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Vacation rentals in San Mateo

Vacation rentals in San Mateo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Mateo

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

Beauty at the Beach
SUPERHOSTEntire flat · 6 guests · 2 beds · 2 bathrooms
Beauty at the Beach

Spectacular 2/2 condo merely steps away from St. Augustine Beach. Fully refurbished. 2nd Floor. Handicapped and elevator access. 2 pools, 5 jacuzzis, tennis, racquetball, shuffleboard, fishing ponds, BBQ/Picnic area. Gated community. At least one guest must be 23 years of age. Parking passes are $15 one time; not daily, and purchased at the office upon arrival. NOTE** Cleaning fees are as follows: Weekend cleaning fee Fri/Sat/Sun $75 each day. Monday-Thursday $50 each day.

Beach and Serenity
SUPERHOSTEntire guest suite · 4 guests · 2 beds · 1 bathroom
Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however there IS A FEE and we need to know in advance. *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

What guests are saying:

“Our stay was perfect. Michelle was quick to respond to my dozens of questions both before and during our visit. The apartment was sparkling clean--didn't find so much as a stray piece of hair anywhere. We very much appreciated that the home is pet-friendly. My 11-year-old dog slipped the first time going up the stairs (because she was excited and took off too fast) so after that I made sure to take her up and down with a leash and she did great at the slower pace. After reading another review from earlier this month, I was a little concerned we'd be too hot, but the AC did its job and when it needed a boost, we had an extremely powerful portable fan that Michelle left out for us. We didn't sweat any more than we would anywhere else in Florida in the middle of summer. The AC is soon to be upgraded too so if you have any concerns about being hot, you will be fine! We were able to walk to the beach easily for a nighttime stroll and took the bikes out for a cruise to visit family at nearby Ocean Gallery. Everything with the bikes worked just fine. The house had everything we might have needed from plenty of towels to hair dryer to after-sun gel and rubbing alcohol. The kitchen is small but had every gadget we needed as well as plenty of counter space to prep food. If you are into coffee, Michelle keeps a good variety of Keurig pods stocked. The mattress was like a dream. It was hard to pull myself out of bed in the morning. We saw the family in the main house so know they were there, but we never heard them from inside our apartment. Overall, this was just the long weekend getaway we all needed and Michelle's place worked out great for our family of two adults, a lab mix and a cat. We highly recommend Michelle's home and will return someday if we are able!”

Sun-Sand & Sea  Ground Floor Beach Condo
SUPERHOSTEntire apartment · 4 guests · 2 beds · 2 bathrooms
Sun-Sand & Sea Ground Floor Beach Condo

Have your toes in the sand in minutes! Super short walk over our beautiful boardwalk to miles of coastal bliss. And Yes! We have a storage closet full of Beach supplies! Fresh and airy Beach Condo with 2 pools, Tennis and Racquet ball courts. Close to the Amphitheater, great restaurants and our beautiful Old Historic District. Sip wine on the patio as you enjoy the ocean breeze. Or have that morning cup of coffee and watch the sunrise. Walk out the back patio straight to the pool and beach.

What guests are saying:

“Honestly, we adored this location. It was everything we needed and more. There were little chocolates on the beds. A note for us on the fridge. You are right on the water! 15 minutes from downtown historic St. Augustine. So much room in this location. Everything is so clean. Plenty of room for so many people. The host is easy to get in touch with and super accommodating and sweet! I would recommend her to everyone! And I hope to be back at this location some day soon!”

Holiday rentals for every style

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Popular amenities for San Mateo holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in San Mateo

True Florida Pool Home Close to Many Adventures
SUPERHOSTEntire house
True Florida Pool Home Close to Many Adventures
Price:$ 153 SGD / night
Private beachside guest cottage
SUPERHOSTEntire guest house
Private beachside guest cottage
Price:$ 119 SGD / night
St. Augustine/Crescent  beach house
SUPERHOSTEntire house
St. Augustine/Crescent beach house
Price:$ 190 SGD / night
King/wPr bath*Pool*Hot Tub*Lt Bkfst Joel and Kathy
SUPERHOSTPrivate room
King/wPr bath*Pool*Hot Tub*Lt Bkfst Joel and Kathy
Price:$ 57 SGD / night
⛱Canal Front Home⛱Walk to Beach, Porch, Fishing
SUPERHOSTEntire house
⛱Canal Front Home⛱Walk to Beach, Porch, Fishing
Price:$ 165 SGD / night
Gorgeous Sea Place Ocean View Condo
SUPERHOSTEntire apartment
Gorgeous Sea Place Ocean View Condo
Price:$ 214 SGD / night
Queen*Pr Bath*Pool*Hot Tub*Lt Bkfst Joel and Kathy
SUPERHOSTPrivate room
Queen*Pr Bath*Pool*Hot Tub*Lt Bkfst Joel and Kathy
Price:$ 57 SGD / night
Colibri Cottage w/ Pool in Beachside Neighborhood
SUPERHOSTEntire cottage
Colibri Cottage w/ Pool in Beachside Neighborhood
Price:$ 195 SGD / night
Captain's Retreat By The Sea
SUPERHOSTEntire flat
Captain's Retreat By The Sea
Price:$ 141 SGD / night
Palm Coast Cozy apartment
SUPERHOSTEntire guest suite
Palm Coast Cozy apartment
Price:$ 104 SGD / night
Comfy Priv Room Near St. Augustine/Daytona/Orlando
Private room
Comfy Priv Room Near St. Augustine/Daytona/Orlando
Price:$ 47 SGD / night
Pool room*w/Pr bath*Hot Tub*LtBkfst Joel and Kathy
SUPERHOSTPrivate room
Pool room*w/Pr bath*Hot Tub*LtBkfst Joel and Kathy
Price:$ 54 SGD / night
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