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Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach

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A sunset over the ocean with clouds reflecting on the water. - Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach (St. Augustine)
A spacious room with a foosball table, a grey sofa, wicker chairs, and large windows offering a view of greenery. - Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach (St. Augustine)
A cozy living room with a foosball table, a sofa, and a coffee table. - Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach (St. Augustine)
A kitchen with white cabinets, a granite countertop, a black stove, a white sink, and pendant lighting. - Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach (St. Augustine)
A dining area with a wooden table, white chairs, and blue and green placemats. There is a kitchen in the background with white cabinets and a blue sofa. - Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach (St. Augustine)
A short walk from Anastasia State Park, Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly provides amenities like laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Add dates for prices

About this property

Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach

  • SAIL AWAY BEACH RETREAT – PRIVATE HEATED POOL, WALK TO ST. AUGUSTINE AMPHITHEATRE & EXCLUSIVE NEIGHBORHOOD BEACH ACCESS!

    THE PERFECT ST. AUGUSTINE GETAWAY FOR BEACH LOVERS, CONCERTGOERS & FAMILIES! Welcome to Sail Away Beach Retreat, a beautifully furnished, nautical-inspired 4-bedroom home accommodating up to 12 guests. Nestled in peaceful Anastasia Island, this spacious single-story retreat features a private heated swimming pool, inviting family spaces, and an unbeatable location near three of St. Augustine's favorite destinations.

    Walk to the St. Augustine Amphitheatre, enjoy free pedestrian beach access through a neighborhood gate to Anastasia State Park, or explore historic downtown St. Augustine just 3 miles away!

    YOUR PRIVATE HEATED POOL & COASTAL RETREAT

    Enjoy your own private heated swimming pool, surrounded by a patio and tropical greenery. Spend your afternoons swimming, relaxing in the Florida sunshine, or enjoying quality time with family and friends. Inside, Sail Away offers comfortable, freshly furnished living spaces with cheerful nautical décor and plenty of room to spread out.

    The spacious living areas include an impressive 86-inch Smart TV, free WiFi, and a foosball table for friendly family competitions. Children will love the Florida Room, while adults can relax and unwind after a day at the beach. The fully equipped kitchen provides everything needed to prepare meals at home, with a separate dining area for gathering together.

    FOUR BEDROOMS – SLEEPS 12

    BEDROOM 1: King-size bed.

    BEDROOM 2: King-size bed.

    BEDROOM 3: King-size bed.

    BEDROOM 4: Bunk bed and an additional twin bed, ideal for children or teens.

    FLORIDA ROOM: Two single-size futons provide additional sleeping options.

    The convenient single-story layout makes it easy for families to enjoy time together without navigating multiple floors.

    WALK TO THE ST. AUGUSTINE AMPHITHEATRE!

    One of Sail Away's greatest advantages is its exceptional proximity to the St. Augustine Amphitheatre, located approximately 0.7 miles away—less than a 15-minute walk! Attending a concert, festival, or special event? Enjoy the convenience of walking to and from the venue without dealing with event parking. The Amphitheatre also hosts a popular Saturday Farmers Market, where visitors can browse local produce, artisan goods, and handmade treasures.

    ANASTASIA STATE PARK BEACH GATE ACCESS – INCLUDED!

    Experience the natural beauty of Anastasia State Park with complimentary pedestrian beach access through a neighborhood gate (map provided). We'll provide the neighborhood beach gate code so you can walk to the access point and enjoy the park's beautiful Atlantic shoreline without paying the standard pedestrian admission fee. Spend your days swimming, collecting seashells, birdwatching, or exploring the pristine coastal environment.

    IMPORTANT: This neighborhood access is for pedestrians only. Parking is not available at the neighborhood gate, and complimentary access does not include driving into Anastasia State Park.

    HISTORIC DOWNTOWN ST. AUGUSTINE – JUST 3 MILES AWAY!

    Discover the charm of America's oldest city, only approximately 3 miles from Sail Away Beach Retreat! Stroll along historic St. George Street, explore Castillo de San Marcos, enjoy waterfront dining, and discover boutique shops, museums, and historic landmarks.

    Other nearby attractions include the St. Augustine Lighthouse, St. Augustine Alligator Farm, Anastasia State Park, and the beautiful beaches of Anastasia Island.
    Whether you're visiting for a concert, a beach vacation, or a family adventure, Sail Away places you close to everything that makes St. Augustine special.

