
Condo holiday rentals in Anastasia Island
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Top-rated condo rentals in Anastasia Island
Guests agree: These condos are highly rated for location, cleanliness and more.

St.Augustine Beach,Seaside at Anastasia,Condo
Seaside at Anastasia is directly across the street from the ocean, St. Johns pier, weekly farmers market, walk to great restaurants. Just minutes away from historical downtown Saint Augustine. Enjoy our heated pool and exercise room. This condo is a 3 bedroom, 2 bath, laundry room, full upgraded kitchen and patio with access to pool. No stairs to worry about. 1st floor Condo with parking directly in front of the unit. Handicapped parking and access to the unit is also in front of this condo.
LocationValuePets
5.0 out of 5 average rating, 108 reviews
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
LocationValueComfort
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
FamilyLocationAccuracy
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.
FamilyLocationAir conditioning
4.99 out of 5 average rating, 213 reviews
Incredible Waterfront Townhome
As close to the water as you can get! Our building is considered the best in the complex which is waterfront, very private and peaceful. Perched on the Point we have fantastic views overlooking the intracoastal's oyster beds, mangroves, exotic birds, fish and bald eagles!. The sunsets are incredible. A fisherman's paradise. There is a private boat dock and a small boat ramp to launch your kayak. Watch dolphins put on a show almost daily from your lanai. The beach is right across the street!
FamilyLocationSleep quality
4.97 out of 5 average rating, 118 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)
FamilyValueWalkability
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
LocationFamilyDecor
4.77 out of 5 average rating, 284 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!
LocationFamilyKitchen
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**
ValueLocationQuiet
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!
ValueFamilyBreakfast
4.98 out of 5 average rating, 161 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.
FamilyLocationWalkability
4.99 out of 5 average rating, 131 reviews
Sun & Sea - Beach & Heated Pool, Pet Friendly!
Welcome to Sun & Sea, a bright coastal retreat in St. Augustine Beach! This spacious ground-floor condo sits in a gated oceanfront community, just steps from the beach and close to local dining and coffee shops. Enjoy two pools, tennis, shuffleboard, a fitness center, and a beach walkover. With a cozy king bedroom, screened-in lanai, and everything you need for a relaxing beach escape, you’ll be perfectly positioned to soak up the St. Augustine sunshine.
LocationFamilyComfort
4.93 out of 5 average rating, 135 reviewsPopular amenities for Anastasia Island condo rentals
Weekly condo rentals

Quiet, Updated Condo - Pool, Bikes & Pickleball!
ValueLocationTV
4.92 out of 5 average rating, 154 reviews
What a View! Sand & Sea!
ValueLocationView
4.91 out of 5 average rating, 254 reviews
Pelican Inlet 2 Bedroom Condo Steps from the Beach
LocationValueWi-Fi
4.92 out of 5 average rating, 181 reviews
Summerhouse - Direct Oceanfront Corner Unit
LocationFamilyGetting around
4.95 out of 5 average rating, 172 reviews
361 Fun in the Sun | Direct Oceanfront Ground Floor
LocationFamilySleep quality
4.99 out of 5 average rating, 145 reviews
Windjammer 208, Oceanfront and Riverview
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 130 reviews
Boutique Beachside condo with easy access to beach
ValueFamilyComfort
5.0 out of 5 average rating, 139 reviews
Peerless on the Pier
FamilyValueParks
4.89 out of 5 average rating, 217 reviewsPet-friendly condo rentals

Ocean Side Complex w/ Heated Pool B-15
ValueLocationSleep quality
4.85 out of 5 average rating, 290 reviews
Walk to town, short drive to the beach.
FamilyValuePets
4.87 out of 5 average rating, 172 reviews
Marina View|Camachee Harbor Waterfront Escape
ValueFamilyCheck-in
4.9 out of 5 average rating, 173 reviews
Oceanside complex B17 1 Bed 1 Bath w/Heated Pool
FamilyValueHospitality
4.87 out of 5 average rating, 313 reviews
St Augustine Beach 2 Bed Condo
FamilyLocationHiking
4.92 out of 5 average rating, 150 reviews
St Augustine Beach Condo, Pools, Bikes, Beach Gear
FamilyLocationIndoor spaces
4.97 out of 5 average rating, 217 reviews
The Beach Retreat - beach “stuff” included!
ValueFamilyDecor
4.91 out of 5 average rating, 218 reviews
Island Suite l Walk to Downtown!
LocationFamilyCondition
4.9 out of 5 average rating, 471 reviewsCondo rentals with a pool

Shell Shack - Resort Beachside Condo
LocationFamilyBathroom
4.84 out of 5 average rating, 347 reviews
Sunrise Special | Steps to Beach | Ocean Front
LocationValueLayout
4.9 out of 5 average rating, 164 reviews
BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL
LocationFamilyCheck-in
4.99 out of 5 average rating, 155 reviews
After Dune Delight, BEACH FRONT w/Fishing Pier
ValueLocationPool
4.95 out of 5 average rating, 210 reviews
"Drift Away" at The Ocean Gallery
FamilyLocationAccess
5.0 out of 5 average rating, 105 reviews
Oceanfront Resort ~ Beautiful Unit ~ Ocean View!
FamilyValueBiking
4.87 out of 5 average rating, 103 reviews
Salt & Serenity~ Beachside Retreat
ValueFamilyGetting around
4.98 out of 5 average rating, 89 reviews
Oceanfront Condo + Gourmet Kitchen &Luxury Baths
FamilyValueOutdoor spaces
5.0 out of 5 average rating, 33 reviewsDestinations to explore
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- Daytona International Speedway
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