House vacation rentals in Anastasia Island

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Top-rated house rentals in Anastasia Island

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Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 406 reviews

Our beautiful casa is ready for you!

Located in a tranquil neighborhood,our property offers the perfect blend of relaxation and adventure.You'll find us just a short drive away from the beaches and the historic downtown of St. Augustine.If you're a boater two convenient boat launch sites are located nearby.Our spacious 2bdr 2bth house offers 1,150sft of living space.The large living room with an open floor plan is the perfect place to gather with loved ones.Our house has Roku Netflix and Wi-Fi to keep you connected and entertained.

Sep. 30 – Oct. 7

$177 CAD per night

Guest favourite

Home in St. Augustine

5.0 out of 5 average rating, 111 reviews

Short Walk to the Beach with Heated Pool

Our 4 bedroom, 2.5 bath house has 8 beds and a futon which can sleep 10 adults or 6 adults and 5 children. The spacious kitchen with a gas range is completely stocked with cooking utensils, pots, pans and spices to make delicious meals. Enjoy grilling on the back deck while watching beautiful sunsets. Ping pong matches can be enjoyed downstairs. Beach chairs, towels, boogie boards, umbrellas, beach wagon and toys are provided. Parking on premises. The pool deck has lounge chairs and a fire pit.

Oct. 31 – Nov. 7

$894 CAD per night

Guest favourite

Home in St. Augustine

4.88 out of 5 average rating, 358 reviews

Waterfront Fisherman’s Treasure at Crescent Beach

Enjoy waking up in a quiet Treasure Beach neighborhood having coffee on the screened-in back porch, or enjoy the dock, watching a variety of birds, wildlife and fish jumping in the canal. All you need is a pole. Take a 5 minute ride from the house to ocean access and walk our beautiful Crescent Beach. A short drive away, there's shopping, entertainment and great restaurants in St. Augustine (Oldest City in the USA). We look forward to your stay and know you will make memories to last a lifetime.

Jul. 31 – Aug. 7

$282 CAD per night

Guest favourite

Home in St. Augustine

5.0 out of 5 average rating, 144 reviews

Walk Everywhere Downtown! “Blue Heaven”

Stunningly renovated cottage combines modern amenities with vintage charm... * 2 master suites with queen beds (plus an available pull-out sleeper) * A quiet neighborhood walking distance to explore The Nation's Oldest City * Clawfoot tubs inside and out (along with showers, of course!) * Big screened-in porch with hanging daybed * Off-street paved parking and walkways * Fast Wi-Fi and Smart TV * 2 blocks to Fish Camp, Ice Plant and LaNuvelle * 10 minute walk to central downtown St Augustine

Apr. 27 – May 4

$468 CAD per night

Guest favourite

Home in St. Augustine

4.94 out of 5 average rating, 281 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

Dec. 11 – 18

$205 CAD per night

Guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 245 reviews

St. Augustine/Crescent beach house

.House is located just south of historical downtown St. Augustine, by beautiful Crescent and historical Butler beaches. Situated within a short drive from downtown and a few minutes walk to the beach. Perfect for those who enjoy exploring, shopping and the beach. Completely renovated 3 bedroom 2 bath house with large yard and plenty parking. Large backyard deck with shade sails for out door lounging, dining. The front yard features an authentic native Indian Tiki hut with comfortable seating.

Sep. 28 – Oct. 5

$354 CAD per night

Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 364 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown (5 miles) and St. Augustine Beach (3 miles). The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms, ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small extra charge for 5 or more. Motorcycle friendly! We also do live on the property!

Sep. 20 – 27

$221 CAD per night

Guest favourite

Home in Saint Augustine

4.91 out of 5 average rating, 220 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

Aug. 3 – 10

$231 CAD per night

Guest favourite

Home in Saint Augustine

4.85 out of 5 average rating, 252 reviews

Sunny, family friendly Sol Mate Beach Cottage

Our renovated beach cottage is one block to the beach, walking distance to restaurants and ice cream, nightlife, public transport, family-friendly activities. Across the street is the pier, volleyball courts, splash pad and weekly Wednesday farmers market. A short drive to the oldest city in the US and a grocery store! You’ll love our adorable beach cottage because of the location, the neighborhood and the beach is gorgeous. Our place is good for couples, solo adventurers, and families.

Oct. 5 – 12

$206 CAD per night

Guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 125 reviews

Luxurious Oceanfront Home

Brand new, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill or Green Egg. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Oct. 30 – Nov. 6

$503 CAD per night

Guest favourite

Home in St. Augustine

4.87 out of 5 average rating, 116 reviews

The Beach House at Crescent Beach

The Beach House located at Crescent beach. Across the street from the beach with easy access and two blocks from the intracoastal. Drive 15 to 25 minutes to St. Augustine, depending on traffic, our nations oldest city with shopping and many historic sites. Excellent restaurants within minutes of house Pets (2 small or 1 large) must be mature and house trained. Please provide pet information at time of booking and pet fee must be paid. Car Limit: 2 Guest Limit: 6

Oct. 15 – 22

$211 CAD per night

Guest favourite

Home in St. Augustine

4.97 out of 5 average rating, 205 reviews

Calm cozy couples cottage close to Downtown & Bch

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, beach themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

Jun. 7 – 14

$288 CAD per night