Vacation rentals with outdoor seating in Anastasia Island

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Top-rated accommodations with outdoor seating in Anastasia Island

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Guest favourite

Guest suite in St. Augustine

4.94 out of 5 average rating, 127 reviews

Saint Augustine Beach House

Conveniently located between both St. Augustine pier and Crescent beach. Walk or bike ride up the road 1/4 mile to the beach. Great area and neighborhood. Keypad private entrance for self check-in. First floor is all yours and sealed off from the upstairs in this 2 story home. One very large bedroom, living room, kitchen and full bath. It features a new king sized bed along with a 3 inch memory foam topper. This can be broken down into 2 separate xl twins if needed. Front and back decks.

Sep. 28 – Oct. 5

$186 CAD per night

Guest favourite

Cottage in St. Augustine

4.98 out of 5 average rating, 179 reviews

Bamboo Lane Hideaway near AMP, Downtown & Beaches

Sophisticated, tropical hideaway. Your retreat… quiet, respectful & peaceful. All are welcome here with love and respect. Perfect for singles, couples, looking to rest and relax or to explore this historic Florida shore, the ‘Bamboo lane hideaway’ offers unique accommodations complete with a custom-designed interior, laid-back beach vibe, and complimentary parking pass for downtown. Explore the nearby Lighthouse, Zoo, white-sand Beaches, Amphitheater & Downtown all less than 1.6 miles away.

Oct. 12 – 19

$218 CAD per night

Guest favourite

Guest suite in St. Augustine

5.0 out of 5 average rating, 188 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

Feb. 5 – 12

$183 CAD per night

Guest favourite

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.

Oct. 30 – Nov. 6

$223 CAD per night

Guest favourite

Guesthouse in St. Augustine

4.88 out of 5 average rating, 102 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.

Dec. 31 – Jan. 7

$203 CAD per night

Guest favourite

Condo in St. Augustine

4.88 out of 5 average rating, 182 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

Aug. 8 – 15

$218 CAD per night

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 348 reviews

Art Studio Space – Quiet – Walk to Beach

This very private studio apartment is on Anastasia Island, with its own entrance across the street to Anastasia State Park, which includes the St. Augustine Amphitheater in a quiet, friendly beach neighborhood. This ideal location is quite literally "a walk in the park" to a beautiful undeveloped Florida beach; or a 10 minute drive across the famous Bridge of Lions to historic downtown St. Augustine – with quick access to the many local attractions and great restaurants in the area.

Jul. 26 – Aug. 2

$216 CAD per night

Guest favourite

Bungalow in Butler Beach

4.93 out of 5 average rating, 121 reviews

Crescent Moon: One block pet friendly beach!

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.

Aug. 29 – Sep. 5

$224 CAD per night

Guest favourite

Guest suite in Saint Augustine

4.88 out of 5 average rating, 653 reviews

Beach and Serenity

6 BLOCKS to BEACH, off of the intercostal! Studio apartment, sleeps up to 4. Quiet neighborhood, close to all. Several restaurants/shops within walking distance. Beach bikes included, perfect for bike rides along the beach. Private entrance off of porch, which includes chairs to relax in, beach toys, towels, chairs. *yes, we are pet friendly, however, ONE PET PER STAY WITH APPROVAL *also, we cannot split weekends, so please book accordingly, fridays and Saturdays booked together

Aug. 11 – 18

$184 CAD per night

Superhost

Guesthouse in St. Augustine

4.89 out of 5 average rating, 403 reviews

Romantic Coastal Oasis •Walk&Bike 2 Downtown/Beach

No Cleaning Fee! 4 Min Drive/ 15 Min Beautiful Walk to Historic Downtown 3 Min Drive to the Beach Guest Passes Fitness Club/Pool/Suana-Steam Rm/Yoga Looking to get away from the hustle & bustle of the city? This cottage surrounded by lush tropical garden is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a short drive away. With spacious living & modern amenities, the cottage offers maximum comfort & convenience.

Jun. 14 – 21

$190 CAD per night

Guest favourite

Guest suite in St. Augustine

4.99 out of 5 average rating, 186 reviews

Vilano Beach Retreat- 2 minute walk to beach

Tucked away off the main road, in Vilano Beach, this peaceful retreat is across the street from the beach, not beachfront. Enjoy privacy and beauty. Beach access, 2 min walk across coastal highway. Bring a hammock to hang out in our yard under the tree. Don’t have one? We can provide one. Need to work? There is a separate area to focus on what you need. In addition to the ocean across the street, we are a few blocks from amazing sunsets on the river.

Jul. 22 – 29

$234 CAD per night

Guest favourite

Townhouse in St. Augustine

4.92 out of 5 average rating, 102 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.

Nov. 8 – 15

$212 CAD per night