    IMPORTANT INFORMATION BEFORE BOOKING

    MAXIMUM OCCUPANCY: 12 guests, including children. Per St. Johns County occupancy regulations applicable to this property, no more than 10 guests may be over the age of 12. Additional guests must be 12 years old or younger. All guests must be included in the reservation. No parties, events, or unauthorized gatherings.

    DOG FRIENDLY: Up to two dogs weighing less than 50 pounds each are welcome with an applicable nonrefundable pet fee. Insurance-restricted breeds are not permitted. No cats. Please keep dogs off beds and furniture unless protected with blankets. Service animals are accommodated in accordance with applicable laws and Vrbo policies.

    POOL HEATING: The private pool heater is set between 78°F and 85°F depending on the season. The temperature cannot be raised above 85°F. When daytime air temperatures remain below 58°F, the pool may have difficulty maintaining its heated temperature.

    GARAGE ACCESS: The garage is reserved for the owner and staff and is not available to guests. The owner or authorized personnel may occasionally access the garage for tools or operational needs. They will not enter the home without prior permission.

    TRASH COLLECTION: Garbage and recycling must be placed at the street Sunday evening for Monday morning pickup.

    STARTER SUPPLIES: A limited starter supply of toilet paper, trash bags, dishwasher detergent, and laundry detergent is provided. Guests should bring or purchase additional supplies as needed.

    Please review all house rules before booking.

    CANCELLATION POLICY & TRAVEL INSURANCE

    We strongly encourage guests to purchase comprehensive travel insurance to protect against unexpected circumstances, including hurricanes, tropical storms, travel disruptions, illness, and personal emergencies.

    Reservations are subject to the cancellation policy agreed upon at booking. Refunds, cancellations, or date changes outside that policy are not offered except where required by applicable law or Vrbo policy.

    YOUR ST. AUGUSTINE ISLAND GETAWAY AWAITS!

    With a private heated pool, comfortable accommodations for 12, neighborhood beach access to Anastasia State Park, and the St. Augustine Amphitheatre within walking distance, Sail Away Beach Retreat offers the perfect combination of relaxation, entertainment, and coastal adventure.

    Reserve your dates and experience the best of Anastasia Island and historic St. Augustine!

Similar properties

About the neighborhood

Located in St. Augustine, this vacation home is in the city center and on a river. Lightner Museum and Castillo de San Marcos National Monument are notable landmarks, and the area's natural beauty can be seen at St. Augustine Beach and Anastasia State Park. Looking to enjoy an event or a game while in town? See what's going on at Flagler College Tennis Center, or consider a night out at The Conch House Restaurant. Kayaking and water skiing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and hiking nearby. Visit our St. Augustine travel guide
View more Vacation Homes in St. Augustine
Map
St. Augustine, FL

What's nearby

  • A wooden boardwalk leading to a beach with dunes and sparse vegetation.
    Anastasia State Park
    17 min walk - 1.5 km
  • St. Augustine Alligator Farm, a zoological park with a white building, red-tiled roof, and an American flag.
    St. Augustine Alligator Farm Zoological Park
    19 min walk - 1.6 km
  • A lighthouse with a red roof and a spiral design.
    St. Augustine Lighthouse & Maritime Museum
    2 min drive - 2.1 km
  • Saint Augustine Amphitheatre
    12 min walk - 1.1 km
  • Anastasia Miniature Golf
    4 min drive - 2.7 km

Getting around

  • St. Augustine, FL (UST-Northeast Florida Regional)
    14 min drive

Restaurants

  • McDonald's
    14 min walk
  • Crabby's Beachside
    3 min drive
  • Rita's Italian Ice & Frozen Custard
    3 min drive
  • Salt Life Food Shack
    3 min drive
  • Circle K
    3 min drive

Frequently asked questions

Does Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly?

Check-out is at 10:00 AM.

Where is Sail Away- Lovely Home, Heated Pool, Near Beach, Foosball Table, Pet Friendly located?

Located in the heart of St. Augustine, this vacation home is within 1 mi (2 km) of Matanzas River and Anastasia State Park. St. Augustine Beach is 1.6 mi (2.6 km) away.

