Vacation 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 favorite

Condo in St. Augustine

4.86 out of 5 average rating, 351 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 favorite

Condo in St. Augustine

4.95 out of 5 average rating, 151 reviews

50 Shades of Grey KING Bed Suite St Augustine, WGV

Passionately in love or just passionate about great design; you'll love this Grey Modern King Bed Suite w/living space & kitchenette. Located in the gated community of World Golf Village and home to two world class golf courses: The King and Bear and Slammer & Squire. Enjoy the Clubhouse for brunch, lunch, dinner & drinks. Relax onsite in the amazing pool, hot tub and the Circles of Wellness day spa. 10 mins to St. Aug Outlets. Historic Downtown St. Augustine & Beaches are 20-25 minutes away.

Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 386 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 favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 330 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 favorite

Rental unit in Lincolnville

4.96 out of 5 average rating, 103 reviews

F2 Downtown, POOL, beaches, free parking!

Relax in the middle of Historic Lincolnville 10 minutes walk from Flagler College, the bay area, and the main attraction. Large heated pool (April 1 - November 1) and beautiful back yard shared by our 4 apartments. This downstairs historic apartment has all the modern conveniences with new appliances, TV's in living room and both bedrooms, wireless access and availability of Netflix, Hulu, Roku, CNN, FOX, E, Bravo, HGTV, TLC, and much more. Free parking on premise and free street parking.

Guest favorite

Condo 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 favorite

Guest suite in St. Augustine

4.97 out of 5 average rating, 113 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!

Superhost

Cottage in Elkton

4.89 out of 5 average rating, 101 reviews

Cottage w/pool on horse property, St. Augustine.

This 860 sf. cottage has all you need for a comfortable, private stay while visiting St. Augustine. Victoria Place sits on a 13-acre equestrian property, Enchanted Horse Acres, a magical place for nature lovers. Beautiful and quiet country setting only 20 minutes from the hustle and bustle of historic St. Augustine and the white sands of Crescent Beach. This is an ideal location between Orlando and Jacksonville with easy access to the freeway, only 45 minutes to Daytona Beach.

Superhost

Condo in St. Augustine

4.85 out of 5 average rating, 267 reviews

Luxury 1 BR 1 Bath World Golf Village Penthouse

Welcome to St. Augustine!! Wonderfully located in the Laterra Condos this Luxury 1-bedroom, 1-bathroom vacation rental offers resort amenities you’ll love coming home to after exploring downtown’s Castillo de San Marcos, the Fountain of Youth or St. Augustine Beach! Located in the King and Bear Golf Course. Explore the resort amenities including access to world class golf courses, multiple pools, a full service spa, tennis courts, hot tub, and state of the art fitness center

Guest favorite

Rental unit in St. Augustine

4.93 out of 5 average rating, 103 reviews

Beach Life in Oceanview Condo

The balcony faces one of Florida's most beautiful beaches - Crescent Beach. Just 3 minutes walk from the beach, enjoy incredible sunrises and sunsets every day, heated pool, outdoor barbecue, free parking available. 15 minutes from downtown St. Augustine, surrounded by all the amenities, start your holiday on this beautiful, ancient beach. We offer short term and long term rentals hoping to provide you and your family with a relaxing, comfortable and quiet holiday resort.

Superhost

Guesthouse 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 favorite

Guest suite in St. Augustine

4.93 out of 5 average rating, 306 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.