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Compare 334 Vacation Homes in San Mateo with updated reviews, rates, and availability.

HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Saltwater Heated Pool, KitchenAid Grill, Dining Table, Lounge Chairs

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

10.0 out of 10, Exceptional, (58)
"Located in a quiet neighborhood, the Harry Potter House provides a fully outfitted oasis to relax after a day enjoying the attractions of St. Augustine. The house is very clean and fully equipped with new appliances and thoughtful amenities to delight guests of all ages -- toys, pool floats, wine glasses, TVs, and cookware. The backyard includes multiple seating areas; the covered deck beside the pond is a favorite. The house is close to a great variety of restaurants with delicious takeout...
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
East Palatka Home on St Johns River w/ Boat Dock!
East Palatka Vacation Rental | 2BR | 3BA | 3 Steps Required | 2,000 Sq Ft

East Palatka Home on St Johns River w/ Boat Dock!

10.0 out of 10, Exceptional, (14)
"Perfect sunrise, awesome propane fire pit. Boat lift for my skiff. Owner is amazing. Lots of shrimp and great pizza from Antonio’s!"
East Palatka Home on St Johns River w/ Boat Dock!
Home near the beach with private pool, inviting patio, streaming & AC

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

10.0 out of 10, Exceptional, (9)
"The house was rented out by another company (Vacasa), listed on VRBO. The house was clean, although felt more like a hotel than someone's home. Good wifi, TV and pool, coffee maker. Close to grocery store and Planet Fitness (5-10mins drive)."
Home near the beach with private pool, inviting patio, streaming & AC
Relaxing Modern 3 br home with HEATED POOL
Pool

Relaxing Modern 3 br home with HEATED POOL

10.0 out of 10, Exceptional, (25)
"Fabulous home very clean and comfortable the pool was amazing the quiet neighborhood was perfect and location was easy to get to everything you need the host Corné is wonderful as well would definitely stay again"
Relaxing Modern 3 br home with HEATED POOL
Stylish house🌴 w/heated pool, bikes&moore for family fun near parks & beaches🏖
Exterior

Stylish house🌴 w/heated pool, bikes&moore for family fun near parks & beaches🏖

10.0 out of 10, Exceptional, (40)
"There are not enough words to describe how wonderful this home is. My Mother and I just got back from our 10 day stay. Everything you could imagine for your comfort and enjoyment is there. It was spotless and as others have said, the neighborhood is beautiful, quiet and the neighbors we did meet are wonderful as well. I paid extra for the pool to be heated and it was well worth it. My Mother is an amputee and Renata was more than pleasant to answer any question I had before and after I booked...
Stylish house🌴 w/heated pool, bikes&moore for family fun near parks & beaches🏖
Charming 1930's house only a few blocks from the St. Johns River!
Property grounds

Charming 1930's house only a few blocks from the St. Johns River!

10.0 out of 10, Exceptional, (59)
"It was absolutely amazing and hosts were incredible. Highly recommend and will definitely be back! "
The price is AED 253
AED 770 total
includes taxes & fees
2 Dec - 3 Dec
Charming 1930's house only a few blocks from the St. Johns River!
Beautiful, Pet-Friendly Coastal Getaway
Exterior

Beautiful, Pet-Friendly Coastal Getaway

9.8 out of 10, Exceptional, (17)
"Thank you Anna! We enjoyed the gift of cocktails. The ambient candle upon arrival was warm and welcoming and we really enjoyed our stay. Thank you!"
Beautiful, Pet-Friendly Coastal Getaway
Enjoy yourself at Fat Bastard's Getaway on Crescent Lake!
Property grounds

Enjoy yourself at Fat Bastard's Getaway on Crescent Lake!

10.0 out of 10, Exceptional, (9)
"The house was beautiful and very clean and great sunsets!! Would highly recommend this place to stay! Great communication from the host as well"
Enjoy yourself at Fat Bastard's Getaway on Crescent Lake!
Satsuma Home w/ Fire Pit + Dunns Creek Access!
Satsuma Vacation Rental | 2BR | 1BA | 900 Sq Ft | Steps Required to Enter

Satsuma Home w/ Fire Pit + Dunns Creek Access!

10.0 out of 10, Exceptional, (4)
"Very convenient to boat rental. Quiet neighborhood. Very clean home"
Satsuma Home w/ Fire Pit + Dunns Creek Access!
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course
Pool

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

10.0 out of 10, Exceptional, (56)
"We came in for Biketoberfest and our Anniversary. It was 20 minutes from the events that we were attending. Would definitely rebook again. Would recommend. The house was clean and very quiet. "
Heated Pool, Air Hockey Table, Near Pine Lakes Golf Course
Serene Escape in Historic Palatka: Cute 2BR Home

Serene Escape in Historic Palatka: Cute 2BR Home

10.0 out of 10, Exceptional, (10)
"Check-in process was so amazingly easy. The space was clean and inviting. The surrounding area was not uncomfortable and the backyard was a wonderful extension to the inside space. Thank you, would definitely recommend for a small family."
Serene Escape in Historic Palatka: Cute 2BR Home
Stunning Newly Build Home!
Interior

Stunning Newly Build Home!

