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Holiday rentals in Monticello

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Top-rated holiday rentals in Monticello

Guests agree: these stays are highly rated for location, cleanliness and more.

Tiny home in Carrabelle

4.86 out of 5 average rating, 209 reviews

The Sweet Peach - 2 Adults 1 toddler

This NOT so tiny, tiny home is located across from the bay, has everything needed to enjoy your vacation. Completely remodeled in 2017. Shabby chic, beach decor, Q sized bed, 2 stuffed chairs & complete kitchen. Screened in porch, dining area, chairs. Relax with a beverage & enjoy the amazing view of the bay. Affordable small family (2 adults 1 small child) vacation or romantic getaway. Professionally cleaned after each guest stay. Bathroom is small with corner shower. Pet policy in listing

Cottage in Eastpoint

4.92 out of 5 average rating, 103 reviews

Cool Change - Lot 2

Our waterfront cottages are just a short drive to some of the area's favorite restaurants, breweries & 7 minutes from Saint George Island. Throw a line from the dock, head out on your boat or hit the water in your kayak. They can accommodate up to 6 guest & feature a fully stocked kitchen, bathroom, queen bedroom, bunk beds, pull-out-couch, flat screen TV's & a back porch overlooking the bay. We are also located next door to a public boat ramp with parking, Sfd retail market bait-tackle-shop.

Guest favourite

Home in Carrabelle

5 out of 5 average rating, 7 reviews

Cute New Resort Home Near Beach

Experience luxury living in this brand new fully furnished home within a golf and pickleball resort. Accommodate up to 8 guests and enjoy a perfect blend of relaxation and activity. Enjoy complimentary access to the community's private bayfront park, playground, and resort restaurant, with other resort amenities available at an additional charge (contact resort for pricing) – including brand new resort pool, 8 pickleball courts, bikes, fitness center, and 18-hole golf course with driving range.

Guest favourite

Home in Carrabelle

4.83 out of 5 average rating, 12 reviews

Mingo Manor

Come enjoy the peaceful and relaxing beauty of the Forgotten Coast of Florida. Swim in our sparkling clubhouse pool or experience the uncrowded white sand beaches of the gulf. Enjoy boating, fishing, kayaking, paddle boarding, etc. Sample some of our unparalleled fresh local seafood. Experience history and adventure by day trips of sightseeing to places like Appalachicola, Wakulla Springs (where the original Tarzan was filmed) , St Mark's and other places. Pet friendly with fenced yard.

Guest favourite

Home in Valdosta

4.92 out of 5 average rating, 49 reviews

Luxury Tranquility In The Pines

Nestled among the pine trees in a highly sought after neighborhood. This home is amazing 5 star accommodations with a modern country feel. Feel at home in this luxury home away from home. Close to everything. Just 2 miles off of I-75. 5 minute drive to everything from dozens of restaurants and shopping including Publix, Starbucks, Chic-fil-a, and the shopping mall. Open bright and airy floor plan. Large rooms, spacious backyard yard with large deck. TVs in every room and onsite EV charging.

Guest favourite

Home in Panacea

4.91 out of 5 average rating, 144 reviews

Fishermans Retreat

Fisherman's Retreat is the perfect location to get away from the stress of the city. Located in the heart of the quiet and cozy Panacea ocean community you are close to several beaches, boat ramps, favorite local fishing spots, kids playground across the street and our outstanding Gulf Specimen Aquarium that is fun for all ages. Plus, you can take in and enjoy several local restaurant that will satisfy every culinary appetite. So, check out of the big city and check into our relaxing home.

Guest favourite

Cottage in Carrabelle

4.91 out of 5 average rating, 108 reviews

The Oyster Bed- Riverwalk Cottages Unit 204 B

Welcome to the Oyster Bed at Riverwalk cottages in the heart of carrabelle. This is a small one bedroom bungalow that offers comfort and luxury! Comes with a well equipped kitchenette. You can walk across the street to the riverfront shops, bars and restaurants. We are PET FRIENDLY! Located Less than a mile to the carrabelle beach and just a quick 20 min ride to beautiful St George Island. Boat parking!!!! Come explore this quaint fishing village. Please look for the Oyster Bed sign

Guest favourite

Home in Alligator Point

4.95 out of 5 average rating, 64 reviews

Family Beach House | Steps to Sand & Shells | Pets

Discover this hidden gem on Florida's Forgotten Coast at our Updated &Fully Equipped Beach House just steps from a Private White Sand Beach. Perfect for your next family vacation, this beach house features: 5 bedrooms & 6 beds 3 baths Complimentary beach chairs & toys BBQ Smart TVs, & more! Relax on the screened porch or spend the day playing on the beach enjoying the peaceful and breathtaking natural surroundings. Book now to experience the ultimate beach escape @ SEAcluded Paradise!

