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

Treehouse Artist Haven Direct Oceanfront 2br
Located along a stretch of pristine beach is this spectacular house with a beachfront location like no other. This unique home encompasses 3 separate floors. This is the middle of the 3 floors “The Artists Haven”. Inside you will find 2 bedrooms, a bath and an open plan living/dining area that opens out to a surrounding deck with seating. Enjoy uninterrupted ocean views from the wrap around deck with many places to relax & watch dolphins, sip your morning coffee or watch the pink sunsets. 1002
LocationValueBathroom
4.92 out of 5 average rating, 119 reviews
2 King Beds - Walk to Beach
Experience the ultimate getaway at our charming beach retreat, just a short stroll to the beach. Perfect for families, friends, or couples looking to relax and unwind, the perfect blend of comfort and convenience Enjoy a restful night's sleep in two luxurious king-size beds, designed for comfort and relaxation Stay connected with fast, reliable Wi-Fi throughout the property, ensuring you never miss a beat Enjoy the convenience of instant hot water, you never have to worry about running out
ValueLocationParking
4.92 out of 5 average rating, 174 reviews
SeaPlace Ocean & Pool Views, 2/3 Steps to Beach
Beautiful St. Augustine Beach ocean & pool views from this 2/2.5 townhouse style condo steps to the beach. Come enjoy everything this vibrant city has to offer. Two quiet bedrooms and bathrooms upstairs. 2 private balconies. Downstairs is a full kitchen, dining area for 6, half bathroom, living area w/ newer 65" TV. 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis, pickleball, basketball and bocce’ ball courts. Book now and let the island magic begin.
ValueFamilyCheck-in
4.99 out of 5 average rating, 213 reviews
Heated Pool, Ocean Views, Beach, Playground, BBQ
Save my home to your wishlist by clicking on the heart in the upper right corner! *Book 3 nights, get the 4th night 30% off!* >100 Steps from the beach! >Ocean and Pool Views! >Indoor heated pool, outdoor unheated pool, jacuzzi! >Sauna, tennis, racquetball, fitness center >Downtown St. Augustine is a 17 minute drive >Cable TV and streaming apps. Fast Wifi. >Drip coffee maker >Washer + Dryer in the condo >Spacious private patio >2-3 days of supplies provided (TP, trash bags, pods, etc)
LocationFamilyAir conditioning
4.87 out of 5 average rating, 130 reviews
Great 1 bedroom 1 bath condo with heated pool
Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch
FamilyValueHeating
4.78 out of 5 average rating, 285 reviews
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!
ValueFamilyGrill
4.96 out of 5 average rating, 202 reviews
Bel oc'ean, St Augustine beach
Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Enjoy having no stairs to climb! Family friendly vacation. New king bed. Fully equipped kitchen, free WiFi, 2 pools (one heated), full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, requires $50 (cash) registration fee upon check in. There is also a flat $15 Pet Fee for guests bringing a dog. **Strictly NON-SMOKING unit**
FamilyValueTV
4.95 out of 5 average rating, 199 reviews
Family Beach Condo - Steps To The Sand Or Pool
Our beach condo on Crescent Beach has been our family’s haven for years, and we’re excited to share it with you! The breathtaking ocean views from our living room and balcony are just the start—enjoy a renovated kitchen, comfy bedrooms, and family-friendly touches that make this place truly special. Whether you’re here to relax, explore historic St. Augustine, or enjoy the natural beauty of Anastasia State Park, we hope you’ll create lasting memories like we have!
ValueFamilyAccuracy
4.98 out of 5 average rating, 162 reviews
Seaglass Villa, a Sunny Beachside Retreat
Paradise is found at Seaglass Villa! A perfect blend of relaxation and luxury where a short walk through the resort will lead you to white sand beaches. On arrival of our newly renovated two-story condo, you’ll be welcomed by a sparkling clean space, a calming color palette with all the comforts of home including a stocked kitchen, three bedrooms and two full bathrooms with two screened porches. Guests love the happy-go-lucky vibe of the condo and resort.
FamilyLocationCheck-in
4.99 out of 5 average rating, 131 reviews
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.
ValueLocationQuiet
5.0 out of 5 average rating, 139 reviews
Ocean Front Gem: Top Floor Corner Unit
Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.
ValueLocationBeach
4.98 out of 5 average rating, 262 reviews
Island Suite l Walk to Downtown!
Spacious and modern condo, located perfectly between downtown and the beach! -> Less than 10 minute drive to beach and 10-15 minute drive to public beach -> Beach gear including chairs, towels, toys, cooler and more provided -> Bright, beachy vibes throughout -> Walk to local faves such as Old Coast Ales, Osprey Tacos, and Llama ->Pet friendly for 1 dog under 50 lbs (See listing for additional details)
ValueFamilySolo travel
4.9 out of 5 average rating, 471 reviewsPopular amenities for Anastasia Island condo rentals
Weekly condo rentals