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Reviews

Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach Reviews

10

Exceptional

9.8

Cleanliness

10

Location

8.0

Property conditions & facilities
Rating 10 - Excellent. 75 out of 82 reviews
Rating 8 - Good. 7 out of 82 reviews
Rating 6 - Okay. 0 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Perfect place for a girlfriend weekend! Host was accommodating, plenty of room for 8 women. Loved the pool and proximity to the beach and The Amp.
Stayed 2 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location… Very convenient to downtown St Augustine, nice beaches and A1A. Heated saltwater pool was a highlight.
Stayed 4 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

We had a great stay here! It was a perfect location for us and a very big space that accommodated 4 adults wonderfully.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful propery to spend time at. Clean, well appointed and communication with the hosts was excellent. Couldn't ask for much more. Highly recommend!
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Incredible place and great location!

My family and I absolutely loved this place! Amazing location and the house is so beautiful and clean. Loved the pool and backyard as well! We would definitely stay there again.
Stayed 10 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy

Nice location, walking distance to beach quiet neighborhood. We loved the heated pool!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location to Anastasia Park and Beach

Loved the house and neighborhood is very safe. The walk to the beach was close. One of FL’s beat beaches. The heated pool had great privacy.Ready to come back again!
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Vacation

It was an amazing vacation! The house was wonderful! The pool was a big hit! Perfect location right off the A1A close to the beach and downtown. Would definitely recommend this place to others.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend with friends

The pool and backyard were great!
Stayed 2 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location for a perfect trip

We love the proximity to the beach and historic downtown. It’s also close to grocery stores and restaurants. The pool provided a relaxing place to spend time after a morning at the beach or even a day recovering from a fun filled day before. We would absolutely return.
Stayed 6 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

The house was in a great location, close to everything we wanted to do. It was clean and spacious. The grand kids loved the pool. We would not hesitate to rent the property again or refer others to it!
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mr

Very comfortable, and a good location
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing trip

Everything was just as described. The pool and house were very clean.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Railway vacation

Very nice location close to beach. Furniture and bed were comfortable. We stayed 6 weeks and felt like home. Owner was very nice and was very responsive to our requests. The only negative is the A1A traffic next to the house.
Stayed 42 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving

This is a great place. Location is great. Property description is spot on and the backyard area was perfect to relax after a long day hitting the town. Property owners were very responsive to any questions.
Stayed 5 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love it

We have fun! The pool is really nice we have a wonderful time together there ;)
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful. We went to go to the beach and never made it. We just used the pool. It was clean and amazing. The house was clean and just perfect.
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

Plenty of room to sleep 10-12 people. The place was well equipped in the kitchen, too. We loved the temperature controlled pool, too. We will be returning to this home.
Stayed 5 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sail Away

It was very clean and welcoming. Decorated nautically, but not overboard.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house getaway

David & Patti were very friendly throughout the stay, offering recommendations about the city. The property is in a very good location very close to the historic district of St Augustine, beaches. etc, the property is in a very good neighborhood, very clean and with everything your family needs for a perfect stay, I recommend it 100%
Stayed 2 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay

We had a lovely time staying in this spacious, comfortable home. The split floor plan allows privacy. The massive tv in the family space brings the family together, as does the wonderful pool! The location is excellent. The property managers and/or owners provide excellent communication. Thank you for a great stay!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anniversary 2023

The home was perfect for any occasion or just a getaway like ours for our Anniversary. Close to the beach and all the local restaurants. Very quick response with the owners when needed as it was in this case. We will hopefully be back to stay here next year.
Stayed 5 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place in St. Augustine

We like the property and the location. The house is spacious and clean. The location was great, being central between Old Saint Augustine and the Coastal restaurants and stores along A1A. The heated pool was a selling point, since previous house rentals with pools in FL during Spring Break were not nicely heated when the air was cool and breezy. The owner was responsive, friendly, and easy to talk to.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Home!

We had a beautiful time and felt right at home at the Sail Away home! It was super clean and had everything we needed. My granddaughter loved it there; especially the bunk beds; haha. It was close enough to downtown and had the most awesome French Bakery close by. The host, David was very quick with responses and so nice. Definitely recommend this beautiful home.
Stayed 2 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Location

Sail Away was just as described. The backyard pool was beautiful and private. We enjoyed our morning coffee, sunbathing, and our evening glass of wine on the pool deck. Property is a short drive to the downtown area, and Alligator Farm. Walking distance to the amphitheater, a food truck park and the beach! 10/10 would rent again!
Stayed 5 nights in Mar 2024