10.0 out of 10, Exceptional, (1)
"We loved staying at this brand new house! So beautifully furnished with great attention to all the details. Great home away from home. Highly recommend- 10 out of 10 stars!!"
Stunning Newly Build Home!
New Built Freshwater Canal- Hiking close to Beach
Living area

New Built Freshwater Canal- Hiking close to Beach

10.0 out of 10, Exceptional, (1)
"We came to this house to escape from Hurricane Milton as we live in the west coast. The house is clean and confy. We felt safe and like a home. "
New Built Freshwater Canal- Hiking close to Beach
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Dining

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

9.6 out of 10, Exceptional, (29)
"This location was perfect for our kids and grandchildren was good to all share breakfast together and enjoying each other under one roof we would like to return again some day"
The price is AED 404
AED 1,205 total
includes taxes & fees
10 Dec - 11 Dec
Luxury defined - Beautiful 5BR 3Ba Home Perfect for entire family vacation
Palm Coast Paradise - Firepit, Beach, 5BR

Palm Coast Paradise - Firepit, Beach, 5BR

9.4 out of 10, Exceptional, (3)
"The house had plenty of room for all 8 of us It's definitely an older home but very cozy."
Palm Coast Paradise - Firepit, Beach, 5BR
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
Living room

Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!

10.0 out of 10, Exceptional, (30)
"We had an amazing vacation at Wildwood retreat. The house was perfect for us. The neighborhood is quiet. Rachel was very responsive to messages. "
The price is AED 551
AED 1,372 total
includes taxes & fees
3 Dec - 4 Dec
Wildwood Retreat: Oasis near the Beach & Historic. Pet-Friendly!
River Cabin with Basketball Court

River Cabin with Basketball Court

8.8 out of 10, Excellent, (6)
"Good location near family. Quite, peaceful. Just a couple complaints, living room furniture highly stained and worn out needs replacing. What to do with trash was confusing at first but Dani cleared the situation when I asked. Overall good time and location to visit family who live in the area."
River Cabin with Basketball Court
PALM COASTJEWEL, 3 BEDROOM, 2 BATHS, HEATED SALTWATER POOL WITH SCREENED LANAI
Relax Pool Side

PALM COASTJEWEL, 3 BEDROOM, 2 BATHS, HEATED SALTWATER POOL WITH SCREENED LANAI

9.6 out of 10, Exceptional, (86)
"The description was accurate. The house was beautiful inside and out. Everything we needed was at the house. House was clean and very inviting to relax and just enjoy! the pool was warm and clean. We will be back to this property!"
PALM COASTJEWEL, 3 BEDROOM, 2 BATHS, HEATED SALTWATER POOL WITH SCREENED LANAI
4 bedroom luxury home on a quiet canal with pontoon rental available.

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

9.6 out of 10, Exceptional, (166)
"This home worked well for our group. We ended up renting a pontoon boat elsewhere because the one onsite had no bimini top to shade us from the sun, but we thoroughly enjoyed fishing from the dock at the property. Easy access to St. John's River"
4 bedroom luxury home on a quiet canal with pontoon rental available.
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
Outdoor dining

Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise

10.0 out of 10, Exceptional, (146)
"Jacky is awesome the neighbors are very friendly we brought our boat very convenient to restaurants "
Beautiful Oasis on the Creek with Pool; 2 houses and backyard paradise
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!
Silver Glen Springs

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

9.8 out of 10, Exceptional, (101)
"Everything was perfect. Beautiful getaway"
Beautiful Get-away - Ocala National Forest @ Salt Springs Resort- Loaner kayaks!
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Saltwater Heated Pool, KitchenAid Grill, Dining Table, Lounge Chairs

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

10.0 out of 10, Exceptional, (58)
"Located in a quiet neighborhood, the Harry Potter House provides a fully outfitted oasis to relax after a day enjoying the attractions of St. Augustine. The house is very clean and fully equipped with new appliances and thoughtful amenities to delight guests of all ages -- toys, pool floats, wine glasses, TVs, and cookware. The backyard includes multiple seating areas; the covered deck beside the pond is a favorite. The house is close to a great variety of restaurants with delicious takeout...
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
Spectacular Lakefront Cabin Secluded Lake Kerr, Visit Florida Springs Country!
Sunset from the hot tub overlooking Lake Kerr :-)

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

10.0 out of 10, Exceptional, (164)
"My husband and I booked this cabin to celebrate our wedding anniversary. We loved our stay and were not ready to leave! The house and the property are beautiful and secluded. It was a very relaxing weekend. Definitely recommend checking our Silver Springs park during your stay! Kathy was so friendly, responsive and helpful. We’ll definitely book here again!"
Spectacular Lakefront Cabin Secluded 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.