Ocean Gallery 1/1, 2 pools
FamilyLocationParking
5.0 out of 5 average rating, 296 reviews
What a View! Sand & Sea!
LocationValueComfort
4.91 out of 5 average rating, 254 reviews
Incredible Waterfront Townhome
LocationValueComfort
4.97 out of 5 average rating, 118 reviews
After Dune Delight, BEACH FRONT w/Fishing Pier
LocationFamilyDecor
4.95 out of 5 average rating, 210 reviews
2 bed 1 bath 1st floor condo on Anastasia Island
FamilyLocationWalkability
4.97 out of 5 average rating, 123 reviews
Sun & Sea - Beach & Heated Pool, Pet Friendly!
FamilyLocationBeach
4.93 out of 5 average rating, 136 reviews
Oceanside complex B17 1 Bed 1 Bath w/Heated Pool
FamilyValueBeach
4.87 out of 5 average rating, 313 reviews
361 Fun in the Sun | Direct Oceanfront Ground Floor
LocationFamilyNearby
4.99 out of 5 average rating, 147 reviewsPet-friendly condo rentals

Crescent Beach Bungalow A
FamilyLocationBackyard
4.85 out of 5 average rating, 120 reviews
Walk to town, short drive to the beach.
LocationValueOutdoor spaces
4.87 out of 5 average rating, 172 reviews
St Augustine Beach 2 Bed Condo
FamilyLocationHospitality
4.92 out of 5 average rating, 150 reviews
St Augustine Beach Condo, Pools, Bikes, Beach Gear
FamilyLocationKitchen
4.97 out of 5 average rating, 217 reviews
The Beach Retreat - beach “stuff” included!
LocationValueParking
4.91 out of 5 average rating, 218 reviews
~2 King Beds~Hot Tub~Walk to Beach~3 Bedroom
FamilyLocationNearby
4.92 out of 5 average rating, 311 reviews
A108 Cozy Sunsets Vacation Home
LocationValueLayout
4.89 out of 5 average rating, 183 reviews
Newly Updated Condo in Hammock Beach Resort
LocationValueCondition
4.88 out of 5 average rating, 134 reviewsCondo rentals with a pool

Shell Shack - Resort Beachside Condo
ValueFamilyCleanliness
4.84 out of 5 average rating, 347 reviews
St.Augustine Beach,Seaside at Anastasia,Condo
FamilyLocationAccess
5.0 out of 5 average rating, 108 reviews
Oceanfront Condo! Located at Pier Park!
FamilyLocationBiking
4.86 out of 5 average rating, 117 reviews
Beautiful Ocean Side2/2.5 Condo with Pool
FamilyValueTV
4.95 out of 5 average rating, 332 reviews
Peerless on the Pier
LocationValueWalkability
4.89 out of 5 average rating, 217 reviews
Newly Remodeled Ocean View Condo-Upgrades Galore!!
ValueFamilyQuiet
4.94 out of 5 average rating, 110 reviews
Oceanfront Resort ~ Beautiful Unit ~ Ocean View!
FamilyValueAccess
4.87 out of 5 average rating, 103 reviews
"Drift Away" at The Ocean Gallery
FamilyLocationComfort
5.0 out of 5 average rating, 105 reviewsDestinations to explore
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