Bungalow vacation rentals in Anastasia Island

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Top-rated bungalows rentals in Anastasia Island

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Guest favorite

An outdoor shower area is enclosed by wooden slatted walls, providing privacy. The shower features a rustic metal pipe and is situated on a wooden deck over a bed of small white stones. Lush greenery from nearby plants frames the space.

Bungalow in St. Augustine

4.89 out of 5 average rating, 589 reviews

The Hideaway

Welcome to "The Hideaway." Enjoy this 2bd/1ba coastal inspired bungalow, stocked and furnished with your comfort and convenience in mind. Enter through a screened porch, and unwind as you step into the main living area - spacious enough for up to six guests, yet exceedingly cozy for a romantic stay for two. Located in Historic Lincolnville - A half mile walk from downtown St. Augustine, and a 10 minute scenic drive to St. Augustine or Vilano Beach. Truly a perfect location and hidden gem.

Guest favorite

An outdoor seating area features a large umbrella above a glass-top table surrounded by wicker chairs. The space opens to a lush grass backyard, where soft lighting illuminates the surroundings, creating an inviting setting for relaxation or gatherings.

Bungalow in St. Augustine

4.98 out of 5 average rating, 110 reviews

Huge Yard with Marsh Views! | Minutes to Beach/DT!

Welcome to the best view in St Augustine! This 3BR, 2BA bungalow is the perfect way to experience the city. Bike rentals and the trolley are only a minutes walk. Be free to soak in the marsh views that change with the tide while you sip your morning coffee. With a BBQ, fully stacked kitchen, and board games you may never want to leave! Nestled just outside of downtown, this location is ideal for those who want spacious living and serenity, but have the option to be at the beach or DT in minutes.

Guest favorite

Bungalow in St. Augustine

4.86 out of 5 average rating, 155 reviews

NEW TURTLE NEST BEACH BUNGALOW-WALK TO THE BEACH

Self Check in.Located on the Popular Dondanville beach ramp where you can walk, bike, or drive right on the beach! Bring your furry friends because pets are WELCOMED here! This new 1 bedroom apartment has everything you need for a relaxing beach getaway or yoga retreat! Fast Wifi and a 50-inch smart tv in the living room and a 30-inch smart tv in the bedroom. Walking distance to a handful of restaurants and a short 5 min drive to historic downtown. Walk or bike to 11 close restaurants!

Top guest favorite

A bright and functional kitchen area features white cabinetry complemented by natural elements, including potted plants and tropical wallpaper. Stainless steel appliances, including an oven and a refrigerator, are present. A spacious countertop provides ample cooking space, while a tiled floor adds a classic touch.

Bungalow in St. Augustine

4.98 out of 5 average rating, 249 reviews

"Flagler Shack"- a funky tropical oasis!

"Flagler Shack"- funky, cozy, cool...renovated island bungalow! * 10 min walk to downtown(over Bridge of Lions) * 10 min bike ride to the AMP(farmers market, concerts) * Awesome bars and restaurants literally out your back door...Odd Birds, Blackfly, Sarbez, Llama, Slugs Pub, Gas Fresh Island Market, Osteen’s, Osprey Tacos, Mojos Tacos * 15 Min walk to Conch House Marina and Restaurant * 20 min bike ride to beach at Anastasia State Park * 5 min drive to Saint Augustine Beach

Guest favorite

Bungalow in St. Augustine

4.96 out of 5 average rating, 281 reviews

Updated Downtown Cottage / Pet Friendly Sanitized

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm was lovingly updated with an open floor plan is beautifully decorated and tastefully furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Guest favorite

Bungalow in Butler Beach

4.94 out of 5 average rating, 180 reviews

Crescent Moon: soft sand beach, pets welcome

The Crescent Moon, east of A-1A, is a charming 1/1 cottage, for small family, 2 friends or one couple. ONE CAR ONLY. Pet friendly cottage and beach. Soothing mornings, evenings to relax in the breeze! Simple 1 block stroll to the soft sand beach. No busy roads to cross. Pet fee $10 a night (for one or two pets, max) to be paid upon departure in cash left in an envelope for housekeeper. Honor system. No pet over 75 pounds. The local taxes of 5% are listed under community fee.

Guest favorite

Bungalow in St. Augustine

4.94 out of 5 average rating, 105 reviews

Shaded Yard-Fire Pit-Games | Near Downtown & Beach

Relax and Unwind at Bungalow 19! Cozy 2BR bungalow tucked beneath shady oaks, minutes from beaches and downtown St. Augustine. Stretch out in the fenced yard, play outdoor games, or gather around the fire pit under twinkling café lights. Inside, enjoy a cheerful retro vibe, comfy bedrooms, a fully equipped kitchen, and a variety of indoor games for rainy days or cozy nights. Perfect for beach days, city adventures, or simply relaxing under the stars. Book your getaway today!

Guest favorite

Bungalow in St. Augustine

4.92 out of 5 average rating, 370 reviews

Uptown Classic Bungalow Comfy Walk Everywhere

The Uptown Bungalow is located on a quiet street only a block away from all the action in the heart of the nation's oldest city. Built in 1910 the unit has been renovated, is tastefully decorated ,and is equipped with everything you will need to make your stay in St. Augustine a great experience. Dine in the kitchen or an outdoor patio set on the screened in porch where the guests can enjoy a café & scones in the AM or in the evenings cocktail & Hors d'oeuvres.

Guest favorite

Bungalow in Flagler Beach

4.96 out of 5 average rating, 118 reviews

Tropical Beach Bungalow Romantic Couples Getaway

More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

Guest favorite

A wooden console table is situated against a wall, adorned with small potted plants and decorative shells. Natural light filters through blinds, illuminating the hallway that leads to additional rooms, revealed through an open doorway at the end.

Bungalow in St. Augustine

4.93 out of 5 average rating, 200 reviews

Historic Full House 2min walk to Historic Downtown

I'm a lovely old home called La Casita in historic St. Augustine. Nice to meet ya! Flagler had me built to house his crew. I’m certified historic and charming too. I'm right downtown where you need to be so close to everything you'll want to see— The fort, the lighthouse, and all the rest. I’d be delighted if you were my guest. Comfort and peace is a phone call away. Please say yes. I want you to stay.

Superhost

A rustic wooden table is accompanied by two slatted benches, all situated on a wooden deck surrounded by lush greenery. A potted plant adds a natural element to the table, integrating the space harmoniously with its outdoor setting.

Bungalow in St. Augustine

4.89 out of 5 average rating, 103 reviews

Mid-century Bungalow on Anastasia Island w/ In-Law

Lush, mid-century bungalow with in-law suite nestled perfectly between the beach and downtown. Property includes a private hot tub and expansive backyard. Directly across from the St Augustine amphitheater which hosts our local Saturday Farmer's Market, many prominent artists/bands, and weekly community events/gatherings. Only a 5 minute drive or 15 minute bike ride to the beach or downtown!

Top guest favorite

A modern guest house exterior is showcased, featuring three large glass sliders that open onto a private outdoor deck. A wooden dining table with folding chairs is positioned on the deck, surrounded by lush greenery and natural light.

Bungalow in St. Augustine

4.95 out of 5 average rating, 228 reviews

The Surf Shack - Walk to Downtown, the Amp & More

The Surf Shack is the perfect spot for solo travelers, couples or a couple of friends (2 people max). The modern-meets-minimalist guest house feels larger than its 432 square feet with three massive glass sliders that open to a private outdoor deck and bonus heated outdoor shower. It's walking distance to the Amphitheatre, Lighthouse, historic downtown, restaurants and more.