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

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

10.0 out of 10, Exceptional, (17)
"Proper "
Home near the beach with private pool, inviting patio, streaming & AC

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

10.0 out of 10, Exceptional, (67)
"Property owner was very responsive, home has everything you could need and more. Will definitely be staying here again."
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit

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

9.6 out of 10, Exceptional, (34)
"Property was very clean, easy checkin and out. Property was as described, only minor negative was the lack of silverware, dishes and traditional coffee pot and holes under the fence if you bring a dog, wasn’t a issue for us as we did not leave her unattended outside. Updated property and furniture with plentiful seating "
The price is AED 404
AED 1,195 total
includes taxes & fees
6 May - 7 May
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

4 bedroom luxury home on a quiet canal on St Johns River

9.6 out of 10, Exceptional, (175)
"Interior of the house was very good and comfortable. The exterior needed some attention. The grass was not cut and the various sprinkler system heads needed adjustment, mainly the head by the steps going out the back door. It was only spraying in one direction, which was directly in front of the steps, leaving a mud puddle in front of the steps. There were various other ones also that needed attention. The door leaving the back porch was sprung also and would not shut completely. Being able to...
4 bedroom luxury home on a quiet canal on St Johns River

Boat Dock*Salt Water Heated Pool *Close to Beach

8.6 out of 10, Excellent, (25)
"They house is in a great location. Woke up in the morning coffee on the patio and watched dolphins.Problem is the photos and descriptions are dated. Landscaping is a mess, have to step around a cactus to get to boat dock. need your shoes for dock as the wood is rotting badly. TV on patio, screen is burnt in the right with a line going straight through the screen also. Grill is rusted out and burners are falling off. Not safe in my opinion. Furniture very dated, not real comfortable. Refrigerator...
Boat Dock*Salt Water Heated Pool *Close to Beach

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

8.0 out of 10, Very Good, (12)
"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.

Cheerful 3-bedroom with a pool in Palm Coast, FL

9.6 out of 10, Exceptional, (14)
"The house had a nice layout and was well maintained. It was very clean upon arrival and the kitchen is well stocked. We arrived a little before check-in and the owners were accommodating. As pictures of the pool are prominent in the listing, please note the pool does not have a heater, so was not usable our entire stay. We had offered to pay extra for pool heat, but learned too late that was not an option."
Cheerful 3-bedroom with a pool in Palm Coast, FL

Cozy and Cute Palm Coast, FL House!

10.0 out of 10, Exceptional, (6)
"Very nice! Everything was clean, felt like home to us all. Even our pooch loved the home!! "
The price is AED 481
AED 1,266 total
includes taxes & fees
20 May - 21 May
Cozy and Cute Palm Coast, FL House!

Beautiful Florida pvt home, pvt cov. *heated* pool, near St Augustine LBTR#34011

9.8 out of 10, Exceptional, (28)
"Wonderful, Relaxing, Beautiful inside and out home to stay. Enjoyed the pool, hot tub and Great weather all week. A tropical paradise!!!Very convenient to all historical places to visit and Sunny Palm Coast beaches.Bill and Cam were awesome to communicate with especially when arriving late at night and I looked at the address wrong .Thank you Bill and Cam!"
Beautiful Florida pvt home, pvt cov. *heated* pool, near St Augustine LBTR#34011

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

Large Waterfront home w/dock

10.0 out of 10, Exceptional, (3)
"Thank you for sharing your home with us. We enjoyed the stay and the area. Very clean and well kept "
Large Waterfront home w/dock

Fish Tales Inn - Elegant Lakeside Whimsy

10.0 out of 10, Exceptional, (2)
"cozy place on the lake, super clean and well appointed. beautiful lake. "
Fish Tales Inn - Elegant Lakeside Whimsy

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

10.0 out of 10, Exceptional, (3)
"Beautiful house with lots of space and seemed like quiet area. Open living room to kitchen would accommodate larger family. Loved having pool out back. Thanks for having laundry detergent on hand also. Helped with packing up last day. Would love to rent again if come to town. "
8 Mi to Flagler Beach: Home w/ Outdoor Dining!

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

10.0 out of 10, Exceptional, (50)
"Everything- Literally every consideration was provided in this home away from home! "
The price is AED 628
AED 1,930 total
includes taxes & fees
5 May - 6 May
Stylish Family Retreat with Heated Pool, Bikes & More Near Parks & Beaches

The Barefoot Bungalow | House in Palm Coast with an enclosed pool & grill

9.6 out of 10, Exceptional, (8)
"Great place to stay to relax with family or friends. Pool and outdoor area was wonderful. Spacious with all amenities. "
The price is AED 422
AED 1,352 total
includes taxes & fees
1 May - 2 May
The Barefoot Bungalow | House in Palm Coast with an enclosed pool & grill

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + Independent Video's

10.0 out of 10, Exceptional, (327)
"Lake house blue is a beautiful, relaxing vacation house! It feels like you’re on a boat without the rocking. We absolutely loved our stay. No complaints. Dean is an excellent host. Easy to contact and responds quickly. The home is laid out perfectly and is well stocked for cooking your catch! We hope to return again sooner rather than later! "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + Independent Video's

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

9.2 out of 10, Wonderful, (35)
"Great house and lived wonderfully for a family of five. "
Perfect for Family or Romantic Getaway*Modern*Vast*Comfy*Renovated*Heated Pool

Spacious Heated Pool Home with Pool & Ping Pong Table

10.0 out of 10, Exceptional, (60)
"This property was fantastic! Came down early for the race and had an opportunity to relax and enjoy some golf. The house was very comfortable. We got to enjoy the pool as well as the outdoor area. We would come down again in the future and stay here again if available."
Spacious Heated Pool Home with Pool & Ping Pong Table

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

3 Bedroom Private Heated Pool. Great neighborhood. Small dog friendly.

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had a great, relaxing stay. Loved having our own pool!"
3 Bedroom Private Heated Pool. Great neighborhood. Small dog friendly.
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

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

9.6 out of 10, Exceptional, (34)
"Property was very clean, easy checkin and out. Property was as described, only minor negative was the lack of silverware, dishes and traditional coffee pot and holes under the fence if you bring a dog, wasn’t a issue for us as we did not leave her unattended outside. Updated property and furniture with plentiful seating "
The price is AED 404
AED 1,195 total
includes taxes & fees
6 May - 7 May
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation

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

10.0 out of 10, Exceptional, (170)
"My husband and two adult daughters loved the peaceful beauty of this place. It had all the comforts of home but was better because we had a beautiful lake to kayak in and admire and a hot tub to soak in! It was a very clean and comfortable house too and had everything we needed. "
Spectacular Lakefront Cabin on Lake Kerr, Visit Florida Springs Country!

Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + Independent Video's

10.0 out of 10, Exceptional, (327)
"Lake house blue is a beautiful, relaxing vacation house! It feels like you’re on a boat without the rocking. We absolutely loved our stay. No complaints. Dean is an excellent host. Easy to contact and responds quickly. The home is laid out perfectly and is well stocked for cooking your catch! We hope to return again sooner rather than later! "
Tahiti Style 5 STAR OVER-WATER BUNGALOW + Lake House Blue + Independent Video's
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.