Holiday rentals in San Mateo

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Top-rated holiday rentals in San Mateo

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Top guest favourite
The charming entrance features welcoming decorations, including a cheerful 'Welcome' flag. A pathway of bricks leads to the door, flanked by potted flowers in vibrant colors. Two green chairs are positioned on the porch, inviting moments of relaxation.
Bungalow in Palatka
4.97 out of 5 average rating, 302 reviews

Palatka Arts and Crafts Bungalow c.1925

This is a historical Arts and Crafts home built in 1925 located a block from downtown. The location of the home is semi-commercial. A neighbor has teenagers and are sometimes known to play loud music and present as teenagers. Palatka is a rugged small town with areas of distress and ranks poorly in terms of economic opportunities. It has been identified as one of the poorest counties in the state of Florida. The town is small and less developed which appeals to those seeking a quieter life.

Top guest favourite
A comfortable seating area is offered with a light-colored couch adorned with colorful pillows. A plant sits on a side table, while large windows provide a view of Lake Stella. Natural light brightens the space, complemented by a patterned rug and stylish cabinetry.
Cottage in Crescent City
4.96 out of 5 average rating, 110 reviews

Lakefront cottage and dock★Free bikes & paddleboat

Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.

Guest favourite
A single-story home is presented on a spacious green lawn, surrounded by trees and natural landscaping. Large windows are visible across the front, allowing for natural light. The roof is sloped, and the structure is framed by a wooden fence in the foreground.
Home in San Mateo
4.9 out of 5 average rating, 20 reviews

Cozy country home

Welcome to our cozy San Mateo home. A perfect base for exploring the city of Palatka and surrounding areas. Our home is very spacious (3,100') and features large comf. living room, a well-equipped kitchen and four comf. bedrooms. Enjoy free Wi-Fi, AC and a smart TV for entertainment with easy access to the St Johns River, local parks and historic sites, you'll have plenty to explore. I also offer a large private patio for relaxing and enjoying the outdoors. I am looking forward to hosting you"

Top guest favourite
Home in St. Augustine
5 out of 5 average rating, 148 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Top guest favourite
A comfortable living area is presented with a gray sectional sofa and a floral-patterned armchair. A round black table sits in the center, complemented by a ceiling fan and natural light filtering through a window with blinds. A television is mounted on a light wall to enhance the space.
Home in Palatka
4.97 out of 5 average rating, 140 reviews

Sparkling new 3/2 home near the Saint Johns River

Your family will be close to everything when you stay at this centrally located home. Explore St. Augustine, Orlando, & the Ocala National Forest. How about a Gators Game? Go boating on the Saint Johns River. Bass fishing is popular in the area. Enjoy a bike trail & Ravine Gardens State Park. Discover local dining & coffee bars. Are you in town for a medical reason? This home is minutes from HCA Florida Putnam Hospital. Check in, relax, & have all the conveniences you need to enjoy your stay!

Top guest favourite
A wooden boathouse is nestled among tall trees, reflected in calm waters. The structure features a covered deck, providing a serene spot for observation. Surrounding foliage includes lush green plants and fallen leaves, enhancing the natural setting.
Home in Satsuma
4.95 out of 5 average rating, 38 reviews

Waterfront Family Home Secluded w/Boat Dock

Large updated Waterfront Home only 2 lots from the main Dunn's creek, with boathouse, dock space, fish cleaning station, minutes by boat to Crescent Lake and world-famous St Johns River. Secluded quiet location surrounded by wetlands, wildlife. Family friendly fenced back yard. Dunn’s Creek is a 6-mile, deep river, linking the St. Johns River to Crescent Lake. Shoreline is largely uninhabited except for the first two miles on the eastern shore. Excellent Fishing, boating, and water sports

Guest favourite
Home in East Palatka
4.89 out of 5 average rating, 148 reviews

Relaxing Florida Style - Home Away From Home 3

  Your escape on the outskirts of Old Town Palatka! This quiet retreat is just minutes from the beautiful St. Johns River, the perfect spot for bass fishing, shrimping, or launching your boat at one of the nearby ramps. Located just one block from the famous Cheyenne Saloon. In town for Bike Week, Race Week, or just exploring the area, my place is centrally located. 30 mins to St. Augustine beaches 1 hour to Daytona & the Speedway 1 hour to Jacksonville 2 hours to Orlando attractions

Top guest favourite
A large above-ground pool is framed by a sandy area, featuring colorful pool floats and a ladder. Slightly shaded seating areas with blue umbrellas provide comfortable spots nearby. The backdrop includes a blue house, surrounded by lush greenery, creating a relaxed outdoor environment.
Farm stay in East Palatka
4.98 out of 5 average rating, 90 reviews

Luxurious Ranch House 63 Acres w/ Pool

Perfect Family Getaway! Our spacious, fully equipped home offers comfort and memorable experiences. Enjoy the private backyard pool overlooking 63 acres of natural beauty. Explore the farm and see chickens, goats, cows, sheep, horses, turkeys, — and you may even spot wild deer wandering through. Whether you’re looking to reconnect with nature or simply unwind in a peaceful setting, this is the perfect destination. Swim, gather by the fire, bbq or stroll the tranquil farm grounds.

Top guest favourite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guest house in East Palatka
4.94 out of 5 average rating, 122 reviews

Charming Rustic Boathouse

Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Guest favourite
A newly renovated historic home is set against a serene natural backdrop, featuring a large deck accessible via a wooden walkway. The exterior showcases multiple arched windows and a modern roof deck, surrounded by lush vegetation and reflected in the calm waters of the marsh.
Cottage in Vilano Beach
4.92 out of 5 average rating, 168 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

Guest favourite
A tranquil scene of a private dock silhouetted against a vibrant sunset, reflecting warm hues on the calm surface of Lake Broward. The structure features a covered area with rope railings, overlooking the water and surrounded by serene natural landscapes.
Cabin in Pomona Park
4.98 out of 5 average rating, 40 reviews

Lake Broward Guest House-BoatDock, Nightly Rentals

Cozy relaxing Lake Broward Guesthouse! Private Dock! Across the lake from Ever After Farms Wedding Barn venue unlike others we offer Nightly Bookings. The charming guest house offers premium lakefront access with a boat ramp, dock, trailer parking and more. World class bass fishing at your front door. Kayak, paddle board, grill and common 30’ x 30 ‘ screened in lake front patio all for guest use. 10+ acres. See our other listing- “Lake Broward Hideaway”

Top guest favourite
A spacious deck features a wooden railing, offering views of surrounding trees and open fields. The natural light brightens the area, with a clear blue sky visible through the angular architecture. The tranquil setting is ideal for enjoying the outdoors.
Barn in Hastings
4.91 out of 5 average rating, 23 reviews

Woodsy Barndo Getaway

The first Barndominium in St John’s County, FL has been a passion project of mine since 2021. Built as a place for me to stay with my family, close to my mother’s house up the road since I was tired of spending time driving back and forth to hotels. I am ready to share my personal getaway with others since I only spend 3 months a year out there in Flagler Estates. All bedrooms are upstairs.

Popular amenities for San Mateo holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Putnam County
  5. San Mateo