Vacation rentals with a sauna in Anastasia Island

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Guest favorite

Condo in St. Augustine

5.0 out of 5 average rating, 34 reviews

"Drift Away" at The Ocean Gallery

"Drift Away" in our breathtaking beach retreat, only steps away from the ocean, and the perfect vacation. Located at The Ocean Gallery in St. Augustine Beach, Florida, in a spectacular, immaculately maintained private community. One the most sought after destinations in Florida, known for its tropical atmosphere, perfect beaches, minutes from historical downtown Saint Augustine, and easy going resort vibe. Drift Away overlooks The Las Palmas pool, hot tub, perfect after a day of fun in the sun.

Oct 31 – Nov 7

G$72,039 GYD per night

Guest favorite

Condo in St. Augustine

4.98 out of 5 average rating, 45 reviews

Luxury awaits, "pool side" condo.

Forget about the stairs, elevator, and long hall ways. Step out of your unit onto the pool deck. "Pool" side condo in exclusive World Golf Village King & Bear neighborhood. Fully furnished condo offers all the amenities King & Bear has to offer, pool, exercise equipment, pickle ball / tennis. Laterra Registry spa on site for an additional fee. Located just minutes from St Augustine restaurants, shops, and beaches or Jacksonville. Spend your vacation, business trip or both in this oasis getaway.

May 5 – 12

G$27,285 GYD per night

Superhost

Apartment in St. Augustine

4.86 out of 5 average rating, 14 reviews

St. Augustine Beach Condo 3BR/2BA

Relax with the whole family at this peaceful place to stay. Fully equipped beach condo with ocean view from private balcony. Completely updated with new appliances, full size washer dryer, new furniture, new mattresses & bedding. kitchen is supplied with all the essentials you need. The condo is equipped with private WIFI and has TVs in the living room, master bedroom, and second bedroom. Conveniently located Near grocery stores, steps to the ocean and 15 minutes to downtown Old St. Augustine.

Nov 29 – Dec 6

G$67,214 GYD per night

Guest favorite

Condo in St. Augustine

5.0 out of 5 average rating, 21 reviews

St Augustine Beachside Breakaway

Relax with the entire family at this paradise hideaway. Enjoy unforgettable days building sandcastles, playing in the surf and lounging by the pools. Stay active with tennis and a gym. Explore historical downtown and indulge in nearby restaurants, shops, and amenities just 5 mins away. Then unwind in a space that is tranquil and calming with a fully stocked kitchen, bedding, linens, and easy 1st floor access to the beach and parking. Urgent care and Flagler Hospital within 15 mins drive.

Apr 20 – 27

G$46,602 GYD per night

Superhost

Apartment in St. Augustine

4.5 out of 5 average rating, 4 reviews

Oceanfront Resort ~ Heated Pool

This beautifully updated condo has a spacious living and dining area. This condo also offers a private balcony that leads down to the pool, perfect for enjoying the sun and water! The en' suite master bedroom features a queen bed, and a flat screen television for your entertainment. The guest en' suite bedroom also offers a queen bed and a flat screen television. In the living room, you'll find a sleeper sofa and a 42' HDTV. There is also fully equipped kitchen for all your cooking needs!

Oct 29 – Nov 5

G$43,540 GYD per night

Superhost

Guesthouse in St. Augustine

4.89 out of 5 average rating, 404 reviews

Romantic Coastal Oasis •Walk&Bike 2 Downtown/Beach

No Cleaning Fee! 4 Min Drive/ 15 Min Beautiful Walk to Historic Downtown 3 Min Drive to the Beach Guest Passes Fitness Club/Pool/Suana-Steam Rm/Yoga Looking to get away from the hustle & bustle of the city? This cottage surrounded by lush tropical garden is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a short drive away. With spacious living & modern amenities, the cottage offers maximum comfort & convenience.

Mar 31 – Apr 7

G$57,225 GYD per night

Superhost

Condo in St. Augustine

4.88 out of 5 average rating, 25 reviews

Ocean View at Colony Reef

Newly updated 3-bedroom / 2-bath condo with a huge balcony over looking the pool and ocean. Huge beachfront outdoor pool Indoor heated lap pool Hot tub and kiddie pool Children's playground Two asphalt tennis courts Private walkway to beach Fully equipped health club Indoor racquetball court Sauna Gated Entrance 24 Hour Security For your convenience premium hand soaps, dishwasher detergents, toilet tissue, and laundry detergent are supplied for each condo.

Oct 17 – 24

G$53,353 GYD per night

Guest favorite

Condo in Saint Augustine

4.99 out of 5 average rating, 70 reviews

Sand In My Shoes -1 min to Beach-Close to Downtown

Sand in my Shoes - in just seconds you will be walking on pristine sandy beach & minutes from exploring 17 Century watch towers & history, this 2 bedroom 2.5 bath townhouse condo sleeps 6 and won’t disappoint. Kitchen equipped for any occasion, amenities galore. 3 TV/DVDs. Private keyless entry. Don't miss WORLD FAMOUS "NIGHT OF LIGHT" ranked as one of the top 10 places IN THE WORLD to see Christmas lights, every November 20, 2021 through January 31, 2022.

Oct 19 – 26

G$52,104 GYD per night

Guest favorite

Home in Crescent City

5.0 out of 5 average rating, 5 reviews

Great Escape

Forget your worries in this spacious and serene space. Beautiful private waterfront estate is located on Crescent Lake (known for Bass fishing). Enjoy a cup of coffee relaxing in the gated courtyard which separates the main house from the guest house. There are plenty of options to enjoy the outdoor living. 1,000 sq ft. screened in Lanai with 20 ft. high ceiling and grill. Our home is great for gatherings with gourmet kitchen w/wine chiller.

May 6 – 13

G$82,475 GYD per night

Guest favorite

Condo in St. Augustine Beach

5.0 out of 5 average rating, 93 reviews

Ocean Front Escape; Top Floor

Top floor, direct ocean front condo with elevator and beautiful views of the beach from the private balcony, master bedroom, living room, dining room and kitchen. Located in beautiful St Augustine Ocean & Racquet. We also rent out the corner unit immediately next door, Ocean Front Gem, which is perfect for those traveling with friends: https://www.airbnb.com/h/saint-augustine-oceanfrontgem Our check in process is contact free.

Jan 26 – Feb 2

G$64,440 GYD per night

Guest favorite

Home in St. Augustine

5.0 out of 5 average rating, 7 reviews

Style and Elegance!

Welcome to Coastal Village Retreat, where the Florida lifestyle awaits you. Nestled amidst stunning coastal oak trees in a serene residential neighborhood, this spacious 3-bedroom, 2-bath home offers the perfect retreat for a quick getaway or a long-term stay. Just minutes away from Historic St Augustine and the charming Vilano Beach, Coastal Village Retreat is the ideal home for those seeking a peaceful coastal getaway.

Jun 9 – 16

G$50,781 GYD per night

Superhost

Condo in St. Augustine

4.79 out of 5 average rating, 58 reviews

St. Augustine's Oceanfront Resort - Ocean Gallery

Checkout our other Properties 3 Bedroom #1294712 or #1546189. Welcome to our wonderful town home overlooking the pool and private lagoon with beautiful views of both from either of our two balconies. Completely renovated from the moment you open the door to this condo you will know what a real vacation is all about. Ocean Gallery Resort has 42 lushly landscaped acres and sparkling white sandy beaches.

Nov 6 – 13

G$42,912 GYD per night