Vacation rentals with outdoor seating in Anastasia Island

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Top-rated outdoor seating rentals in Anastasia Island

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Guest favorite

Cottage in St. Augustine

4.98 out of 5 average rating, 180 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 29 – Nov 5

$101 per night

Guest favorite

Home in St. Augustine

4.99 out of 5 average rating, 172 reviews

Entire House w/ Backyard Hideaway - WALK TO BEACH

PARADISE ON PALMETTO: 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 and river. This bright, newly updated cottage is two blocks from the ocean and a 15 minute drive to the 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.

Oct 28 – Nov 4

$130 per night

Guest favorite

Guest suite in St. Augustine

4.95 out of 5 average rating, 128 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.

Aug 6 – 13

$99 per night

Guest favorite

Guest suite in St. Augustine

5.0 out of 5 average rating, 190 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

Apr 25 – May 2

$100 per night

Guest favorite

Guesthouse in St. Augustine

4.88 out of 5 average rating, 103 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.

Aug 5 – 12

$96 per night

Guest favorite

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 13 – 20

$113 per night

Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 351 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.

Mar 6 – 13

$116 per night

Guest favorite

Guest suite in St. Augustine

4.98 out of 5 average rating, 303 reviews

St. Augustine Studio*Private Entrance & Bath*Bikes

A private studio designed from a garage conversion. Separate key-less entry allows for self check-in and welcomes you to this comfortable, clean space with a queen size bed, your own bathroom, kitchenette, and 2 available parking spaces in the driveway. Mini-split AC cools and heats the studio comfortably. High speed internet, flatscreen television with Netflix for relaxing after a day of sightseeing. 2 bicycles for exploring our historic downtown less than 2 miles away.

Oct 26 – Nov 2

$87 per night

Guest favorite

Guest suite in St. Augustine

4.99 out of 5 average rating, 188 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 29 – Aug 5

$122 per night

Guest favorite

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.

Jan 21 – 28

$105 per night

Guest favorite

Home in St. Augustine

4.9 out of 5 average rating, 151 reviews

Charming home with great amenities

Are you looking for a great family friendly place to relax close to St. Augustine and the beaches? This charming home with a relaxed vibe in St Augustine Shores is the place for you. You are just 5 miles from downtown and the beaches in a quiet neighborhood. Relax on the lanai, listen to sound of the fountain in the koi pond in private fenced back yard. You can access the community pool on the intracoastal for a $5 fee.

Aug 19 – 26

$97 per night

Guest favorite

Guesthouse in St. Augustine

4.99 out of 5 average rating, 316 reviews

Pelican Guesthouse-Spacious/Quiet/Comfortable

Quiet, spacious guesthouse with light filled interiors. Very comfortable beds and immaculately kept. 10 min from gorgeous beaches and the old world charm of St Augustine historic downtown. Friendly neighborhood and accessible to beautiful walks along the Matanza River. Self check in, private entrance, two flat screened TV's, full kitchen (stove, large refrigerator and microwave) Full laundry room and off street parking.

Aug 3 – 10

$99 per night