.0 out of 10, Exceptional, (23)
"The house ,beautiful fenced in backyard,and fire pit were lovely!! All the necessities were provided. The host was VERY quick to respond to all questions. I did have some issues with the door locks BUT it was operator error for the most part. The back deck was large and inviting for early morning coffee and bird watching!! Very quiet and relaxing. Great stay!! Thanks for the hospitality!"
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Beach
Blue Heron House, Blue Heron House
10.0 out of 10, Exceptional, (15)
"Very nice and clean. Close to the community pool and pickleball courts."
Blue Heron House, Blue Heron House
Exterior
COZY, QUAINT, COTTAGE
10.0 out of 10, Exceptional, (5)
"Great place to stay. Very clean, close enough to easily get to things around Tally and still having some privacy. Great communications with owners and they even worked with me to allow me to check in early."
COZY, QUAINT, COTTAGE
Fridge, microwave, stovetop, dishwasher
Waterfront Escape w/ Balcony on Shell Point Beach!
10.0 out of 10, Exceptional, (25)
"This was just what we wanted. Very quiet and peaceful. If you're looking to party this is not your place. If you are looking to unwind and slow down, this is the place you want to go. The property was very well stocked. Had plenty of pots and pans for cooking and a grill outside. We will be back."
Waterfront Escape w/ Balcony on Shell Point Beach!
Property grounds
Two Homes in One - 2 Kitchens, 2 Living Rooms, 6 Bedrooms, 9 Beds (Full-Kings)
10.0 out of 10, Exceptional, (2)
"Great place! Easy to get in and super comfortable"
The price is £536
per night
5 May - 6 May
Two Homes in One - 2 Kitchens, 2 Living Rooms, 6 Bedrooms, 9 Beds (Full-Kings)
Interior
Groups 4-4 -Private-Hot Tub-Pool-WOW!
10.0 out of 10, Exceptional, (19)
"This home was amazing for me and my family. We ranged from 5 to 75+ and each enjoyed the stay. The home was big with plenty of room to spread out. Even the teenagers had space to get away. Be prepared to cook in this amazing kitchen! You will feel like a professional chef! The pool was great for the kiddos and the hot tub was perfect for the adults. The location is perfect for Tallahassee. Look no further! Rory and the hosts are top notch and make sure your stay is PERFECT! I will be back with...
Groups 4-4 -Private-Hot Tub-Pool-WOW!
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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 Rental Travel Info

Other types of properties in Monticello you may be interested in

Exterior
Hyatt House Tallahassee Capitol – University
3.0 star property
9.0 out of 10, Wonderful, (1123)
"Nice place"
The price is £101
per night
27 May - 28 May
Hyatt House Tallahassee Capitol – University
Rooftop terrace
Hotel Duval, Autograph Collection
4.0 star property
8.0 out of 10, Very good, (935)
"Great customer service! "
The price is £114
per night
25 May - 26 May
Hotel Duval, Autograph Collection
Lobby
Econo Lodge
2.0 star property
7.6 out of 10, Good, (697)
"Just a quick overnight but really nice people who are very down to earth. Room was clean, bed was so comfy. "
The price is £55
per night
26 May - 27 May
Econo Lodge
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, apart-hotels, 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 favorite 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 depends 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 £127 per night. Entering your travel dates in the search wizard you might find 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?

Luxury home-close to Cascades: This holiday home rental outside of Monticello has air conditioning and laundry facilities to help you feel perfectly comfortable 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.

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.

Recent reviews of Monticello properties
Expedia verified reviews