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Compare 380 Vacation Homes in San Mateo with updated reviews, rates, and availability.

Boat Dock*Salt Water Heated Pool *Close to Beach

8.6 out of 10, Excellent, (25)
"We had a great stay at this property. Communication was prompt, even on Easter. The pool was perfect for the kids and we even caught a few fish from the dock. We would definitely book this place if we are ever in the area again."
Boat Dock*Salt Water Heated Pool *Close to Beach

HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games

10.0 out of 10, Exceptional, (64)
"We very much enjoyed our stay at this home while in the area for our son's wedding. Home was very clean, and there was clear communication with Galina. It is a fabulous property for relaxing, and is a very well stocked VRBO. This rental basically has everything you need, except the food. Back yard has a great gazebo for friends and family to gather, and is perfect to watch all the birds on the lake. Nice screened in pool as well.Five stars!!"
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Firepit & Games

4 bedroom luxury home on a quiet canal with pontoon rental available.

9.6 out of 10, Exceptional, (171)
"Went down three weeks to go the daytona 500 and bike week, Great riding in the area.Came back to relax and nice setting on the St Johns River Canal."
4 bedroom luxury home on a quiet canal with pontoon rental available.

Large Waterfront home w/dock

10.0 out of 10, Exceptional, (1)
"My husband and friends stayed at this beautiful house and they loved it. They said it was so relaxing to be right on the water and close to were their fishing tournament was located. They enjoyed their stay and would stay again. Thank you Megan for responding to my messages so quickly."
Large Waterfront home w/dock

Designer Heated Salt Water Pool Home - Close to Ocean-Modern

9.4 out of 10, Exceptional, (19)
"Nice house with large space. Pool and outdoor area was enjoyable. Everything we needed was available. Beds were extremely comfortable. Very quiet location. However the towels provided for bathrooms were awful. Small and coarse! "
Designer Heated Salt Water Pool Home - Close to Ocean-Modern

Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

9.0 out of 10, Wonderful, (31)
"Great open floor plan. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.

8.4 out of 10, Very Good, (11)
"I recently stayed at this VRBO, booked through Expedia, and overall, it was a pleasant experience. The property was impeccably clean, and the staff I interacted with were consistently polite and helpful."
Clean & Cozy 2-bedroom with sleeper sofa, parking available for boats or RVs.

Home near the beach with private pool, inviting patio, streaming & AC

10.0 out of 10, Exceptional, (16)
"It was a great location between the two racing locations. House was great. I would recommend to anyone who is interested."
Home near the beach with private pool, inviting patio, streaming & AC

Cozy and Cute Palm Coast, FL House!

10.0 out of 10, Exceptional, (5)
"Great property and easy check-in. Wish that the weather had been a little warmer for us to ride our motorcycles along the coast a little bit more. Other than that, the only thing I wish there had been was a little bit more description on the driveway. My pick up and trailer just barely fit in, but we made it. Excellent host. !"
The price is SAR 570
SAR 1,415 total
includes taxes & fees
20 Apr - 21 Apr
Cozy and Cute Palm Coast, FL House!

St Johns Riverfront Updated Spacious Home

9.4 out of 10, Exceptional, (20)
"Enjoyed"
St Johns Riverfront Updated Spacious Home

Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

9.6 out of 10, Exceptional, (34)
"Good stay. Some wear and tear on the property but nothing serious. Would stay again for the same price."
The price is SAR 413
SAR 1,216 total
includes taxes & fees
31 Mar - 1 Apr
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴

10.0 out of 10, Exceptional, (46)
"Great property, nice pool area and comfortable master bed. We would visit again. Wi"
The price is SAR 473
SAR 1,752 total
includes taxes & fees
16 Apr - 17 Apr
Stylish Family Retreat 🌴 with Heated Pool, Bikes & More Near Parks & Beaches🌴

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets

10.0 out of 10, Exceptional, (323)
"Beautiful Location "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue +360 Degree Views+Pets

Tranquility Home Near Historical Flagler Beach

10.0 out of 10, Exceptional, (11)
"This place was cute, clean, and big enough for my family with no problem. I appreciate the quick communication and extra help when we thought we lost something in the rental after check out! This was a great place to stay while we surprised our family, that lives in town, at a surprise birthday party! Mahalo nui loa from our ohana."
The price is SAR 413
SAR 747 total
includes taxes & fees
26 Mar - 27 Mar
Tranquility Home Near Historical Flagler Beach

Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course

10.0 out of 10, Exceptional, (60)
"We love staying in Roland houses. The pool is always warm. It has everything that you could need in the kitchen. We had a great stay! Staying at another property of Roland next year. I would definitely stay at this property again. Thanks Roland!!!"
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course

Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11

9.4 out of 10, Exceptional, (6)
"Very spacious, host very responsive and communicative."
Mermaids’ Retreat: NOW BOOKING spring & Summer! Let’s FLAMINGLE sleeps 11

8 Mi to Flagler Beach: Home w/ Outdoor Dining!

10.0 out of 10, Exceptional, (1)
"Clean, modern, comfortable and complete! The only thing I’d say is that the king pillows weren’t comfortable at all, but that would never be a deal breaker. I would absolutely recommend!"
8 Mi to Flagler Beach: Home w/ Outdoor Dining!

Serene Escape in Historic Palatka: Cute 2BR Home

9.6 out of 10, Exceptional, (15)
"Property was conveniently located near Palatka golf Club. The beds were comfortable. Having kuerig coffe pods was a nice touch"
Serene Escape in Historic Palatka: Cute 2BR Home

Waterfront Welaka Escape w/ Private Docks!

9.4 out of 10, Exceptional, (28)
"My family and I had an awesome stay at this place, cozy with plenty of space for a fun weekend on the river. I would 100% stay at this location again. My overall rate is a 9.5 out of 10, only issue is the bushes, and tall grass in front of the dock. Tons of deer and turkeys running"
Waterfront Welaka Escape w/ Private Docks!

PAWSome Pet & Family Pool Retreat

9.6 out of 10, Exceptional, (4)
"Nice place very comfortable and convenient. "
The price is SAR 466
SAR 2,317 total
includes taxes & fees
31 Mar - 1 Apr
PAWSome Pet & Family Pool Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in San Mateo

Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!

9.8 out of 10, Exceptional, (105)
"It was a great experience all around. The property was very clean and well taken care of. We got to meet the owner and that was a plus. She was extremely helpful with information on the park. "
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!

Sunset Getaway

10.0 out of 10, Exceptional, (37)
"Absolutely beautiful! So much fun. Enjoyed the pool and our beautiful view. "
Sunset Getaway

Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!

10.0 out of 10, Exceptional, (168)
"“Amazing” its literally the only word needed. We will be back. "
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.