Holiday rentals in San Mateo

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Top-rated holiday rentals in San Mateo

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Top guest favourite
A scenic view of the St. Johns River at sunset, framed by lush palm trees. A wooden dock extends into the water, leading to a covered area. A firepit is set nearby on a stone pathway, providing a cozy spot to admire the serene landscape.
Bungalow in St. Augustine
5 out of 5 average rating, 47 reviews

NEW-St. Augustine Riverfront Home

Exclusive for Adults & Teens ages 14plus - Directly on the St. Johns River, just 20 minutes from Downtown St. Augustine & 30 minutes from the beaches. Breathtaking sunsets following a day exploring the historic city or relaxing at the beach. Bring your own boat to enjoy all that the river has to offer. This cozy 1 bedroom/1 bath has all the comforts of home. The romantic setting makes it an ideal space to reconnect, unwind, & rejuvenate or bring your family for some downtime, fun & relaxation.

Top guest favourite
A wooden dock structure stands on stilts above the water, surrounded by tall trees. A staircase leads to an upper deck, which provides views of the calming water below. The reflections of the structure can be seen in the serene surface of the creek.
Home in Satsuma
5 out of 5 average rating, 30 reviews

Dunns Creek Retreat

Newly remodeled 3 bedroom, 2 bathroom home in the heart of Florida's Bass Fishing capital. Sleeps 8. Climate controlled Florida room with panoramic views. Covered back deck. Dock and fish cleaning area. 5 minutes to Georgia Boys Fish Camp for all of your fishing needs, including a ramp to launch your boat. 2 car covered car port. Additional covered parking available for a boat or trailer. Large deck overlooking Dunn's Creek with a fish cleaning area. Quiet dead end street with great neighbors.

Top guest favourite
A charming blue one-story building is set against a backdrop of lush greenery, with a paved circular driveway leading to the entrance. Two covered porches with seating are visible, complemented by mature trees and open grassy areas surrounding the property.
Home in Palatka
4.92 out of 5 average rating, 48 reviews

101A Blue Gem 💎

Charming one full bedroom-Full bathroom beautifully decorated and turn key. Easy access to St. John’s River and you will have access to private boat ramp to go boating and or fishing. Located close to many natural springs and Ocala National Park. Unit has all cooking utensils and pot and pans plus all bedding and towels with full washer and dryer. This home is pet friendly. One pet allowed under 40lbs with a one time fee of $75 for the stay. Fee is paid directly to owner at check in via venmo.

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, 300 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, 109 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 wooden dock extends over a calm lake, surrounded by lush greenery and water lilies. The sky is bright and blue, with scattered clouds reflecting on the water's surface, creating a serene natural landscape.
Cottage in Interlachen
4.93 out of 5 average rating, 149 reviews

Sand Lake Getaway

Enjoy stunning lake views while sipping your morning coffee on the back deck. Lots of paddling options exist here on spring-fed Sand Lake. Hosts offer a paddle boat, canoe, and paddle boards for your enjoyment. Practice yoga on your own private deck, fish from the dock, or star gaze around the campfire each night. Discover nearby Florida Springs and beaches all within 30 - 60 minutes. This 800 sq. ft cottage is centrally located between Gainesville & Saint Augustine. Netflix | Hulu | Wifi | BBQ

Guest favourite
Two boats are docked under a wooden structure, with one being a 16-foot inflatable model equipped with a 20-hp motor. Surrounding greenery is visible along the waterway, offering a natural setting. The dock features wooden planks and a serene view of the canal.
Home in Satsuma
4.9 out of 5 average rating, 20 reviews

FREE BOAT to use ,Fish Camp, Water Front, Pets ok

Family memories will be made guaranteed! FREE 16FT BOAT USE WITH 4 NIGHT STAY Pets welcome $50 per pet Spring water provided Enjoy all Florida has to offer! World class fishing Boating Wildlife viewing Relaxing Hunting Fish from the dock free worms farm Screened porch 1 grill and 1 griddle flat top 3 Bedroom Sleeps up to 7 adults and 2 kids (bunk bed) 2 king beds 2 sleeper sofas (1 queen and 1 twin) 1 Futon 1.5 Baths Fish cleaning station Washer and Dryer Keurig Linens and cook ware

Guest favourite
Home in Vilano Beach
4.87 out of 5 average rating, 75 reviews

Breathtaking ocean views: Your Perfect Vacay!

Amazing beachfront 3 bedroom on pristine St augustine private beach. Duplex home with two 3 bedroom 3 bath units. Each home has private access, private deck off the kitchen and cabana onto the beach. Totally separate spaces with screen privacy on deck. Each home has a wonderful walk out cabana with private outdoor shower, lounge seating, Adirondack chairs and outdoor table with seating. Enjoy the beach right outside Gorgeous weather all year long! Ask about our snowbird monthly stays

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.

Guest favourite
Home in Satsuma
4.92 out of 5 average rating, 12 reviews

Satsuma on Dunn's Creek

Nice updated 2 Bdrm 2 Bath. With a fenced in yard and nice covered 15’ back porch. Enjoy the evening sitting outside and eating dinner. Large fire pit outside. Brand new kitchen with granite counter tops and gas stove. Roku stick is supplied for tv access. Forget your worries in this spacious and serene space. Centrally located in Satsuma, convenient to Daytona, Deland and St Augustine. Spacious parking enough for 2 trucks and trailers.

Top guest favourite
A vibrant sunset is reflected on the still surface of Lake McMeekin, featuring a striking blend of orange, pink, and blue hues in the sky. The silhouette of trees borders the water, creating a serene and tranquil atmosphere.
Home in Hawthorne
4.95 out of 5 average rating, 208 reviews

Harmony Oaks Guesthouse on Lake McMeekin

Enjoy a great getaway at Lake McMeekin. Ours is a beautiful spring fed lake with beautiful sunrises. A private dock with table and chairs is part of the package. Our guesthouse provides a spacious, comfortable, quiet, lake retreat in the country with 30 minutes of Gainesville, Ocala and Palatka. Bring a kayak or canoe... or some fishing equipment and fish off the dock or enjoy the area's many fishing lakes and springs.!

Popular amenities for San Mateo holiday rentals

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