Condo vacation rentals in Anastasia Island

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Top-rated condo rentals in Anastasia Island

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Guest favorite

Condo in St. Augustine

4.96 out of 5 average rating, 192 reviews

Beachy Condo- Stroll to Beach

Enter your fully furnished, cozy condo, just a short 15-minute stroll from the beach. Embrace the tranquility of a friendly, peaceful neighborhood. Inside, a well-equipped kitchen invites culinary adventures, complemented by an array of nearby dining spots. Uncover the charm of historic downtown, a mere 15-minute drive away, offering cultural immersion and exploration. Extended stays are welcome, and your furry companion can join for a one-time $80 fee, ensuring a home away from home experience.

Apr 7 – 14

R3,076 ZAR per night

Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 126 reviews

Anastasia Island 1 ~ Beach, Relax & Explore

Large one-bedroom condo with open space living, kitchen and dinning room full of natural light leading from the balcony. Bedroom has a large walk-in closet and a king bed with access to balcony. The condo comes complete with a full kitchen, washer and dryer, high-speed fibre internet, pots and pans and basic pantry items. This condo sleeps up to 4 people, best suited for 2 adults and 2 children. Queen air mattress with deep sheets and topper for optimum comfort, and a single mattress in closet.

Dec 21 – 28

R3,175 ZAR per night

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 100 reviews

Alice's Palace Alice in Wonderland St Augustine FL

Welcome to Alice's Palace; a sophisticated twist on Alice in Wonderland. This unique Madhatter tea party styled 1 bedroom private condominium is like no other. It has a large fully equipped kitchen, spectacular forest King bedroom, onsite spa, stunning pool and hot tub. Located in the King & Bear golf community of World Golf Village and boasts 2 World Class Golf Courses-King & Bear/Slammer & Squire and just minutes from Historic Downtown St Augustine, Outlet Shopping and many amazing beaches

Apr 19 – 26

R2,434 ZAR per night

Guest favorite

Condo in St. Augustine

4.97 out of 5 average rating, 118 reviews

Luxury World Golf Village 1 Bed 1 Bath Condo

Escape to St. Augustine and enjoy a luxury one bedroom condo with new renovations and upgrades! Located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Explore the resort amenities including access to golf, multiple pools, a full service spa, lighted tennis courts, hot tub, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Apr 24 – May 1

R2,276 ZAR per night

Superhost

Condo in St. Augustine

4.84 out of 5 average rating, 268 reviews

Beach Side complex B23 1 Bed 1 Bath w/Heated Pool

1 Bedroom interior Condo in Oceanfront Complex. (No view of the ocean) King Bed, Queen Inflatable Electric Mattress, TV's in Living Room and Bedroom, 2nd Floor unit with stairs, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

Oct 11 – 18

R2,711 ZAR per night

Guest favorite

Condo in St. Augustine

4.89 out of 5 average rating, 120 reviews

St Augustine Beach, comfy condo

Relax on the beach or unwind at the pools. Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Although not beachfront, you're an 8 minute walk on property to beach. New beach chairs, umbrella, and beach mat. Fully equipped kitchen, free WiFi, 2 pools (one heated), fitness room access, full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, $50 cash registration fee, **Strictly NON-SMOKING**

Aug 18 – 25

R3,171 ZAR per night

Guest favorite

Condo in St. Augustine

4.88 out of 5 average rating, 181 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

Jan 21 – 28

R2,648 ZAR per night

Guest favorite

Condo in Saint Augustine Beach

4.9 out of 5 average rating, 296 reviews

Beach side condo

Cold up North?? Enjoy our sunshine!! Our second floor beach condo located on beautiful Anastasia island offers tropical ambiance that is just steps to the beach, walking distance to restaurants, bars , Amphitheater & miniature golf. The ocean in the backyard, historic downtown St. Augustine, 2 resort pools, hot tubs, Tennis & Pickleball courts, horseshoes , shuffleboard, and relaxation. Enjoy friendly hospitality and sunshine! Note: must be 23yrs or older to rent this condo

Jan 5 – 12

R3,034 ZAR per night

Guest favorite

Condo in St. Augustine

4.94 out of 5 average rating, 127 reviews

"Captain Jacks" First Floor 2BR/2Bath Condo

First Floor 2BR-2BA, Beach/Pool. Remodeled in 2015 with all new appliances, YouTube TV, Xbox, walk-in shower. Complex is gated with private access to beach and pool. Entertainment: YouTube TV for Television in LR. Xbox in BR 2 Beach umbrella and chairs Boogie boards Beach toys Located on Anastasia Island, you are 15 minutes from downtown St. Augustine, St George St, and surrounded by a variety of attractions such as the Lighthouse and Alligator Farm.

Oct 30 – Nov 6

R2,604 ZAR per night

Guest favorite

Condo in St. Augustine Beach

4.89 out of 5 average rating, 116 reviews

Memory Maker Beach Condo

Beautiful resort: 2 pools, 5 hot tubs, tennis court, ocean front complex, gated entrance. condo is in building 2 approx 100 yds from the ocean. $15 parking fee good for your entire stay. Fantastic location: walking distance to Starbuck’s & Publix, multiple fabulous restaurants, live music & the pier. The condo is stocked with a Full kitchen, beach chairs, towels & sand toys, linens, washer /dryer & keypad for easy check in & check out.

Oct 10 – 17

R2,802 ZAR per night

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 192 reviews

Ocean Gallery: 2 pools/resort amenities

Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

Dec 18 – 25

R5,146 ZAR per night

Guest favorite

Condo in St. Augustine

4.95 out of 5 average rating, 112 reviews

My HOME is their HOME

Inspired by the Spanish architecture St. Augustine is known for, you can enjoy old world feel with modern perks in this fully furnished one bedroom one bath resort-like condo. There is a full service spa/salon on site. A short 5 min walk is a fitness center, tennis courts, playground etc. offering so much more than a regular hotel for the money!

Aug 13 – 20

R2,108 ZAR per night