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The Proper Group

The Proper Group

Member since 2025
33 rentals
1196 reviews
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New
St. Augustine House
Sleeps 10, 5 bedrooms, 4 bathrooms
90 reviews

Key Amenities

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

About this property

With its beach side location, sleeping accommodations for up to 10 adults plus children, & a location close to everything St. Augustine Beach offers, this home truly has it all. Beautiful ocean views make this light & bright home one of a kind. Complete with five bedrooms, four full bathrooms,...

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$582
avg per night
New
St. Augustine House
Sleeps 7, 3 bedrooms, 2 bathrooms
23 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Step inside this charming home and feel your worries and cares melt away as the relaxing atmosphere envelopes you. A spacious living area assures comfort for all. The Retro feel of this home brings you back to a gentler space in time. Fabulous island location close drive to a variety to beaches and near...

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$206
avg per night
New
St. Augustine House
Sleeps 10, 3 bedrooms, 3 bathrooms
26 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

A Peaceful, Modern Retreat Tucked Beneath Majestic Oaks — Steps from the Beach!Welcome to Treehouse by the Sea, a newly built gem perched high among centuries-old oaks draped in Spanish moss — just moments from the beaches of Anastasia State Park. Designed to blend modern comfort with...

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$167
avg per night
New
St. Augustine House
Sleeps 16, 6 bedrooms, 5 bathrooms
80 reviews

Key Amenities

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

About this property

On a sleepy little dead end street, leading to white sand beaches covered in high dunes and Sand Daisies, you will find Sol Mate, a beautiful home with every luxury you can imagine. The home is large, with elevator, sleeping 16 people comfortably with so many rooms and spaces to call your own. The addition...

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$1,386
avg per night
New
St. Augustine House
Sleeps 8, 3 bedrooms, 4 bathrooms
17 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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$1,355
avg per night
New
St. Augustine House
Sleeps 6, 3 bedrooms, 2 bathrooms
23 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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$252
avg per night
New
St. Augustine House
Sleeps 11, 4 bedrooms, 2 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

The Blue Refuge is your perfect getaway to rest, recharge, and reconnect. Thoughtfully designed across three floors, this home balances luxury, comfort, and family-friendly fun, offering spaces for kids, adults, and everyone in between.Ground Floor: Fitness & Work Garage-turned-workout room with...

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$412
avg per night
New
St. Augustine House
Sleeps 15, 5 bedrooms, 3 bathrooms
63 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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$533
avg per night
New
St. Augustine House
Sleeps 16, 5 bedrooms, 4 bathrooms
62 reviews

Key Amenities

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

About this property

Panoramic beach & Intracoastal views await! Luxurious Crescent Lookout sleeps 16, perfect for family getaways. Small events allowed with homeowner approval.Crescent Lookout is a stunning, custom oceanfront paradise perched on the pristine sands of Crescent Beach, St. Augustine. With space for...

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$754
avg per night
New
St. Augustine House
Sleeps 12, 5 bedrooms, 4 bathrooms
12 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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$397
avg per night
New
St. Augustine House
Sleeps 8, 3 bedrooms, 2 bathrooms
13 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to Bayfront Cottage – Your Gateway to the Oldest City! Located on one of the most sought-after streets in the area, this waterfront home sits steps from the Bridge of Lions, offering unbeatable access to the charm, history, and vibrant culture of St. Augustine. Whether you’re visiting...

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$309
avg per night
New
St. Augustine House
Sleeps 12, 4 bedrooms, 2 bathrooms
58 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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$593
avg per night
New
Flagler Beach House
Sleeps 10, 5 bedrooms, 4 bathrooms
20 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Salty Greek – Your Elevated Beach Escape Whether you’re soaking up the sun on the soft, white-sand beach or lounging by the area’s only second-story ocean-view swim spa, Salty Greek offers a truly unforgettable coastal getaway. This thoughtfully designed home is perfect for...

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$512
avg per night
New
St. Augustine House
Sleeps 12, 3 bedrooms, 2 bathrooms
54 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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$235
avg per night
New
St. Augustine House
Sleeps 12, 4 bedrooms, 3 bathrooms
66 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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$736
avg per night
New
Ponte Vedra Beach House
Sleeps 12, 6 bedrooms, 3 bathrooms
94 reviews

Key Amenities

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

About this property

If you can imagine falling asleep to the sound of the ocean waves crashing against the shore, of waking up to a dazzling and absolutely mind-blowing sunrise, right from your living room, or back porch, then you are imagining your next vacation at Serenity One. Comfort beyond belief, magical moments all...

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$597
avg per night
New
St. Augustine House
Sleeps 10, 3 bedrooms, 2 bathrooms
52 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

The Sea Glass Cottage is a fabulous oceanfront home with multiple balconies & decks where you can catch some rays or stay shaded & just enjoy the breezes coming off of the Atlantic. The views are incredible & there is nothing but sand dunes & sea oats between you and the ocean. Your own...

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$385
avg per night
New
St. Augustine House
Sleeps 24, 6 bedrooms, 5 bathrooms
17 reviews

Key Amenities

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

About this property

Welcome to Vilano Rose – Your Ultimate Beachside Retreat!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, this extraordinary retreat blends fun-filled...

