Holiday accommodation with a balcony in Anastasia Island

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Top-rated Holiday Accommodation with Outdoor Verandahs in Anastasia Island

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Guest favourite

Condo in St. Augustine

4.96 out of 5 average rating, 197 reviews

Beachy Condo- Stroll to Beach

Enter your fully furnished, cozy condo, just a short 15-minute stroll from the beach. Embrace the tranquility of a friendly, peaceful neighborhood. Inside, a well-equipped kitchen invites culinary adventures, complemented by an array of nearby dining spots. Uncover the charm of historic downtown, a mere 15-minute drive away, offering cultural immersion and exploration. Extended stays are welcome, and your furry companion can join for a one-time $80 fee, ensuring a home away from home experience.

Guest favourite

Cottage in St. Augustine

4.99 out of 5 average rating, 108 reviews

Downtown Historic Carriage House with Parking

Welcome to Little Sister's House, a bright and delightful historic carriage house located only steps from all fabulous St. Augustine has to offer. Beautifully furnished and full of vintage touches, this darling cottage is three blocks from St. George Street & the Castillo de San Marcos. The beach is just a short drive away. This light, charming, private space is the perfect spot for a get away. Sip coffee on the porch, or go for a stroll to town. Locally operated by lifelong St. Augustinians.

Guest favourite

Home in St. Augustine

4.95 out of 5 average rating, 21 reviews

Entire House & Backyard Oasis - WALK TO BEACH

PARADISE ON PALMETTO 2: Unwind by the waves or at home in the backyard oasis. A true beach escape, we are nestled between the Atlantic Ocean & Intracoastal Waterway, walking distance to the beach & river. This bright, remodeled 1-Bedroom cottage is two blocks from the ocean and a 15 minute drive to restaurants, bars, and attractions in Historic Downtown St. Augustine. Experience this ideal base to explore the Nation’s Oldest City! PARKING & WASHER/DRYER INCLUDED. SUPER CLEAN. NO CONTACT CHECK-IN

Guest favourite

Treehouse in St. Augustine

4.95 out of 5 average rating, 365 reviews

courtyardtreehouseinthehistoricdistrict

You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 199 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Guest favourite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 305 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Guest favourite

Guesthouse in St. Augustine

4.89 out of 5 average rating, 106 reviews

Island’s Edge Guest Cottage on Anastasia Island.

Fresh and clean, marsh front private cottage with bright new path lights and amazing views. Walk or pedal from this adorable cottage to any of the local attractions. Nestled between the state park, our famous AMP, great beaches & downtown, everything is close by. Your deck is perfect for a bbq, bird watching & cocktail sunsets. Sorry no marsh access. Park trails are close as is the beach. You have to stroll over to the Saturday morning market at “the Amp”. You’re gonna love it here.

Guest favourite

Guest suite in St. Augustine

4.97 out of 5 average rating, 223 reviews

Cozy suite 15 minutes from beaches & downtown!

Outstanding location & amenities…15 minutes to the beach & historic downtown, minutes walk to the intercostal. Quiet, friendly neighborhood w/ ample parking (Trailers/boats welcome). Super kid-friendly, toys, pack & play, stroller, monitor & more. Laundry, walk-in shower, private entrance, freshly furnished. Private deck w/ cheerful seating. Kitchenette w/ loads of equipment. Happy to accommodate requests-if you’re celebrating anything let us know & we’ll make it special : )

Guest favourite

Guesthouse in St. Augustine

4.98 out of 5 average rating, 225 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

Guest favourite

Townhouse in St. Augustine

4.92 out of 5 average rating, 106 reviews

Dunewalk 2 Spacious Crescent Beach Condo

3 Story condo with ocean views and a short walk on private road to Crescent Beach through the dunes. Very peaceful, all the amenities for the beach and fully stocked condo. Entire 2 bedroom unit to yourself. 8 miles from historic St. Augustine. Close to great restaurants, boat ramps, kayaking, boat rentals. Please do not rent this property if you intend to bring a pet/service animal it is strictly animal-free due to allergies.

Guest favourite

Apartment in St. Augustine

4.92 out of 5 average rating, 116 reviews

1-Bdrm Apt Historic St Augustine

Come enjoy this lovely carriage house apartment located in the heart of Historic Downtown St Augustine. Originally built in 1910 and completely updated in 2023. Just two blocks from St. George St, walking distance to Flagler and all of downtown St Augustine. This apartment offers one bedroom, full kitchen and private patio. Free off street parking, so you are able to park, walk around and enjoy everything downtown has to offer.

Guest favourite

Guest suite in St. Augustine

4.96 out of 5 average rating, 189 reviews

Marsh Studio on Anastasia Island amphitheater

Light and lush studio space in tropical garden setting located on a quiet street in Davis Shores neighborhood. Short walk to lots of great local eats. Close to downtown, the beaches, and the Amp. Located adjacent our guest suite but the studio is entirely yours and private