Holiday rentals with a pool in St. Augustine

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Top-rated rentals with a pool in St. Augustine

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Guest favourite

Apartment in St. Augustine

4.86 out of 5 average rating, 350 reviews

Condo in St. Augustine’s World Golf Village Resort

Escape to St. Augustine and enjoy a one bedroom studio with new brand 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!

Guest favourite

Apartment in St. Augustine

4.91 out of 5 average rating, 146 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.

Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 385 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Guest favourite

Apartment in St. Augustine

4.98 out of 5 average rating, 123 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

Guest favourite

Guest house in St. Augustine

4.95 out of 5 average rating, 327 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

Guest favourite

Apartment in St. Augustine

4.96 out of 5 average rating, 141 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!

Guest favourite

Guest house in St. Augustine

4.92 out of 5 average rating, 114 reviews

Heated Pool Side Beach Bungalow Steps to the ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 100 reviews

++Perfect Romantic Getaway - Walk to the Sea

Our Condo by the Sea bids welcome from Anastasia Island! All modern amenities. Looking for a Romantic Getaway by the Sea? Relax and really unwind! This is the getaway you have been looking for. Located right on gorgeous, white sand Crescent Beach, a couple minute's walk from your gated condo, and only 15 minutes drive up A1A to The Historic District of St. Augustine and the nightlife of the City! Close to everything. Fabulous dining and historic sights. Come to our Condo and be amazed!

Guest favourite

Guest suite in St. Augustine

4.97 out of 5 average rating, 111 reviews

Bohemian Rhapsody King Suite St. Augustine at WGV

Welcome to Bohemian Rhapsody. This Artist inspired King Studio is like no other. Located in Laterra Spa World Golf Village. Enjoy the stunning onsite pool, hot tub and Circles of Wellness Spa. Golf at The Slammer & Squire and King & Bear Golf courses. Visit the World Golf Hall of Fame Museum, IMAX Theater and the King & Bear Clubhouse just minutes away. Historic downtown St Augustine, Anastasia Island, St Augustine Beach 20 mins away! Bonus...the St Augustine Outlets 10 minutes away!

Guest favourite

Bungalow in St. Augustine

4.97 out of 5 average rating, 230 reviews

A Charmer Pet Friendly / Walk Everywhere

Located in the Historic Abbott District of St Augustine, Florida in the heart of it all. Walk to everything, you will never need your car! This 2-bedroom cottage has all the historic charm, recently updated with an open floor plan, and beautifully decorated and furnished. Enjoy a five-minute walk through the neighborhood to famed Castillo De San Marcos (the fort) and Historic St. George Street in the ancient “Colonial Quarter”. Extremely clean, and well-maintained.

Superhost

Guest house in St. Augustine

4.89 out of 5 average rating, 425 reviews

Romantic Coastal Studio•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.

Guest favourite

Guest suite in St. Augustine

4.93 out of 5 average rating, 305 reviews

Ground floor--just 365 steps to beach!

Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.