Holiday rentals in San Mateo

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Top-rated holiday rentals in San Mateo

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

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Superhost
A wooden dock extends into calm waters, leading towards a vibrant sunset. The sun casts warm hues across the sky, reflecting gently on the water's surface. Silhouettes of boat lifts are visible along the shoreline, with lush greenery framing the scene.
Home in Georgetown
4.84 out of 5 average rating, 55 reviews

2/2 Lakefront w/large screened porch & dock

Come enjoy a nice peaceful stay at this quiet and relaxing home tucked away in Georgetown FL. Located on a quiet dead end street directly on the water with covered boat lift and private dock! Grab your boat and take a spin on Lake George, head over to SilverGlen Springs, Salt Springs or cast a line from the dock! This home has a huge backyard with a fire pit for roasting s’mores or hotdogs. Enjoy gorgeous scenic views of Lake George, Drayton Island, and the St. John’s river with majestic sunsets

Superhost
A spacious living area features a comfortable sectional sofa adorned with neutral-toned cushions. Natural light flows through the large windows, draped with sheer white curtains. A low coffee table sits at the center, with a flat-screen TV mounted on the wall opposite.
Bungalow in Palatka
4.89 out of 5 average rating, 66 reviews

River & Ravine Retreat: Relax, Explore, Golf, Fish

EXPLORE: Downtown Palatka HIKE: Ravine Gardens State Park GOLF: Palatka Golf Club FISH: The St. John's River Come stay with us and explore it all! In 3 bedrooms/ 2 baths, enjoy a space for everyone. Home features two stylish and comfortable King bedrooms and one thoughtfully designed bunk room! Enjoy your relaxing retreat after a day of activities in this central FL location. Just 5 minutes from Palatka City dock, downtown, and Ravine Gardens State Park. Pet friendly for 1-2 dogs (with fee).

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, 139 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 two-story Tudor Revival home is set against a clear blue sky, showcasing its distinctive brick detailing and half-timbering. Lush green grass surrounds the house, complementing its elegantly designed facade, while decorative windows and a welcoming entrance contribute to the overall charm of the residence.
Flat in Ocala Historic District
4.94 out of 5 average rating, 137 reviews

Private, beautiful apartment in historic district

This apartment is located inside the famed Kemp House. The Kemp house, circa 1938, is a Tudor Revival home, built for T.J. Kemp an agent for the Sinclair Refining Company during the 1930s. This large residence is noteworthy for its brick detail and half-timbering. Originally a single-family residence, it eventually because a boarding house in the 50s and 60s-renting rooms weekly. Later it housed retail stores, a coffee shop, and The Blue Heron Gallery. This space was used as an Art Gallery.

Top guest favourite
A living room area is presented with a comfortable gray sofa, accent pillows, and a wooden coffee table. Light-colored side tables with lamps complement the arrangement. A decorative rug adds warmth to the space, while a serene wall art piece depicts a coastal scene.
Apartment in Crescent Beach
4.99 out of 5 average rating, 108 reviews

Beach Therapy - 2 Bdrm Condo, 3 Min Walk to Beach!

Our freshly renovated two-bedroom, two-bath Oceanside condominium is perfect for your next getaway. Only 50 yards away from direct access to beautiful and peaceful Crescent Beach--go from door to shore in just three minutes! Enjoy your morning coffee (or happy hour cocktail) in the screened patio overlooking the swimming pool. A short 15-minute drive to downtown St. Augustine and all it has to offer. Don’t miss the holiday season “Nights of Lights” which runs from November 18-January 31.

Top guest favourite
A spacious cabin features a welcoming screened porch with wooden steps leading up from the green lawn. The exterior combines natural wood tones with a green trim, surrounded by lush vegetation and shaded by trees in the rural setting.
Cabin in Micanopy
5 out of 5 average rating, 208 reviews

The Cabin at Shimmering Oaks

Modern cabin in a rural setting on 10 gorgeous acres surrounded by Florida’s best cycling and equestrian. This secluded, rural home is minutes from historic Micanopy and Victorian McIntosh. Surrounded by acres of horse farms close to great outdoor recreation: kayaking, boating, fishing, hiking, etc. Relax barefoot on beautiful, locally harvested Antique Heart Pine flooring. See Guest Access/Hold Harmless Notice. We are a No Pet and No Smoking/Vaping property. No outdoor fires allowed.

Guest favourite
A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.
Apartment in Butler Beach
4.93 out of 5 average rating, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Welcome to the Newly Renovated Ocean View Antastasia Condo, relax and enjoy this bright and airy 5th floor condo with a gorgeous coastal theme. Wood ceilings, brand new kitchen w/stainless steel appliances & aqua tiled feature wall & more! Ceiling fans & flat screen TV's in every room. Features stunning, breathtaking Ocean views with an enclosed glass balcony that opens to enjoy the ocean breezes and to hear the ocean waves. Wake up to a beautiful sunrise with your morning coffee!

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
Guest house in Mandarin
4.98 out of 5 average rating, 140 reviews

Pet Friendly Studio w/Tons of 5 Star Reviews

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

Guest favourite
Home in Jacksonville
5 out of 5 average rating, 6 reviews

Cozy Modern 3BR Retreat@ St Augustine

Discover comfort, quiet and charm in this beautifully appointed 3-bedroom home in the heart of Jacksonville’s Southern Belle neighborhood. Relax with the whole family at this peaceful place with easy access to the city's vibrant mix of beaches, parks, and outdoor adv. * 2 miles from Hampton Golf Club *8 miles from Durbin Reserve Park *less than 14 miles from Beaches *less 20 miles from St Augustine and its attractions like Fountain of Youth and many more

Guest favourite
A serene outdoor space is depicted, featuring a paved patio with two red chairs. A hammock is positioned nearby, and the view extends over lush green grass towards Lake Broward, framed by trees and a peaceful sky. Decorative string lights are strung above.
Home in Pomona Park
4.83 out of 5 average rating, 58 reviews

Lake Broward Oasis

Enjoy a relaxing getaway at this cozy lake house on Lake Broward, one of Florida’s hidden gems. This spacious home features three bedrooms, two bathrooms, a fully equipped kitchen, and a large living room with outdoor fire pit. You’ll love the stunning views of the lake. The private dock is perfect for fishing, swimming, or boating on the clear water. Whether you’re looking for adventure or tranquility, this lake house has it all. Book your stay today!

Guest favourite
A vintage-style camper features a light-colored exterior with red stripes. Two turquoise chairs sit in front of a small table on the grassy area beside it. An awning extends from the camper, providing shade and comfort for outdoor enjoyment.
Camper van/Motorhome in Ocala
4.98 out of 5 average rating, 189 reviews

Retro style camper. Near WEC & I-75, Comfy Bed

Looking for fun with the kids, a nostalgic glimpse into the past, a romantic getaway or just respite for the night? Every feature of the vintage cruiser recalls the fun of the 50's with an added bonus of state-of-the-art luxuries. The setting is in my beautiful food and flower laden yard with a beautiful view of farmland across the street. Full kitchen, retro style dining area, Queen & 2 Bunk beds, Closet & storage space. S’more’s & fire pit.

Popular amenities for San Mateo holiday rentals

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