
Waterfront vacation rentals in Anastasia Island
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Anastasia Island
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Designer•As Seen on HGTV•Pool•Luxury Kitchen&Baths
No Cleaning Fee! 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to the Anastasia State Park Beach 1 Min. Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool. Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

SeaPlace, Ocean View, Poolside 2/3 Walk to Beach
Beautiful St. Augustine Beach ocean and pool views from this 2/2.5 townhouse style condo, just steps to the beach. Come enjoy everything this vibrant city has to offer. 2 quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6 (or well lit workspace), half bathroom, living area w/ new 65" TV, 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball and bocce’ ball courts. Beach chairs & towels provided.

Family Beach Condo - Steps To The Sand Or Pool
Please note: The "20 min walk to the beach" shown above in the listing is some AI generated nonsense from AirBNB and incorrect—our condo is right on Crescent Beach! Our beach condo has been our family’s haven for years, and we’re excited to share it with you! Enjoy stunning ocean views, a renovated kitchen, comfy bedrooms, and family-friendly touches. Whether you’re relaxing, exploring St. Augustine, or enjoying Anastasia State Park, we hope you’ll create lasting memories, just like we have!

Waterfront - Lion’s Bridge & Old Town View
Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

Heated pool•Tennis•Beach access•Updated•1st floor
This newly updated premium unit on the first floor is located in the Premier Ocean Village Club. Walk out your private screened patio to the heated pool or take a short walk to the unheated pool or the Atlantic Ocean. Ocean Village Club is a gated community with private beach access that offers 2 new pools, new tennis courts, shuffleboard, fitness room, and grilling/picnic pavilion. Unit is just minute away from the leading attractions, restaurants, and shopping in Historic St. Augustine

Fun Waterfront Retreat, Heated Pool, Rooftop Deck
You've found your waterfront oasis tucked under the White Birds of Paradise! This spacious retreat was formerly a commercial art gallery. Two queen beds, one full bathroom & full kitchen make for comfortable living! You have a fenced path leading you down to the beautiful waters of Salt Run where a rooftop deck & salt water in-ground pool invites you to relax and slow down. Less than a mile to downtown St. Augustine, a little over a mile to the Amphitheater and about 3 miles to the beach.

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct ocean front, corner unit with elevator and beautiful unobstructed views of the beach from both bedrooms, living room, dining room, kitchen and private balcony. We have upgraded the condo and believe it to be the best condo in St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.

Heated Pool Beach Bungalow Steps to the Ocean
Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

St Augustine Beachside Home - Walk to Beach
Time to Relax at our St Augustine canal front getaway! Great family destination just 15 min. to Historic Downtown St Augustine. Neighborhood features PRIVATE Beach Access with a less than 10 minute . walk, depending on pace, to the Beach. Boating and Fishing at your Fingertips with private, over-the-water dock and ramp to floating dock where you can tie up your own boat/kayak/jet skis. The perfect end to your beachside dream day will be watching the sunset while on your private dock.

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!

Boutique Beachside condo with easy access to beach
Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

The Ultimate Intracoastal Living Experience in FL
With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.
Popular amenities for Anastasia Island waterfront rentals
Waterfront apartment rentals

Beachfront, Heated Pool with Private Beach Access

Oceanfront Hammock Beach Retreat

Beachfront St. Augustine Condo • Pool, Ocean Views

PEARL ON THE BEACH ~ Breakfast ~ Sleeps 6

Charming Vintage Intracoastal Apartment

Beachside Studio

Updated and clean, private beach access condo

Bougainvillea way, steps to town center, romantic.
Waterfront house rentals

Sunset Palms - Waterfront/Heated Pool/Pet-Friendly

Artist's Beachfront Duplex, Only 25 ft to water!

Waterfront Cottage on Private Island in Preserve

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Surfside House

Oceanfront Serenity Under the Sea, Tiki Bar, BBQ

Oceanfront Barefoot Beach Retreat

Saltwater CanalFront Heated Pool Home Close2Beach
Waterfront condo rentals

Riverfront direct views-Get it ALL in St Augustine

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

Pelican Inlet 2 Bedroom Condo Steps from the Beach

Beachfront! Creston by the Sea, 11D!

361 Fun in the Sun | Direct Oceanfront Ground Floor

Oceanside Condo-beach, pools, jacuzzis, pickleball

~Hot Tub~Just Steps to the Beach~King Bed~2 Pools

Ocean Side Complex with Heated pool B-24
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Charleston Vacation rentals
- Rentals with a fireplace Anastasia Island
- Rentals with a washer and dryer Anastasia Island
- Rentals with a kayak Anastasia Island
- Apartment rentals Anastasia Island
- Rentals with outdoor seating Anastasia Island
- Rentals with lake access Anastasia Island
- Rentals with a hot tub Anastasia Island
- Pet-friendly rentals Anastasia Island
- Family-friendly rentals Anastasia Island
- House rentals Anastasia Island
- Cottage rentals Anastasia Island
- Townhouse rentals Anastasia Island
- Rentals with a patio Anastasia Island
- Rentals with an EV charger Anastasia Island
- Rentals with pools Anastasia Island
- Rentals with beach access Anastasia Island
- Villa rentals Anastasia Island
- Guesthouse rentals Anastasia Island
- Private suite rentals Anastasia Island
- Rentals with a sauna Anastasia Island
- Rentals with an accessible height toilet Anastasia Island
- Rentals with breakfast Anastasia Island
- Condo rentals Anastasia Island
- Rentals with a firepit Anastasia Island
- Beachfront rentals Anastasia Island
- Fitness-friendly rentals Anastasia Island
- Waterfront rentals St. Johns County
- Waterfront rentals Florida
- Waterfront rentals United States
- Ponte Vedra Beach
- Daytona International Speedway
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Pablo Creek Club
- Eagle Landing Golf Club
- Adventure Landing Jacksonville Beach
- MalaCompra Park
- Matanzas Beach
- Amelia Island State Park
- St. Augustine Alligator Farm Zoological Park
- Worlds Most Famous Beach Daytona Beach
- Ravine Gardens State Park