Holiday rentals with a pool in Saint Johns, St. Johns County

5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

Stellar location...easily park and walk to historic sites! Spacious and modern inside but a classic Southern home on the outside. Lots of room to grill out or lounge around the heated saline pool. Beautiful views of the famed Mission from the upper/lower porches. And you'll appreciate how well stocked this home is too...if we don't provide it you probably don't need it! If you need another rental we have a 4 bedroom w/pool right next door. It's called Walk to Everything plus pool and Cottage.

4.98 out of 5 average rating, 98 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

4.96 out of 5 average rating, 188 reviews

Home in Lincolnville

Walk downtown, pool beach min to everything pet ok

HEATED pool home in the heart of historic St Augustine, Walk to the NIGHT OF LIGHTS; just a few miles from spectacular beaches! Weddings/Family time. 4 large bedrooms with 3 full baths. 1 bedroom downstairs and 3 upstairs. Relax in the screened in lanai with beautiful lap pool! Large back yard. Enjoy cooking in our huge kitchen while your family relaxes in the living room, or have enjoy playing foosball after a day at the beach or touring our beautiful city! Walk to everything! Pet friendly

4.95 out of 5 average rating, 100 reviews

New LUX 4bed Saltwater, HEATED POOL, 2 Masters

Relax and have fun at this BRAND NEW LUXURY beach getaway with high end furnishings and linens. The house has 4 bedrooms including 2 masters w/ king beds, 3.5 bath and a chef’s kitchen! Minutes walk to beautiful and coveted beach (3 blocks) and a 10 minute drive to downtown St. Augustine where you can enjoy many restaurants, coffee shops and local boutiques. Best yet, come back home and relax in your own fully fenced backyard w/PRIVATE HEATED SALTWATER POOL. We promise you won’t want to leave!

4.96 out of 5 average rating, 107 reviews

New luxury heated pool home steps from the beach!

Welcome to the Coral Door House! Tranquil retreat at the beach. Newly built spacious and modern luxury home. A private entrance to a very special and secluded beach is just 6 houses down. An easy short walk with the stocked provided beach cart. Outdoor living space has a 10 X 20 heated pool and plenty of seating. A perfect place to relax after a day at the beach. We’d love to host you and your family so let us know when you want to come stay, and we can discuss more details from there!

Guest house in St. Augustine

4.93 out of 5 average rating, 146 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

4.97 out of 5 average rating, 134 reviews

Home in Lincolnville

Southern Comfort - Downtown|Hot Tub|Heated Pool

The Southern Comfort is a 4BR/3.5BA home located right in the heart of Downtown St. Augustine on the famous King Street. High-end, designer touches will be found in all features of the home with respect to the 110+ year old character preserved in the 2020 renovation. Centrally located with a blend of privacy, convenience and a modern luxury design. Private, sparkling heated pool and hot tub with lounges perfect for lazy days by the water. #1 Vacation Rental in Downtown St. Augustine.

Superhost

4.87 out of 5 average rating, 126 reviews

Best of Both Worlds- Family Oasis

Experience the Dolphin house in St Augustine. This spacious mid-century modern pool home is a rare treasure in an ideal location just steps from the Bridge of Lions and downtown St Augustine. The Showstopper Private Backyard oasis includes a pool with a shelf - perfect for kids, Hot Tub, BBQ, Hammock, Wood Fire Pit, and outdoor seating under a mega umbrella. The perfect family vacation getaway. Maximum occupancy of six (6) adults and four (4) children under twelve (12) years of age.

Superhost

Apartment in St. Augustine

4.79 out of 5 average rating, 233 reviews

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

Superhost

Apartment in St. Augustine Beach

4.85 out of 5 average rating, 161 reviews

Ocean Side Complex with Heated pool B-24

Ocean Side Condo Complex. Just to be clear Ocean Side does not mean Ocean Front. You will not see the ocean from the balcony 1 Bedroom 1 Bath. There is a queen air mattress that 2 people can sleep on and can be put in the living room Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive No trailers or boats allowed or campers

4.88 out of 5 average rating, 103 reviews

Villa in Jacksonville

Country villa pool hot tub game rm pond 2.5 acres

Take it easy at this unique and tranquil getaway. Ask about our couples discount. Our villa includes pond, pool, hot tub, game room, outdoor cooking area with industrial smoker, wood burning pizza oven, and gas grill. Oyster bar, fire pit area wood included. Kitchen has 2 coffee making options, air cooker and all other essentials. Full laundry with soap and dryer sheets. Parking space for your toys and camper. Security gate w/ fence completely surrounding the property.