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 favourite

Condo in St. Augustine

4.87 out of 5 average rating, 326 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!

Mar. 21 – 28

$175 CAD per night

Guest favourite

Condo in St. Augustine

4.98 out of 5 average rating, 136 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.

Oct. 21 – 28

$184 CAD per night

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 150 reviews

Traveler’s Nest of uptown St. Augustine with pool!

The Traveler's Nest is a unique and cozy studio apartment with a kitchenette, private backyard and access to a huge pool located in a quiet historic uptown St. Augustine neighborhood. It's just minutes to the Old City and Vilano Beach and Fort Mose National Park and Museum is 3min walk within the neighborhood! In addition, it's close to all your necessities (groceries, liquor store, restaurants, fast food....etc.) and there's a huge pool to relax and cool off when your not out seeing sites :)

Jun. 5 – 12

$176 CAD per night

Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 365 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!

Sep. 20 – 27

$222 CAD per night

Guest favourite

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.

Dec. 24 – 31

$222 CAD per night

Guest favourite

Apartment in Jacksonville

4.94 out of 5 average rating, 185 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.

Sep. 24 – Oct. 1

$269 CAD per night

Guest favourite

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!

Oct. 26 – Nov. 2

$249 CAD per night

Guest favourite

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.

Dec. 7 – 14

$220 CAD per night

Superhost

Condo in St. Augustine

4.78 out of 5 average rating, 150 reviews

Luxury 1 Bedroom World Golf Studio with Pool

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

Sep. 20 – 27

$141 CAD per night

Guest favourite

Guest suite in St. Augustine

4.93 out of 5 average rating, 283 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.

Sep. 29 – Oct. 6

$221 CAD per night

Guest favourite

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.

Aug. 2 – 9

$127 CAD per night

Guest favourite

Guesthouse in Saint Johns

4.97 out of 5 average rating, 208 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.

Jul. 13 – 20

$179 CAD per night