
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.

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

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!

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.

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.

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

Private FL Home with Pool, Hot tub & Luxury Master
This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

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!

Elegant 2 King Bed Southside Pool Mayo Clinic UNF
Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

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.

Vilano Designer Home•Gourmet Kitchen•Beach Access
No Cleaning Fee! 5 Min Walk to Vilano Beach 10 Min Drive to Historic St. Augustine 1-7 Min Walks to Water Front Restaraunts Fitness Club Passes, Full Gym/Suana-Steam Rm/Yoga This Designer seaside home is perfect for a staycation at the beach. It has been renovated into a peaceful retreat, minutes from the sand and sea. With 3 gorgeous bedrooms, spa bathrooms, large living spaces, a gourmet kitchen and a shaded porch, this roomy home invites you to vacation in the lap of luxury.

*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.
Popular amenities for St. Johns County rentals with a pool
House rentals with a pool

Sunset Cove 2 - Pool - Sea Views - Walkable

Beach Retreat w/Pool, Private Yard, Walk to beach

Driftmark Cabin - RV friendly, Pool + Beach!

Vilano Beach Home, 3 Bed, 2 Masters, Heated Pool

Shoreline Sanctuary – Pool • Beach• Downtown

Zen Flamingo: Poolside Peace Near Beaches and TPC

Elegant & Stylish Pool House with Arcade!

Pink Palms *Pool* Party ~ Walk to Downtown
Condo rentals with a pool

Ocean Side Complex w/ Heated Pool B-15

Spanish Colonial Design One Bedroom Condominium

Casita by the Sea - Oceanfront PVB

Ocean Front Gem: Top Floor Corner Unit

Sunrise Special | Steps to Beach | Ocean Front

St.Augustine Beach,Seaside at Anastasia,Condo

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

34|Ocean at St Augustine Beach - 4+ Night Discount
Other vacation rentals with a pool

Crescent Beach St Augustine Condo

1 Block to Beach! Heated Pool, Near Historic Dist.

Beach Cabana, Sparkling Pool, Steps to Beach Pier

Bikini Bottom @ 1307 Near Mayo Clinic.

Luxury Resort Living on the Island!

Waves Serenity | 1BD Lux King in Southeast Jax

The May House - Heated Pool - Historic Downtown

Posh Pool and Pond Landing
Destinations to explore
- Boutique hotels St. Johns County
- Rentals with outdoor seating St. Johns County
- Rentals with beach access St. Johns County
- Rentals with an EV charger St. Johns County
- Rentals with a fire pit St. Johns County
- Rentals with breakfast St. Johns County
- Pet-friendly rentals St. Johns County
- Tiny house rentals St. Johns County
- House rentals St. Johns County
- Villa rentals St. Johns County
- Resort rentals St. Johns County
- Cottage rentals St. Johns County
- Rentals with a home theater St. Johns County
- Rentals with a fireplace St. Johns County
- Rentals with a kayak St. Johns County
- Rentals with an accessible height toilet St. Johns County
- Waterfront rentals St. Johns County
- Family-friendly rentals St. Johns County
- Beachfront rentals St. Johns County
- Rentals with a sauna St. Johns County
- Rentals with lake access St. Johns County
- Rentals with a hot tub St. Johns County
- Rentals with a washer and dryer St. Johns County
- Apartment rentals St. Johns County
- Hotel rooms St. Johns County
- Private suite rentals St. Johns County
- Vacation home rentals St. Johns County
- Rentals with a patio St. Johns County
- Fitness-friendly rentals St. Johns County
- Rentals with an accessible height bed St. Johns County
- Townhouse rentals St. Johns County
- Guesthouse rentals St. Johns County
- RV rentals St. Johns County
- Bed and breakfasts St. Johns County
- Condo rentals St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Kathryn Abbey Hanna Park
- Lightner Museum
- St Johns Town Center
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- TPC Sawgrass
- Vilano Beach Fishing Pier
- University of North Florida
- Adventure Landing Jacksonville Beach
- Memorial Park
- Ravine Gardens State Park
- Little Talbot
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Huguenot Memorial Park
- Anastasia State Park
- San Sebastian Winery
- Things to do St. Johns County
- Nature and outdoors St. Johns County
- Things to do Florida
- Sports activities Florida
- Tours Florida
- Wellness Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Food and drink Florida
- Art and culture Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States
- Entertainment United States





