San Mateo Vacation Rentals

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63 Acre Farmstay - A luxury farm experience
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63 Acre Farmstay - A luxury farm experience

1 Bedroom
1 Bathroom
3 Guides
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38 reviews
$95 / night (excl. fees & taxes)
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Waterfront Property-Private Dock
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Waterfront Property-Private Dock

3 Bedrooms
2 Bathrooms
3 Guides
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2 reviews
$215 / night (excl. fees & taxes)
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Dog-Friendly Palm Home: Near Golf & Beach!
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Dog-Friendly Palm Home: Near Golf & Beach!

3 Bedrooms
2 Bathrooms
3 Guides
4.5IconIconIconIconIcon
6 reviews
$100 / night (excl. fees & taxes)
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Treehouse
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Treehouse

2 Bedrooms
2 Bathrooms
3 Guides
$143 / night (excl. fees & taxes)
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Practically Perfect! Families,Salt H2O Pool, beach
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Practically Perfect! Families, Heated Salt H2O Pool, Beach

4 Bedrooms
2 Bathrooms
3 Guides
4.86IconIconIconIconIcon
81 reviews
$199 - $654 / night (excl. fees & taxes)
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Sunrise Paradise on Intracoastal Front
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Sunrise Paradise on Intracoastal Front

2 Bedrooms
2 Bathrooms
3 Guides
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12 reviews
$143 / night (excl. fees & taxes)
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The Crescent Beach House
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Directly on the Intracoastal!! Sunsets on the East Coast! Fishing!! Beautiful beach within walking distance!

3 Bedrooms
3½ Bathrooms
3 Guides
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37 reviews
$350 - $380 / night (excl. fees & taxes)
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Luxury Ocean Blue beach house- 3 bed room
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Luxury Ocean Blue beach house- 3 bed room

3 Bedrooms
2½ Bathrooms
3 Guides
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80 reviews
$300 / night (excl. fees & taxes)
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Panoramic Ocean Views from Wraparound Balcony
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Surf Club I - True Beachfront Condo

2 Bedrooms
2 Bathrooms
3 Guides
$120 - $140 / night (excl. fees & taxes)
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Cozy 3BR Home: Relax & Near Downtown St. Augustine
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Cozy 3BR Home: Relax & Near Downtown St. Augustine

3 Bedrooms
2 Bathrooms
3 Guides
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7 reviews
$171 - $205 / night (excl. fees & taxes)
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Luxury Beach Condo
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Luxury Beach Condo

3 Bedrooms
2 Bathrooms
3 Guides
4.91IconIconIconIconIcon
35 reviews
$200 / night (excl. fees & taxes)
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Ocean-view condo in desirable beachfront community
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Ocean-view condo in desirable beachfront community

3 Bedrooms
3 Bathrooms
3 Guides
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1 review
$225 / night (excl. fees & taxes)
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A Slice of Heaven (w/Dolphins)
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Luxury, Ocean/Golf Front condo. Two minutes to the beach. Three bedrooms. Huge balcony. Pools, game room and other amenities at Cinnamon Beach.

3 Bedrooms
3 Bathrooms
3 Guides
$200 / night (excl. fees & taxes)
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Best Views at Cinnamon Beach
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Spectacular, luxury oceanfront condo, with breathtaking ocean and sunset views

3 Bedrooms
3 Bathrooms
3 Guides
$250 / night (excl. fees & taxes)
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Updated Oceanfront Townhome-20% New Owner Special!
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Come Stay at Anchors Aweigh- Fully Updated Oceanfront Townhome!

2 Bedrooms
2 Bathrooms
3 Guides
$235 - $499 / night (excl. fees & taxes)
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Historic Gem w/ Modern Touches & Tesla Charging
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Historic Gem w/ Modern Touches & Tesla Charging

2 Bedrooms
2 Bathrooms
3 Guides
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64 reviews
$161 - $795 / night (excl. fees & taxes)
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Historic Gem w/ Modern Touches & Tesla Charging
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2 Bedrooms
2 Bathrooms
3 Guides
$102 - $509 / night (excl. fees & taxes)
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The Sand Bucket at Seaside at Anastasia
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BEST LOCATION- Short walk to beach, shops, restaurants, pier, 4 miles to downtown. Great view, private balcony, 4 TVs, 2 adult bikes and beach gear.

3 Bedrooms
2 Bathrooms
3 Guides
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91 reviews
$199 - $319 / night (excl. fees & taxes)
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Ocean Front 2-bedroom townhouse
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St Augustine Beach direct ocean front

2 Bedrooms
2½ Bathrooms
3 Guides
$220 - $240 / night (excl. fees & taxes)
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The Anastasia House St Augustine Vacation Rental
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The Best of both worlds! Close to Historic Downtown and the Beaches!

2 Bedrooms
2 Bathrooms
3 Guides
4.91IconIconIconIconIcon
209 reviews
$185 - $195 / night (excl. fees & taxes)
    1 – 20 Rentals