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St. Augustine Vacation Rentals with Private Pool

(18 rentals)
New
St. Augustine Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to the beautiful shores of St. Augustine and experience the perfect St. Augustine Beach vacation rental. This inviting ocean-area condo at The Colony Reef Club offers the ideal combination of coastal comfort, beach access, and proximity to the best attractions on Florida's Historic Coast. Located...

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$260
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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$142
avg per night
St. Augustine House
Sleeps 16, 7 bedrooms, 5 bathrooms
84 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Super quiet, yet a couple blocks from plenty of action. Only steps away from white sand beaches, you will find Sol Mate. The home is large, with elevator, sleeping 16 people comfortably with so many rooms and spaces to call your own. A heated pool with sun shelf, a large hot tub, wood and natural gas...

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$1,439
avg per night
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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$862
avg per night
St. Augustine House
Sleeps 28, 6 bedrooms, 6 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Escape to Seaside Rose, a stunning 6-bedroom, 6-bath luxury retreat set directly on the sandy shores of Vilano Beach, just minutes from historic St. Augustine. Designed for families, friends, and groups of up to 28 guests, this private oceanfront home combines resort-style amenities such as chef’s...

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$1,929
avg per night

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St. Augustine House
Sleeps 12, 4 bedrooms, 2 bathrooms
61 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Gulls soaring overhead. Sand dunes covered in sand daisies and sea oats. The sound of the waves lapping against the shoreline of the Atlantic Ocean, and salty sea breezes that kiss your face hello. Atlantic View. This beachside tropical home boasts incredible proximity to the beach, a private heated pool...

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$586
avg per night
St. Augustine House
Sleeps 8, 3 bedrooms, 4 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Step Into Island Time — Where Ocean Breezes, Relaxation & Luxury AwaitThe moment you step through the doors of Island Time, you’ll feel the world slow down. You’ve officially arrived on island time — a place where there’s nothing to do but breathe in the salt air,...

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$1,424
avg per night
St. Augustine House
Sleeps 24, 7 bedrooms, 6 bathrooms
66 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to White Rose – Your Luxury Beach Retreat in St. Augustine! White Rose is a spacious, newly designed 7-bedroom, 6.5-bathroom home, just a 7-minute walk from St. Augustine’s stunning sandy beaches. Perfect for large groups of up to 24 guests, this beautiful property offers a private...

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$1,522
avg per night
St. Augustine House
Sleeps 24, 6 bedrooms, 5 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Vilano Rose – Your Ultimate Beachside Retreat!Huge Game Room Coming May 2026!Escape to Vilano Rose, a stunning 6-bedroom, 5-bath luxury oasis just steps from a gorgeous sandy beach and minutes from historic St. Augustine. Perfect for families, friends, and groups of up to 24,...

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$1,447
avg per night
St. Augustine House
Sleeps 10, 4 bedrooms, 3 bathrooms
56 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Leave your worries behind and step into the calm, coastal charm of The Salty Pirate. Designed for both relaxation and fun, this spacious retreat has plenty of room for the whole family —while still giving everyone their own space. Bright natural light, soothing colors, and whimsical touches flow...

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$543
avg per night
St. Augustine House
Sleeps 8, 4 bedrooms, 3 bathrooms
24 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Sunset at Marker 62 – Your One-Story Waterfront Retreat Experience the best of both worlds — beachside living and Intracoastal tranquility — all in one beautifully updated, single-level home. Located just one block from the beach and sitting directly on the Intracoastal Waterway,...

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$566
avg per night
St. Augustine House
Sleeps 22, 7 bedrooms, 3.5 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 - Rates are not accurate on this. They fluctuate weekly (sometimes daily). Please inquiry for a "soft quote". If that price is agreeable I will send you a formal quote with line item breakdown for your consideration.This home has been operating since 2021 and has over 100 reviews...

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$1,082
avg per night
St. Augustine House
Sleeps 12, 5 bedrooms, 4 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Casa de Soulshine – Where Joy, Connection, and Play Meet Step into Casa de Soulshine, your personal sanctuary for relaxation, reconnection, and pure fun. Here, mindfulness meets music, dance, laughter, nature, and community — all the ingredients of whole health and a life well-lived....

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$519
avg per night
St. Augustine House
Sleeps 16, 5 bedrooms, 3 bathrooms
52 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Wake up to the soothing sounds of the surf and sweeping ocean views in beautiful St. Augustine, Florida. Located on scenic Butler Beach, this private coastal retreat is the perfect place to relax, recharge, and reconnect. Just steps from the shoreline, this spacious and thoughtfully designed home...

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$561
avg per night
St. Augustine House
Sleeps 15, 5 bedrooms, 3 bathrooms
66 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up to stunning sunrises over the ocean! The Sand Castle sleeps 15, boasts grand decks, a heated pool, and airy living spaces—perfect for family & friends.The Sand Castle Highlights Stunning ocean views & grand decks Heated pool on the second story Spacious 5-bedroom, 3-bath...

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$607
avg per night
St. Augustine House
Sleeps 12, 4 bedrooms, 3 bathrooms
72 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Wake Up to Ocean Breezes & Endless Views — Your Private Paradise Awaits!Welcome to Just Beachy, your ideal oceanfront retreat in beautiful St. Augustine! This 4-bedroom, 3-bathroom home offers everything you need for the perfect coastal getaway — from sunrise views over the Atlantic...

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$985
avg per night
St. Augustine House
Sleeps 6, 3 bedrooms, 2 bathrooms
26 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Blu Star Oasis – a private poolside retreat with its own pickleball court in beautiful Davis Shores, St. Augustine. This 3-bedroom, 2-bath getaway sleeps six comfortably and is pet-friendly, offering the perfect blend of luxury, fun, and convenience. Whether it’s lounging poolside,...

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$313
avg per night
St. Augustine House
Sleeps 12, 3 bedrooms, 2 bathrooms
57 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Lion’s Sail — Your Peaceful Island Getaway between the Beaches and Historic Downtown St. AugustineNestled in the coveted Davis Shores neighborhood of St. Augustine, Lion’s Sail invites you to slow down, breathe deeply, and embrace island time.This picturesque community—lined...

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$290
avg per night
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