Vacation rentals with a pool in St. Johns County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Johns County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in St. Augustine

4.87 out of 5 average rating, 328 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

4.98 out of 5 average rating, 139 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

Condo in St. Augustine Beach

4.85 out of 5 average rating, 197 reviews

Oceanside Condo - heated pool, hot tubs, beach

A newly renovated 4-bed beach condo decorated with a peaceful ocean theme will be the perfect beach house for your St. Augustine stay! With 2 swimming pools, 5 jacuzzis, tennis & pickleball courts, & private walkways to the beach, this centrally located spot will have you both entertained and relaxed while on vacation. The nautical tri-bunk room is fun for the family, the classic coastal master bedroom is serene, & the martini bar adds a festive element. You'll always remember this vacation!

Guest favorite

Home in Saint Augustine

4.99 out of 5 average rating, 366 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 (5 miles) and St. Augustine Beach (3 miles). The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms, ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small extra charge for 5 or more. Motorcycle friendly! We also do live on the property!

Guest favorite

Apartment in Jacksonville

4.94 out of 5 average rating, 186 reviews

Top floor modern getaway w/resort amenities!

New build! Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Guest favorite

Guesthouse in St. Augustine

4.95 out of 5 average rating, 296 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

Townhouse in Saint Augustine

4.99 out of 5 average rating, 103 reviews

Affordable and Ocean View Condo! Steps from Pool!

Creston House 8B is a perfect getaway location, quaint, and well maintained. It is a private apartment, including roomy living room with queen sleeper sofa, and dining room. Fully equipped kitchen is adjacent, and desk area for your computer. The bedroom includes a comfy king size bed, and 32' TV. All linens are provided. The resort is an oceanfront complex with a large pool and private beach access. Enjoy time relaxing on porch area, just steps from the large pool. Just unpack and enjoy!

Guest favorite

Guest suite in St. Augustine

4.96 out of 5 average rating, 539 reviews

Sheepdog Hideway - close to the Amp!

Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

Guest favorite

Condo in St. Augustine

4.87 out of 5 average rating, 239 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

Condo in St. Augustine Beach

4.89 out of 5 average rating, 117 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.

Guest favorite

Guesthouse in Jacksonville

4.98 out of 5 average rating, 254 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.

Guest favorite

Guesthouse in Saint Johns

4.97 out of 5 average rating, 209 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.