Pet-friendly holiday rentals in Monticello

4.96 out of 5 average rating, 109 reviews

Flat in Tallahassee

Like New Midtown Retreat | 3 TVs • Ethernet Port

This is a newly renovated 2BR 1 Bath apartment on the first floor located central off Meridian, a Canopy Road, in Tallahassee, just a short ride or walk to shopping, Whole Foods, Riccardos, ABC, Publix, Walmart, Food Glorious Food, Winthrop Park, Planet Fitness and hundreds of nearby restaurants and coffee shops, Near John Knox and the Trousdell Aquatics Center. These units come with over the top line beds, 3 Tv's and fast internet-20 minutes to just about anywhere in Tallahassee. Pool 0.9 mi.

WalkabilityPetsAmenities

A single-story home is depicted with a light-colored exterior and contrasting red accents on the doors and shutters. A covered carport provides shaded parking space. The surrounding grassy yard features well-maintained trees, contributing to a peaceful neighborhood ambiance.

4.96 out of 5 average rating, 125 reviews

The Beachum House

Updated with brand new furniture! Cozy & comfortable, the Beachum House is a relaxation destination tucked away in a quaint, quiet neighborhood in downtown Tallahassee. This home is the perfect, peaceful getaway with quick access to Tallahassee's finest restaurants, shopping, and of course, the Florida State Seminoles! 2 minutes from Target, 3 minutes from the Governor's Square Mall, 5 minutes from Cascades Park, under 8 minutes from FSU. Oversized fenced back yard, perfect for doggos & friends!

Outdoor spacesPetsValue

4.98 out of 5 average rating, 105 reviews

A cozy room features a spacious bed dressed in colorful bedding, accompanied by decorative pillows. A vintage chair sits nearby, complementing the natural wood wall. Sunlight filters gently through the curtains, while a mirror reflects the inviting atmosphere of the space.

Tiny home in Tallahassee

Cozy Country Cottage - Waterfront!

Enjoy the sounds of nature when you stay in this unique country cottage on private Turkey Pond. Deer, turkey & raptors are just some of the wildlife you may encounter. Stunning sunsets are common & kayaks are on hand for a paddle. There is outdoor seating & a sun umbrella for the porch and stars twinkle on clear nights. Special touches make your stay comfy & cozy including on-demand hot water, a luxurious queen bed w/ a cozy comforter, mini-split heat/ac, dish network, smart tv & much more.

Outdoor spacesPetsWifi

4.99 out of 5 average rating, 137 reviews

King bed-Office-Pet-Fenced Yard-Fast WiFi

Welcome to our charming Bo-ho retreat! This 3-bed, 2-bath dog-friendly house is a Bo-ho lover's dream. Step into a world of relaxation as you immerse yourself in the carefully curated Bohemian Decor. Unwind in the cozy living room or whip up a delicious meal in the fully equipped kitchen. The bedrooms are comfortable and tranquil. Outside, the private and spacious fenced-in yard is perfect for your fur babies to roam freely. Come experience the harmony and beauty of this perfect Bo-ho getaway.

Outdoor spacesWalkabilityHospitality

Guest house in Monticello

A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.

4.92 out of 5 average rating, 115 reviews

Private Hot tub, Adjusting Kingbed, Gated Property

Read All to get Pet Discount! Walk to Historic District: famous for Ghost Tours, Good eats, Antique shopping, Live theatre, and Music on Fri. Nite @ THE Social. Returning Guests - before booking, send an "inquiry" for 50% Less Pet Fee! Also applies to "One Nite" booking with Pet! - Please Be Sure To Add Pets & Any Guest with you Upon Booking (list service animals as guest for insurance purposes). Pet fees are per stay, not per nite. - Any Smoking: Outside Only! [Medical also outside Only].

Outdoor spacesPetsDecor

4.93 out of 5 average rating, 206 reviews

A welcoming entrance features a white wooden facade with a classic porch. Two rocking chairs sit on a brick pathway leading to a front door adorned with a wreath. Sunlight filters through nearby trees, creating a serene outdoor atmosphere.