Guest favourite

Townhouse in Alligator Point

5 out of 5 average rating, 22 reviews

Alligator Point Bayfront Townhouse

"Drift Off Course" offers beautiful Views of the Bay! This home is a true Boaters Delight - offering boat access at the Marina or right behind the house. It's also sure to please those who love the beach. Enjoy a private strip of beach area of the bay or an easy walk over to the gulf. With a location that can't be beat - walking distance to the boat ramp, Alligator Point Marina, deeded access to the Beach across the street with multiple views of the beach, bay and the marina.

Guest favourite

Home in Eastpoint

4.98 out of 5 average rating, 329 reviews

Point Break- Take a break at the Point

Nested 2 blocks from Apalachicola Bay, 10 minutes from the Apalachicola River and 10 minutes from St George island, our cozy cottage is a new build that has all of the comforts of home. Four adults can stay comfortably with 2 very comfortable beds and 1 bathroom. We also have a fold out cot perfect size for a child. Our home is in a very quiet neighborhood located on a cul-de-sac and is a short driving distance from fishing, hunting, shopping and sight- seeing adventures.

Cottage in Thomasville

5 out of 5 average rating, 4 reviews

Cottage with private outdoor oasis

Whether you are in town for business or visiting family this private oasis will be your favorite home base. Recently remodeled, this home has amazing upgrades in the kitchen. 2 perfectly sized bedrooms (1 King, 1 Queen) and an incredible outdoor space. The home has been tastefully decorated and is well stocked with everything you will need. 1,344 square feet inside, includes a sunroom with a dedicated work space, and private outdoor seating for a retreat like no other.

Guest favourite

Home in Carrabelle

5 out of 5 average rating, 16 reviews

Snapper Shack with hot tub

Old Florida at its finest. National forests surrounding the forgotten coast. Fish, hike, see wildlife, explore the peaceful quaint town of Carrabelle. St George island world renowned beach 25 minutes away or St George Island State Park, pay $6 carload for one of the most beautiful beaches in the US. Enjoy dog friendly Carrabelle beach, 5 minute drive. Take the ferry to dog island, a beautiful dog friendly beach only accessed by boat and it can be yours for a day!

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Popular amenities for Monticello holiday rentals

Free parking on premises

Air conditioning

Stay near Monticello's top sights

Rev Cafe11 locals recommend

Monticello Opera House, Inc.8 locals recommend

Tupelo's Bakery & Cafe7 locals recommend

Other great holiday rentals in Monticello

Guest favourite

Home in Lake Park

4.99 out of 5 average rating, 130 reviews

Lakefront home. sleeps 4- 1 bedroom 1 bath

Guest favourite

Home in Tallahassee

4.9 out of 5 average rating, 20 reviews

Fantastic Gem Minutes from Campus/Stadium, Capitol

Guest favourite

Guest house in Crawfordville

5 out of 5 average rating, 53 reviews

White Squirrel Cottage

Guest favourite

Home in Saint Teresa

4.92 out of 5 average rating, 59 reviews

Cozy coastal cottage w/pool and dogs are welcome!

Guest favourite

Home in Carrabelle

4.87 out of 5 average rating, 31 reviews

The Snapper House

Guest favourite

Townhouse in Carrabelle

4.95 out of 5 average rating, 146 reviews

Save a Ship ~ Ride a Pirate!

Guest favourite

Home in Bainbridge

4.95 out of 5 average rating, 92 reviews

The Cove

Guest favourite

Home in Hahira

4.97 out of 5 average rating, 68 reviews

Cozy Cottage in Convenient Hahira Location

Quick stats about holiday rentals in Monticello

Total rentals
20 properties
Nightly prices starting at
$54 SGD before taxes and fees
Total number of reviews
830 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore