
Holiday 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.

Ocean Front Escape- Top Floor
Top floor, direct oceanfront 2 bedroom, 2 bathroom condo with elevator and unobstructed beach views from the private balcony, master bedroom, living room, dining room and kitchen. Located in beautiful St. Augustine Ocean & Racquet Resort. We also rent out the corner unit immediately next door, Ocean Front Gem, which is great for those traveling with friends: https://www.airbnb.com/h/saint-augustine-oceanfrontgem Our checkin and checkout process are contact free. We use a Nest lock on the door.

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!

Downtown HistoricLuxury • Designer Kitchen & Baths
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.

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.

2 Bedroom Luxury Condo in World Golf Village
Looking to get away?!!! Come enjoy this two bedroom luxury St. Augustine condo located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Resort amenities at your fingertips including access to golf, multiple pools, hot tub, a full service spa, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Absolutely No Pets allowed!!! My daughter is highly allergic, and it will cause an allergic reaction

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!

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.

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!

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
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.

Spanish Colonial Design One Bedroom Condominium
St. Augustine lays claim to being the oldest city in the U.S. and is known for its Spanish colonial architecture. Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. This unit is centrally located amongst lush green grounds, towering palm trees and gorgeous pools. All can be seen and felt from the comfort of the balcony while enjoying the breezy air and an afternoon beverage. Unfortunately it is not child proof therefore only suitable for 2 adults.

Apartment 207
Gated Golf Resort | Private Balcony | Scenic Views | 800 Sq Ft. | Self Check in with Lock Box in main foyer of building. Whether you’re planning to perfect your golf game, learn all about historic St. Augustine or have a much-needed spa day, this condo has everything you need—from amenities to location—for avid golfers, history buffs and relaxation seekers. Working from home!? The space is equipped with High Speed (500 mb) WiFi! Relax and watch a movie on 60 inch Smart TV.

Charming Rustic Boathouse
Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.
Popular amenities for St. Johns County rentals with a pool
House rentals with a pool

Heated Pool/Hot Tub 1 mile to dwntn/beach

Private Pool Home • Quiet • Near Beaches & Dining

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!

Private oasis, heated pool, exceeds expectations

Driftmark Cabin - RV friendly, Pool + Beach!

Peaceful Oasis Pet Friendly heated Pool & Gameroom

2 Masters-Heated Pool & Spa+1 min Walk to Beach

Heated Pool, Beach, Patio Lounge, Near Downtown
Apartment rentals with a pool

Ocean Side Complex w/ Heated Pool B-15

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

"Gone Coastal" is Steps From the Sand!

F1, Downtown, POOL, beaches, porch, parking!

B207 Entire Oceanfront Condo Steps From Pool & Bch

Summerhouse - Direct Oceanfront Corner Unit

Seagrass Condo - ocean front, 1 bedroom/1bath

Boutique Beachside condo with easy access to beach
Other holiday rentals with a pool

Casita by the Sea - Oceanfront PVB

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

Palm Valley Pool House

Tropical Retreat: Luxe 2BR/2BA with Pool & Gym

Townhome in St John’s

Ponte Vedra Beach Charming Retreat Suite

Private studio@World Golf Village/Luxury amenities

Seaside Retreat| 1BD Lux King in Southeast Jax
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- Rentals with pools Florida
- Rentals with pools United States
- EverBank Stadium
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- TPC Sawgrass
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Anastasia State Park
- Memorial Park
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure
- Little Talbot
- Museum of Science and History
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- Friendship Fountain
- San Sebastian Winery
- Flagler College
- Things to do St. Johns County
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- Entertainment Florida
- Wellness Florida
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- Sports activities Florida
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- Nature and outdoors Florida
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