Home in Thomasville

Edgewood Cottage

Whether you're in town for an event or looking for a getaway, you'll feel cozy, comfortable, and right at home in this historic cottage. Built in 1916, the home offers historic charm and modern amenities. With more than 1,600 sq. ft. and three bedrooms, there's room for the whole family! There's a huge fenced-in yard and Macintyre Park is just half a block away. The front porch and back deck offer serenity under the pines. Or take a 3 minute drive to experience all that downtown has to offer.

WalkabilityOutdoor spacesCleanliness

4.94 out of 5 average rating, 269 reviews

A serene view of a small lake is reflected in calm waters, surrounded by lush green trees. An arched wooden footbridge spans the lake, positioned against a backdrop of vibrant foliage under a cloudy sky.

Cottage in Tallahassee

Twisted Pine Lake Cottage, secluded & near town

Close to everything, a million miles away....... Down the two-track driveway, past the view of the nearest neighbors, our three-bedroom cottage awaits. Rest easy on the patio, with its view of the two-acre lake or cross the adjacent foot bridge to the island. Fish for bass and bream, stroll the walking path, paddle around and enjoy the wildlife, or just relax far from the madding crowd. This slice of paradise sits on 12 acres; our home is across the lake, out of sight and out of mind.

WalkabilityPetsAccess

Guest house in Thomasville

The living room features a cozy seating area with a patterned armchair and a small table. A large glass door provides natural light and a view of the outdoor garden, while a ceiling fan adds comfort. The flooring combines light and dark tiles, enhancing the space's inviting feel.

4.99 out of 5 average rating, 180 reviews

The Cottage on Park Ave.

The Cottage is a detached , private building. The COTTAGE has a high-end, very comfortable queen size bed , high-end linens, and feather pillows. Also a medium sized TV in the sleeping area, on the wall for separate viewing. The Cottage has a new state of the art smart A/C and heating system , with full heating and cooling. It has granite counter top kitchenette. There is a full bathroom. The living room has a 32 inch flatscreen TV and hey Ethan Alan couch that can double for a BED .

Outdoor spacesPetsCheck-in

4.95 out of 5 average rating, 143 reviews

A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.

Home in Crawfordville

Fisherman’s Oceanfront Dream Home w/Dock & Kayaks

35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)

Outdoor spacesWalkabilityWifi

4.92 out of 5 average rating, 247 reviews

Tall trees are seen reflecting on a calm body of water. The serene landscape is enhanced by the clear blue sky, creating a peaceful natural setting.

Home in Thomasville

SplitOak Farmhouse

A perfect place to relax, a country setting and still close to town. The farmhouse is 1700 sq foot 3 BR /3 BA home that boast 1500 sq feet of deck and dock area. A cozy fire pit is available for chilly nights. The farmhouse is 1000 feet from the Ochlockonee River and adjacent to Greenwood Plantation and River Creek Wildlife Management Area, a 2,437 acre Area open to hunting and camping. The home is 5 miles from downtown Thomasville and an easy ride to Tallahassee Florida

WalkabilityPetsLong stay

4.92 out of 5 average rating, 119 reviews

Smart Home Near FSU, Big Backyard, Family Friendly

Modern 4BR smart home in Tallahassee, minutes from Florida State University (FSU), FAMU, and downtown. Ideal for game-day weekends, graduations, family visits, and group getaways. Minimalist modern interior with 4 bedrooms, 3.5 baths, and a spacious lanai with patio lounge chairs. Large fenced backyard surrounded by lush greenery, perfect for kids, pets, and outdoor gatherings. BBQ grill and outdoor dining available. Free parking and smart home features throughout.

PetsWalkabilityCleanliness

A single-story home is positioned beside a two-car garage, both surrounded by well-maintained grass. Tall trees form a backdrop, providing a sense of privacy and tranquility. The house features multiple windows and a small set of steps leading to the entrance.