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$1,162
avg per night
New
St. Augustine House
Sleeps 6, 3 bedrooms, 2 bathrooms
28 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to a taste of Montana right here in the Oldest City! This modern home is situated in historic Lincolnville. Step inside and you’re immediately taken aback by the openness of the home with its high ceilings and unique garage-style back wall. The loft provides additional high windows bathing...

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$212
avg per night
New
St. Augustine House
Sleeps 12, 4 bedrooms, 3 bathrooms
39 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to Seamora — Your Relaxed Beach Retreat in Vilano Beach 3+ Bedrooms 3 Bathrooms Sleeps up to 12 Hot Tub Pet-Friendly Game Room Steps from the Beach Just a 3-4 minute stroll from both the pristine shores of Vilano Beach and the scenic Intracoastal Waterway, Seamora is your ideal coastal...

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$318
avg per night
New
St. Augustine House
Sleeps 12, 5 bedrooms, 3 bathrooms
26 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

BELLA VISTA PLACE This waterfront oasis nestled in the historic district of St. Augustine, moments from downtown is the perfect location for your next vacation! This home has been recently remodeled & boasts all new furniture, and every luxurious upgrade you could imagine.THE DOCK The dock has...

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$970
avg per night
New
St. Augustine House
Sleeps 15, 5 bedrooms, 3 bathrooms
50 reviews

Key Amenities

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

About this property

Treat yourself to one-of-a-kind vacation experience offered by the elegant & spacious St. Augustine Rose. Wake up to the sound of the ocean waves and start your morning with a gorgeous sunrise from one of the two decks looking out at the Atlantic Ocean. Go for a refreshing swim in the private pool...

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$547
avg per night
New
St. Augustine House
Sleeps 10, 4 bedrooms, 3 bathrooms
16 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Step into the charm of Old Florida at Back Bay Hideaway, a peaceful retreat tucked behind Fullerwood Park with breathtaking tidal marsh views. This hidden gem invites you to slow down, sip wine on the wraparound porch, and watch herons and egrets drift across the water at sunset.Inside, you’ll...

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$315
avg per night
New
Palm Coast House
Sleeps 10, 10 bedrooms, 8 bathrooms
11 reviews

Key Amenities

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

About this property

Twinkling Nights & Coastal Delights Your Holiday Getaway Awaits!Welcome to "Reunion" – Where Big Groups & Big Fun Meet! Recently renovated and designed with families and groups in mind, Reunion is a stunning 6,000 sq ft luxury home. Due to Palm Coast restrictions, no home...

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$962
avg per night
New
Flagler Beach House
Sleeps 9, 3 bedrooms, 2 bathrooms
48 reviews

Key Amenities

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

About this property

Stairway to Heaven is your go-to beach retreat with three stories of stunning ocean views, modern decor, an outdoor oasis featuring a firepit, hot tub, and covered lounge area. With its central location, you're never more than a short walk or bike ride away from the pier, Flagler Beach's numerous...

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$331
avg per night
New
St. Augustine House
Sleeps 6, 3 bedrooms, 2 bathrooms
15 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Forget your worries in this spacious and serene space. Beaches, and history and nature and sweet soft and salty winds. Safar by The Sea is all of this and more. A lot of class and a bit of whimsy loaded with comfort and decor so pleasing to the eye. You cannot help but love your vacation here.A large...

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$176
avg per night
New
St. Augustine House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Imagine days filled with ocean breezes, salty kisses, sandy toes and a luxurious space sitting high above the ocean's vista to relax and spend your days. Above the Vista is a breath taking home with everything necessary to create the perfect vacation spot at the beach! Begin with the view which takes...

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$625
avg per night
New
St. Augustine House
Sleeps 24, 7 bedrooms, 7 bathrooms
66 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • 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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$1,144
avg per night
New
St. Augustine House
Sleeps 10, 4 bedrooms, 3 bathrooms
55 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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$382
avg per night
New
St. Augustine House
Sleeps 12, 5 bedrooms, 3 bathrooms
25 reviews

Key Amenities

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

About this property

Oceanfront Luxury on Anastasia Island in the heart of St Augustine BeachWake up to the sound of waves and step directly onto the sand from your own private walkway. This beautifully remodeled oceanfront home offers three levels of ocean-view balconies—perfect for sunrises, sunsets, and sweeping...

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$586
avg per night
New
St. Augustine House
Sleeps 14, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Oceanfront luxury on St. Augustine barrier island! Private beach access, 3 decks, ocean & Intracoastal views, wildlife, and steps from the sand.When you imagine your perfect vacation, does it include white sand beaches, soothing waves, and birds wheeling overhead? If so, welcome to Sunrise at...

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$573
avg per night
New
St. Augustine House
Sleeps 28, 6 bedrooms, 6 bathrooms
9 reviews

Key Amenities

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

About this property

Welcome to Seaside Rose – Your Luxury Oceanfront Oasis!Escape to Seaside Rose, a stunning 6-bedroom, 6-bath luxury retreat perched directly on the gorgeous sandy Vilano Beach and minutes from historic St. Augustine. Perfect for families, friends, and groups of up to 28, this extraordinary retreat...

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$1,670
avg per night
New
St. Augustine House
Sleeps 8, 4 bedrooms, 3 bathrooms
20 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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$457
avg per night
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