Bungalow holiday rentals in Anastasia Island

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Top-rated bungalow rentals in Anastasia Island

Guests agree: these bungalows are highly rated for location, cleanliness and more.

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Guest favourite

Bungalow in St. Augustine

4.98 out of 5 average rating, 108 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.

Top guest favourite

Bungalow in St. Augustine

4.95 out of 5 average rating, 195 reviews

Ooo Laa Laaah Beach one block! Fenced yard.

Private, fenced in yard and private Free standing cottage in quiet neighborhood. Private, fenced in yard! Pets are welcome. Fees apply. 2 washers and dryers, internet/wifi, 2 smart TVs. All kitchen appliances. One story. The beach is a one block stroll with no major streets to cross. Keep your car at home..walk to the beach 2 minutes stroll . Downtown, St. Aug. is a 10 minute car ride. Not a condo scene. Crescent Moon cottage is in front but completely separate. Shared laundry room.

Superhost

Bungalow in St. Augustine

4.86 out of 5 average rating, 154 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 favourite

Bungalow in St. Augustine

4.98 out of 5 average rating, 247 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 favourite

Bungalow in St. Augustine

4.94 out of 5 average rating, 103 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!

Top guest favourite

Bungalow in St. Augustine

4.97 out of 5 average rating, 249 reviews

Downtown Bungalow / Pet Friendly Sanitized / Pool

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, recently updated with an open floor plan, and beautifully decorated and 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 favourite

Bungalow in St. Augustine

4.92 out of 5 average rating, 369 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 favourite

Bungalow in St. Augustine

4.88 out of 5 average rating, 251 reviews

Casa Blanco, 3 BR, Walk to Downtown

Historic Lincolnville Cottage! Refinished 100 year old heart pine floors, All the convenience of downtown, walk to the historic sites, but enjoy a quiet peaceful neighborhood. Off street parking, lots of amenities. Grill, large back yard, covered and uncovered off street parking for 1 to 2 small to med size, front porch with glider, side screened in porch, back sunroom, with washer and dryer. Kitchen is small, but has all the stuff you need to cook!

Guest favourite

Bungalow in Flagler Beach

4.96 out of 5 average rating, 117 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 favourite

Bungalow in St. Augustine

4.93 out of 5 average rating, 195 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.

Guest favourite

Bungalow in St. Augustine

4.9 out of 5 average rating, 100 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!

Guest favourite

Bungalow in St. Augustine

4.95 out of 5 average rating, 225 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.