Apartment vacation rentals in Anastasia Island

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Top-rated apartment rentals in Anastasia Island

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Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 264 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.

Oct 21 – 28

G$21,034 GYD per night

Guest favorite

Apartment in St. Augustine

4.88 out of 5 average rating, 353 reviews

St. Augustine Studio Oasis In The Middle Of It All

A unique and charming studio apartment literally in the middle of it all. 2 block walk to Conch House. 10 minute walk over the bridge to downtown. 10 minute walk to lighthouse and Salt Run boatramp. 15 minute walk to amphitheater. Old Coast Ales Brewery, Osprey Tacos, and Odd Birds Restaurant (along with others) are each a block away. Bikes and 2 paddleboards are available and included with rental (waiver of liability required). Please message prior to arrival if you will be interested in using.

May 20 – 25

G$23,419 GYD per night

Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 293 reviews

Updated Victorian apt in heart of downtown +VIEWS!

21 Orange Street is a bright and airy second story apartment with unparalleled views of historic downtown Saint Augustine and the bay front. Enjoy old world charm in our newly renovated circa 1860's home- furnished with modern and comfortable amenities! We are steps away from Saint George Street shopping, world class dining and lively bars. If you choose to spend your time here in a more relaxing way, you’ll love the spacious bedroom and our comfortable porch to take a break from it all.

Sep 9 – 16

G$31,231 GYD per night

Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 590 reviews

2 Blocks to the Beach! Open, Airy, Beach Apt

Location, location, location! Bright 2nd floor beach apt, 2 blocks to the white sands of beautiful St. Augustine Beach! Spend your days at the beach and evenings exploring the historic downtown. The apartment has 2 bedrooms- 1 king and 2 twins, 1 bath, kitchen, dinning and living room with an open floor plan, balcony deck, outdoor shower, parking, Netflix, Roku TV, & wi-fi. Listen to the waves from the deck at night! Hosted by a local family who puts lots of love into their first home.

Nov 19 – 26

G$30,506 GYD per night

Guest favorite

Apartment in St. Augustine

4.98 out of 5 average rating, 350 reviews

*2BR* Luxe Loft Close to Everything | Balcony

This newly renovated 2 bedroom apartment is nestled above STA Flawless Beauty Lounge 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 (designmd.co) and is ideal for guests who appreciate fun, funky, eclectic touches. Getting married? Stay at the same property where you can get your hair / makeup / photo shoot done with your bridesmaids! Check out STA FLAwless Beauty Lounge!

Mar 29 – Apr 5

G$31,553 GYD per night

Guest favorite

Apartment in Saint Augustine

4.92 out of 5 average rating, 353 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 red 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.

Apr 13 – 20

G$19,626 GYD per night

Guest favorite

Apartment in St. Augustine

4.92 out of 5 average rating, 342 reviews

Bougainvillea way, steps to town center, romantic.

Bougainvillea Way is cozy, romantic and part of a Key West, gingerbread style home situated on the San Sabastian Harbor in Saint Augustine, Lincolnville Historic district. The setting will take you back in time to a very relaxing place close enough to walk to the town center and attractions and far enough away to relax in your quiet space. Our place is close to everything. Easy walk to the town center and to the best local restaurants. Short walk to playground.

Dec 20 – 27

G$27,655 GYD per night

Guest favorite

Apartment in St. Augustine

4.97 out of 5 average rating, 267 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!

Mar 27 – Apr 3

G$14,090 GYD per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 310 reviews

Comfort of Home in St Augustine

Charming apartment in the historic district with a completely updated bathroom with a deep soaking tub and a separate shower, double vanity, Carrera marble tile. The kitchen is new as well with all new appliances, cupboards and quartz countertop. My favorite part of this apartment is the large front porch where you can relax, enjoy your morning and evening beverages, people watch and mingle with the neighbors...

Apr 23 – 30

G$31,320 GYD per night

Guest favorite

Apartment in St. Augustine

4.96 out of 5 average rating, 217 reviews

Anastasia Grand # 2-Between Downtown and the Beach

Located on beautiful Anastasia Island, this 1920's fully renovated luxury apartment is walking distance to historic St Augustine via the Bridge of Lions and biking distance to St Augustine Beach. In the early Florida boom period of the 1920's, British developer D.P. Davis fell in love with St. Augustine and designed the Davis Shores neighborhood right over the Bridge of Lyons on Anastasia Island.

Jan 30 – Feb 6

G$37,091 GYD per night

Guest favorite

Apartment in St. Augustine

4.95 out of 5 average rating, 167 reviews

Updated and clean, private beach access condo

Ground floor unit, all newly refurbished. 2 Bedrooms, 2 Baths, laptop friendly workspace and reliable WiFi. Steps from the beach, 10 min from historic downtown St. Augustine. Parking in front of Condo. Pool, beach private access. Master has en suite, separate second full bath. All new furniture, floors, counters , and appliances. Request renter to be 21yo and older. NO PETS please.

Sep 19 – 26

G$25,812 GYD per night

Guest favorite

Apartment in St. Augustine

4.99 out of 5 average rating, 135 reviews

Beachside Studio

Steps to beach. Historical downtown just 5 miles. St Augustine Amphitheater just 3 miles. Great spot for surfers. Walking distance to local restaurants. Just walk outside to see the sunrise. Outdoor space right outside the studio, rocking chairs to lounge on after a long day at the beach.

Apr 10 – 17

G$25,095 GYD per night