Vacation rentals with a pool in Anastasia Island

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.

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Sheepdog Hideway - on Anastasia Island near Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

Windjammer 208, Oceanfront and Riverview

Beautiful newly renovated condo in Crescent Beach, with spectacular views of the beach as well as the Matanzas river. Coffee while watching sunrise on your east balcony and wine while watching the sunset on the Windjammer fishing pier, while dolphins are entertaining you. 10 miles from historic St Augustine, a couple of miles from Marine land and a variety of restaurants close by. Flatscreen TV'S in all the rooms for your convenience when the weather does not allow you on the beach.

~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom

~2 KING Beds & 4 Twin Beds ~Hot Tub ~GROUND Floor ~Huge Soaking Tub in Master bath ~Free Covered Parking ~Great for Families ~ Patio ~ Pool not heated ~8 Minute Walk to Beach through complex (no street to cross) ~Private Beach Access ~Easy Self Check-In ~Gas BBQ Grill ~CORNER Unit Tons of Light ~Beach Items Provided ~15 Minute Drive to Downtown ~Smart TV (no cable) ~WIFI ~Washer Dryer ~Drip Coffee Pot Add my listing to your wishlist by clicking the ❤ in the upper right corner!

Steps to Beach, Bikes & Beach Equipment Included!

Discover your perfect getaway at our beautifully updated condo in St. Augustine Beach, FL. With pristine oceanfront views and convenient beach access, our 2-bed, 2-bath retreat is a relaxing haven. Enjoy a fully equipped kitchen, comfortable living area, and private balconies. Exclusive community amenities include a private beach boardwalk, pool, and hot tub. Beach essentials, bicycles, and the proximity to shops, restaurants, and downtown make this the ideal beach retreat.

Newly renovated! Steps to BEACH & POOL!

Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Oceanfront Retreat!

Welcome to our Oceanfront Retreat! Close to everything St. Augustine has to offer. Beautiful beach, outstanding restaurants, museums, magnificent architecture, and a strong history dating back to 1565. Everyone wants to feel relaxed and refreshed on vacation. We have created a space that is comfortable and inviting to accomplish just that. Equipped with new finishes to anticipate your needs for a luxurious vacation. We hope you enjoy our little piece of paradise!