Apartment vacation rentals in Anastasia Island

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Top-rated apartment rentals in Anastasia Island

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Top guest favorite

Apartment in St. Augustine

4.93 out of 5 average rating, 302 reviews

Toast Sunsets from the Wraparound Deck at a Coastal Oasis

A wonderful getaway, this property includes two airbnbs. A two story home with a detached guesthouse. These listings can be rented separately or together, if available. This listing is space is about 1,000 sq ft. You will have exclusive access to the second story apartment and wrap around porch. You will have one dedicated parking spot. There is a small backyard area with an outdoor shower that is shared with the other Airbnb. Access to the apartment is via keypad code. Were available if you need anything, but many times we only communicate with our guests through Airbnb! This Crescent Beach retreat is set back a bit from the road just 3 blocks from the ocean and 8 miles from downtown. Uber is the best way to get around without a vehicle. The Crescent Beach house is on A1A, set back a bit from the road. A1A is a moderatly busy two lane highway. However, you access the home from the backyard, which is also where you park, via a short grass road. Uber is the best way to get around if you do not have your own vehicle. This property includes two airbnbs. Each listing has one dedicated parking space in the rear of the property via a short grass backroad. The parking spaces are right next to each other.

Top guest favorite

Apartment in Saint Augustine

4.97 out of 5 average rating, 765 reviews

Balcony apt on USA’s oldest Street (St. George St)

"The Heart of St. Augustine" Voted #1 Airbnb in St Augustine by Trip 101, # 5 Top 10 Airbnb's in St. Augustine" by Territory Supply and in the "Top 15 Best Airbnb's in Florida" by Road Affair. Live music, scrumptious food, craft drinks, and the hustle and bustle of people walking the historic St. George St, all surround you. Relax and people watch from your balcony. Sightseeing, restaurants, trolley stop and nightlife are steps away. This apt is in the center of it all. NYE is a 3 night min

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Apartment in St. Augustine

4.79 out of 5 average rating, 427 reviews

Old Town Charm

Newly updated apartment close to downtown with plenty of fun rentals to get around if you prefer not to drive once here. Close proximity to DT St. Augustine and a short drive to the beautiful Vilano Beach Area. Whether you are here for work or for fun our place is perfect for families and workers! Find yourself relaxing on the patio or strolling through the historic area taking in all the eclectic homes and small shops. So many great restaurants and bars no way you'll eat the same thing twice.

Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 134 reviews

Charming Old-Florida Apartment

This darling Uptown apartment is in the thick of it! Next door to fabulous uptown shops and eateries -- including our own bodega and taproom. Walkable to bustling historic downtown, the fort, the Bridge of Lions, and the Matanzas River. Bikeable to Vilano Beach and Anastasia State Park. And a short drive to additional beaches on Anastasia Island or in Vilano. Enjoy a slice of Saint Augustine typically only enjoyed by the locals, and relax in the friendly historic Abbott Tract neighborhood.

Top guest favorite

Apartment in St. Augustine

4.99 out of 5 average rating, 156 reviews

Beautiful 2 bedroom apt, 100 Ft to the Beach

Over 100 years old, this was originally a mechanics garage used to repair cars racing the beach. Now it’s a lovely two bedroom retreat. Just steps from the ocean and in the middle of all that St Augustine Beach has to offer. Whether you are enjoying the view of the ocean off the master bedroom deck or relaxing after a day at the beach this will be your home away from home. This apartment has two bedrooms and one bath on the upper level, the full kitchen and living space is downstairs.

Top guest favorite

Apartment in St. Augustine Beach

4.88 out of 5 average rating, 278 reviews

Low Tide - Beach Bungalow

LowTide part of Sage Tides Triplex - East of A1A beach Blvd , ground floor, old-Florida (build in 1923!) pet-friendly 2 bedroom, cozy unit (900 sf) with a private yard & patio/garden living space & two hammocks. Located on a dead-end street easy walk (2 houses away) to the beach. Yes, old Tile floors, some with cracks but cool for your feet or pets & easy to sweep. Sleeps 2 comfortably, 3-4 tight . There is one full bath (shower only) new in 2022 and the kitchen is fully equipped.

Top guest favorite

Apartment in St. Augustine

4.94 out of 5 average rating, 172 reviews

Beach Life in Oceanview Condo

The balcony faces one of Florida's most beautiful beaches - Crescent Beach. Just 3 minutes walk from the beach, enjoy incredible sunrises and sunsets every day, heated pool, outdoor barbecue, free parking available. 15 minutes from downtown St. Augustine, surrounded by all the amenities, start your holiday on this beautiful, ancient beach. We offer short term and long term rentals hoping to provide you and your family with a relaxing, comfortable and quiet holiday resort.

Top guest favorite

Apartment in Saint Augustine

4.93 out of 5 average rating, 399 reviews

Charming "Treehouse" apartment

Let this unique 1 bdrm/1 bath (w/ claw-footed tub) apartment provide the relaxation and comfort you should expect when on vacation. The bedroom has a comfy queen-sized mattress and the black recliner in the living room has the potential to lull you into a dreamy state when you're not out exploring! The treehouse is close enough to attractions/beach/restaurants to walk or ride bikes (We have an assortment of bikes and beach paraphernalia for your use). Three day minimum.

Top guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 337 reviews

Home away from Home close to everything!

An ideal place to stay while visiting our lovely historic St. Augustine. It's in a quiet neighborhood close to beaches, historic district, restaurants and stores. The unit is above the two-car garage where you enter to go up stairs to the 500 square foot apartment. It has a living room, full kitchen, bedroom and bathroom. It's a few short blocks to Intracoastal Waterway (ICW) where you can enjoy breath-taking walks. Short drive to everything!

Top guest favorite

Apartment in Palm Coast

4.94 out of 5 average rating, 107 reviews

Oceanview Paradise Hammock Beach_King Bed

Escape to a world of luxury and tranquility at our oceanfront condo, located just moments from St Augustine and Daytona Beach. with panoramic views of the Atlantic Ocean and the promise of magnificent sunrises each day. From king bed to a mini kitchen perfect for light meals and fast wifi. Whether you're seeking the rush of adrenaline or the tranquility of serenity, our condo offers an endless array of possibilities to fulfill your every desire.

Top guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 463 reviews

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above small office space and sits in an area being re-juvenated in St. Augustine. Walk to Back 40 Urban Cafe, a favorite with the locals. The interior is professionally designed and is ideal for guests who appreciate fun, funky, eclectic touches. Centrally located in such a way that you easily access numerous activities throughout St Augustine without being stuck in downtown traffic!

Top guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 365 reviews

Short Scenic walk into Historic St Augustine

Stay in Style on Anastasia Island Step into timeless elegance at this fully renovated 1920s apartment. Nestled in the heart of historic Davis Shores, this beautiful retreat blends old Florida charm with modern comfort. 🌴 Perfect Location Walk across the Bridge of Lions to the cobblestone streets, shops, and restaurants of historic St. Augustine. Surrounded by local cafés, parks, and coastal scenery.