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St. Augustine Vacation Rentals with Private Pool

(7 rentals)
New
St. Augustine House
Sleeps 10, 5 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to The Tipsy Tiki, your private home in Davis Shores on Anastasia Island, minutes from historic downtown St. Augustine and nearby beaches.Enjoy a fully fenced, pet-friendly retreat with a resort-style backyard: private saltwater pool (optional heat Oct–March), tiki bar lounge, outdoor...

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$455
avg per night
New
St. Augustine House
Sleeps 12, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Very roomy heated Large Pool Home only 1 mile from Beaches on Anastasia Island and 2 Miles from City of St. Augustine Downtown, the oldest city. 5 Bedrooms and 3 full bathrooms. 1 King, 2 Queens, 1 Queen, 2 Twins, and the playroom with French doors off the pool lanai has a queen and a double and twin...

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$401
avg per night
New
St. Augustine House
Sleeps 10, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Brand-New Beach Retreat with Private Saltwater Pool | Fenced Yard | 0.7 Mi to Drive-On BeachWelcome to Isola Bella, a brand-new St. Augustine beach home designed for comfort, style, and easy vacation living. Whether you're planning a family trip, a couples' getaway, or a weekend with friends,...

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$439
avg per night
New
St. Augustine House
Sleeps 16, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Fish from your private deep water dock at sunrise, walk across the street to Crescent Beach, and end the day by the pool as the sun sets over the Matanzas River. This St. Augustine waterfront retreat sleeps 16 across a main house and a private studio, with two full kitchens and more than 2,000 square...

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$844
avg per night
St. Augustine House
Sleeps 22, 7 bedrooms, 5.5 bathrooms

Distance to beach: 0.1 miles to Vilano Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Note: We own two 7-bedroom homes side by side. Please reach out to find out availability for both, links with extensive reviews, and a soft quote for your dates as prices do fluctuate regularly based on timeline and availability.Casa Del Sol | Vilano Beach | Sleeps 22 | Walk to Beach + RiverWelcome...

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$718
avg per night

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St. Augustine House
Sleeps 16, 5 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

"Surf's Up" is a magnificent, ocean front home looking over the vast St. Augustine dunes and the Atlantic Ocean. Walking into the foyer, you are greeted by soft colors, beachy decor, and beautiful pine floors. The main living area is on the 1st floor. The living room, dining area, and kitchen...

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Featured review

"Perfect getaway"

Bill was excellent to work with. The home is one of the few older homes on the beach. Bulit in 1924, this house is a home. No cookie cutter feel to it. While an older home, the inside has all the modern...

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$832
avg per night
St. Augustine Condo
Sleeps 3, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 45 feet to Crescent Beach at the feet of Beachers Lodge

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Unrestricted OCEANFRONT & 180deg VIEW one bedroom condo (2nd floor with elevator) with :* Gorgeous view on the dunes, beach and ocean from the terrasse for sunrise morning coffee and or leisurely evening drink. outdoor Grosfillex table and chairs.* Fully equipped kitchen , glass top stove...

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Featured review

"Amazing stay"

Such an amazing stay. View. Clean. Easy access I definitely recommend Already booked out next vacation here

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$129
avg per night
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