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, 193 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.

Sep 3 – 10

G$33,849 GYD 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.

Nov 29 – Dec 6

G$31,836 GYD per night

Guest favorite

Condo in St. Augustine

4.99 out of 5 average rating, 101 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

Feb 3 – 10

G$26,427 GYD per night

Superhost

Condo in St. Augustine Beach

4.84 out of 5 average rating, 213 reviews

Ocean Side Complex w/ Heated Pool B-15

Great Condo in a Beach Side Community But just to be clear Beach Side does not mean Ocean Front you will not be able to see the Ocean from the Patio The Condo is located next to Shopping Restaurants, and Historic Downtown, Great Beaches for a relaxing stay and 2 pools 1 heated Year Round Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive

Jun 5 – 12

G$33,234 GYD per night

Guest favorite

Condo in St. Augustine

4.97 out of 5 average rating, 119 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!

Dec 10 – 17

G$24,028 GYD per night

Guest favorite

Condo in St. Augustine

4.98 out of 5 average rating, 113 reviews

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, steps to world class beaches. 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 ( w/ cable & WiFi). 10 minutes from historic downtown. Family friendly resort community w/ pools, tennis courts. Beach chairs & towels provided.

Nov 26 – Dec 3

G$41,168 GYD per night

Guest favorite

Condo in St. Augustine

4.92 out of 5 average rating, 250 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit Bull, Doberman, Chow, Shepherd.

Dec 4 – 11

G$34,249 GYD per night

Guest favorite

Condo in St. Augustine

4.97 out of 5 average rating, 148 reviews

Ocean Front Condo only Steps to the Beach.

Self-Check-In, Covid-19 Protocol Cleaning Utilized, Ground level, oceanfront unit w/ 2 bedrooms/2 baths at Sea Place, a quaint seaside community. Has updated kitchen & walk-in shower, washer/dryer, wifi, cable & covered patio. Amenities: 2 pools (not heated), tennis, racquetball, & beach access; 4 beach chairs & umbrella provided. Located near shops, restaurants & historic St. Augustine. 2 nights min stay. Max: 4 guests. No pets (per HOA), smoking or parties please. No BBQ grill per HOA.

Mar 22 – 29

G$42,934 GYD per night

Guest favorite

Condo in St. Augustine

4.88 out of 5 average rating, 121 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**

Jul 28 – Aug 4

G$34,491 GYD per night

Guest favorite

Condo in St. Augustine

4.88 out of 5 average rating, 182 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!

Aug 10 – 17

G$27,449 GYD per night

Guest favorite

Condo in St. Augustine

4.95 out of 5 average rating, 129 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.

Sep 28 – Oct 5

G$31,657 GYD 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.

Dec 5 – 12

G$30,443 GYD per night