Vacation rentals in San Mateo

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Top-rated vacation rentals in San Mateo

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Top guest favorite
A spacious bedroom features a comfortable bed with a woven headboard, flanked by two bedside lamps. Natural light enters through a window dressed with wooden blinds. A ceiling fan circulates air, while decorative paddles add an interesting touch to the wall.
Apartment in St. Augustine
4.93 out of 5 average rating, 312 reviews

Toast Sunsets from the Wraparound Deck at a Coastal Oasis

A wonderful getaway, this property includes two airbnbs. A two story home with a detached guesthouse. These listings can be rented separately or together, if available. This listing is space is about 1,000 sq ft. You will have exclusive access to the second story apartment and wrap around porch. You will have one dedicated parking spot. There is a small backyard area with an outdoor shower that is shared with the other Airbnb. Access to the apartment is via keypad code. Were available if you need anything, but many times we only communicate with our guests through Airbnb! This Crescent Beach retreat is set back a bit from the road just 3 blocks from the ocean and 8 miles from downtown. Uber is the best way to get around without a vehicle. The Crescent Beach house is on A1A, set back a bit from the road. A1A is a moderatly busy two lane highway. However, you access the home from the backyard, which is also where you park, via a short grass road. Uber is the best way to get around if you do not have your own vehicle. This property includes two airbnbs. Each listing has one dedicated parking space in the rear of the property via a short grass backroad. The parking spaces are right next to each other.

Top guest favorite
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, 294 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 favorite
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, 144 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 favorite
A kitchen countertop featuring a custom design reminiscent of ocean waves, highlighted by an array of fruit in a white bowl. A blue vase holds sunflowers, complementing the aqua-colored backsplash made of square tiles.
Condo in St. Augustine Beach
4.86 out of 5 average rating, 246 reviews

Oceanside Condo-2 pools, 5 hot tubs, pickleball

A newly renovated 4-bed beach condo decorated with a peaceful ocean theme will be the perfect beach house for your St. Augustine stay! With 2 swimming pools, 5 jacuzzis, tennis & pickleball courts, & private walkways to the beach, this centrally located spot will have you both entertained and relaxed while on vacation. The nautical tri-bunk room is fun for the family, the classic coastal master bedroom is serene, & the martini bar adds a festive element. You'll always remember this vacation!

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, 62 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 favorite
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, 134 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!

Guest favorite
Home in East Palatka
4.88 out of 5 average rating, 147 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 favorite
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.
Guesthouse in East Palatka
4.94 out of 5 average rating, 113 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.

Top guest favorite
A spacious studio features a king bed with a patterned blanket, complemented by a cozy sofa and armchair. A kitchenette is visible in the background, along with a modern ceiling fan overhead. Large windows allow natural light to fill the room.
Guest suite in St. Augustine
4.98 out of 5 average rating, 375 reviews

Cozy studio 15 mins to beaches & historic downtown

Outstanding location + amenities, 15 minutes to beaches + historic downtown (Nights of Lights!) Minutes walk to the intercostal w/ piers, boat ramps, perfect for pleasant walks. Close to lots of shopping + dining. Quiet, friendly neighborhood, ample parking-trailers & boats welcome. Kid friendly w/ toys, pack & play + more. Laundry, walk-in shower, private entrance. Private deck w/ cheerful seating. Well equipped kitchenette. Easy drive to theme parks, Daytona + more.

Top guest favorite
A serene lake reflects the surrounding greenery and the structures nearby. The clear water reveals silhouettes beneath its surface, hinting at aquatic life. Palm trees frame the scene, enhancing the natural beauty of this gated campground.
Camper/RV in Marion County
4.92 out of 5 average rating, 226 reviews

Easiest camping ever, RV & Golf cart included

Welcome to the Damon Nomad! Gated Lakefront campground. No RV experience needed. Across street salt springs. A short drive to Silver glen, Silver, Alexander & jupiter springs. Only RV I know of with a California King. Tons of stuff to do if you like the outdoors. Take the golf cart to the restraunts, bait store, dollar general or just cruise the campgrounds. $35 checkin fee for up 2 vehicles. If booked try: www.airbnb.com/h/paulapuma www.airbnb.com/h/tinytina

Guest favorite
A spacious wooden deck is illuminated by string lights, featuring a seating area with wicker furniture and a designated space for dancing. The tranquil river view and the sunset create a serene backdrop, with Spanish moss hanging from nearby oak trees.
Cabin in St. Augustine
4.87 out of 5 average rating, 176 reviews

ROMANTIC RIVERFRONT CABIN~ BRING BOAT ~ SLEEPS 2

Relax with your sweetheart while watching the fish jump from your own private deck. The cabin has been open for 3 years and has 92 reviews and has 4.89 STARS out of 5! "The View is absolutely beautiful, especially the sunsets! & You can see this amazing view right from the bed!" Alex April 2022/ We've replaced the microwave with an air fryer. Everything you need to have a wonderful vacation is right here! Including Breakfast foods!

Top guest favorite
An aerial view captures historic buildings along a roadway, featuring distinct architectural styles with green and orange roofs. The backdrop showcases a wide river under a bright blue sky, with trees and greenery lining the waterfront.
Apartment in Palatka
5 out of 5 average rating, 10 reviews

Historic Loft with balcony access!

This special place is close to everything, making it easy to plan your visit. From our Historic Downtown to the Riverfront view, there's something for everyone. While we are relatively new to AirBnB we are not new to caring for guest and creating experiences. We also hope you’ll love the balcony view overlooking the gorgeous St. Johns River! *Please note - Not wheelchair accessible*

Popular amenities for San Mateo vacation rentals

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