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.

1 of 1 pages1 / 1

Top guest favorite

Home in St. Augustine

4.98 out of 5 average rating, 124 reviews

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking

Top guest favorite

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

Home in St. Augustine

4.99 out of 5 average rating, 446 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!

Top guest favorite

Home in St. Augustine

5 out of 5 average rating, 151 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Guest favorite

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

Home in St. Augustine

4.94 out of 5 average rating, 221 reviews

Historic Whitney House • Luxury Baths • Downtown

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

Top guest favorite

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

Home in St. Augustine

4.99 out of 5 average rating, 158 reviews

2023 Lux Home 4bd/3.5ba + SaltPool + HotTub + Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - Gorgeous quiet beach * 5.5 miles- Historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

Top guest favorite

An aerial view of the gated Sawgrass community reveals lush landscaping and well-maintained buildings. The shimmering ocean is visible in the background, with private beach access indicated by a directional arrow. A community pool can also be seen, surrounded by palm trees and parked cars.

Apartment in Ponte Vedra Beach

4.98 out of 5 average rating, 106 reviews

Light, Airy Luxury Condo with Private Beach Access

Located in the gated Sawgrass community with private beach access, this beautiful studio condo is the ideal choice for a relaxing beach vacation. The privacy and beauty of the coastline rivals any beach destination in the US. The inviting, tranquil elegance of the low country-inspired decor provides the backdrop for your best vacation yet. The vaulted ceilings of the second floor unit give a light and airy feel to the space. You will relax and unwind the moment you step through the door!

Guest favorite

A well-maintained outdoor pool area is framed by palm trees and lush green landscaping. The sparkling blue pool features a central fountain and is surrounded by loungers, creating a serene environment for relaxation.

Condo in St. Augustine

4.87 out of 5 average rating, 330 reviews

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

Top guest favorite

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

4.99 out of 5 average rating, 119 reviews

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

Guest favorite

A large above-ground pool is framed by a sandy area, featuring colorful pool floats and a ladder. Slightly shaded seating areas with blue umbrellas provide comfortable spots nearby. The backdrop includes a blue house, surrounded by lush greenery, creating a relaxed outdoor environment.

Farm stay in East Palatka

4.93 out of 5 average rating, 101 reviews

Luxurious Ranch House 63 Acres w/ Pool

Perfect Family Getaway! Our spacious, fully equipped home offers comfort and memorable experiences. Enjoy the private backyard pool overlooking 63 acres of natural beauty. Explore the farm and see chickens, goats, cows, sheep, horses, turkeys, — and you may even spot wild deer wandering through. Whether you’re looking to reconnect with nature or simply unwind in a peaceful setting, this is the perfect destination. Swim, gather by the fire, bbq or stroll the tranquil farm grounds.

Superhost

Home in Jacksonville

4.79 out of 5 average rating, 124 reviews

*Putt Putt Pool Home* Mini Golf/Grill/Ping Pong

Experience an authentic, relaxing vacation retreat in the heart of Jacksonville. Located just off 295 and in a very central location. 3 bedrooms on one side of the home and two bedrooms on another side of the home with common areas in the middle. During your stay, you will have access to the pool, which is ideal for some fun pool time after spending some time at the nearby mini golf course. This house offers everything for a great family vacation or weekend getaway.

Top guest favorite

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

Condo in St. Augustine

4.97 out of 5 average rating, 105 reviews

Luxury Golf & Spa condo in Beautiful St. Augustine

Beautiful 1 bedroom pristine condo unit has it all. Comfortable king size bed, privacy, full bathroom with roman bathtub, washer/dryer, full kitchen with all the utensils you will need, two flat screen tv's, fast free wifi, private balcony overlooking lush gardens with a fountain. The Laterra resort boasts a plethora of amenities right outside your doorstep. Heated pool, pool with waterfall feature, hot tub, tennis courts, award winning Golf and restaurants nearby!

Top guest favorite

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

Home in St. Augustine

4.93 out of 5 average rating, 186 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)