
Vacation rentals with a pool in St. Augustine Shores
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in St. Augustine Shores

Total vacation rentals
Explore 20 vacation rentals in St. Augustine Shores

Nightly prices starting at
St. Augustine Shores vacation rentals start at $97 CAD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of St. Augustine Shores vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Augustine Shores rentals

4.9 Average rating
St. Augustine Shores stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in St. Augustine Shores
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Steps to Beach | Heated Pool, Patio Bar | Fire Pit
Discover your perfect St. Augustine Beach getaway! Beachside living - just steps to the beach (2-minute walk) with no road crossings! Enjoy walking to nearby restaurants and shops or take a quick 11-minute drive to downtown St. Augustine! Inside, enjoy an open floor plan and a recently updated kitchen. Outside, enjoy the fire pit, outdoor bar, pool with a sun shelf that's perfect for kids and a soothing waterfall, creating a tropical paradise where you can unwind after a day of beach adventures!

Zen Oasis | Heated Pool | Hot Tub | Beach 12-Min!
Escape to our Zen Spa Retreat! Enjoy the soothing heated pool and hot tub, unwind on the expansive patio, or find tranquility in the zen-inspired interiors! This spacious 3 bedroom 2 bathroom is located in a quiet neighborhood close to Old St. Augustine, beaches and restaurants. Blackout curtains and smart TVs in every bedroom! Our fully equipped kitchen, washer, dryer, dishwasher, workspace and garage ensure convenience during your stay. Unwind in our serene oasis for the perfect Zen getaway!

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!

Beach & Serenity; The Perfect Location in St. Aug
Forget your worries in this spacious and serene space. Beautiful beach house 6 blocks to beach, 2 blocks to intercoastal Drive on to the beach at one end of the street, Easy walk to the best sunsets at the marsh Restaurants at each end of the street Upstairs and downstairs screened porches *PLEASE NOTE, AND THIS IS IMPORTNAT * We cannot split weekends. Friday and Saturday nights booked together *ONE PET PER STAY W/ APPROVAL *no washer/dryer available, hang dry only *STRICT CHECK IN/OUT TIMES

The Salty Seashell, Coastal Pool Home, Sleeps 8
Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

Luxury Retreat in St. Augustine
Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

Riverfront direct views-Get it ALL in St Augustine
Do not compromise-Just get it all! This is the hidden gem you were waiting to find. Only a few minutes from historic downtown and the area's best beaches, The Conquistador offers 3 swimming pools, tennis, tennis/pickleball courts, trails, a fishing pier, playgrounds, BBQ area, pavilion and plenty of space to roam and relax under the amazing Oak canopy. The beach or Downtown a mere 12 minute drive. Stay in your very private condo and enjoy the gorgeous views of the Manatee River.

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL
BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO JUST STEPS TO THE BEACH. COME AND STAY IN THIS RECENTLY REMODELED CONDO WITH PRIVATE TROPICAL COURTYARD, AND 2 OCEAN VIEW COURTYARDS OFF THE MASTER BEDROOM AND LIVING ROOM. WITH SO MUCH TO DO IN ST. AUGUSTINE, YOU CAN CHOOSE AN ADVENTUROUS, HISTORICAL, OR RELAXING VACATION TO MAKE YOUR BEST MEMORIES. THERE IS PLENTY OF SPACE IN THIS LARGE 1300 SQFT CONDO. THE BEACH IS VERY LARGE WITH LOTS OF PLAY SPACE AND CAN EVEN FEEL LIKE A PRIVATE BEACH.

Livin’ the Dream at St. Augustine Beach
Bright beachy unit with all amenities including community pool, close public beach access and essentials including bedding, towels, beach cruiser bikes and grill. Enclosed porch and outside deck are ideal for grilling out or hanging out. My home is located in Peppertree RV Resort . The public beach access is a short 10 minute walk away. The unit has parking for two vehicles with extra parking available in an overflow lot. A washer and dryer are located inside the unit.

Tiki Time-Pool & Heated Spa, Amazing Backyard
***As of 4/2/2026 Tiki Time Beach Retreat is on the market for sale. No showings will be scheduled during guest stays. Please let us know if you have any questions before booking. *** You will love to make this vacation home your dream come true! So whether you are boating, kayaking, or fishing, you have it all here at Tiki Time. And if that’s not enough, this vacation home also has a refreshing pool, hot tub and large outdoor Tiki Hut and fire pit.

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.
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

Beautiful Beach Home - Sleeps 12

Walk to Beach! Heated Pool•Boat Parking•EV Charger

Beachside, Pool, Super Clean, steps 2 beach, 5star

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

HGTV-Style Home + Pool + Walk/Bike to Attractions

Beach Bums Paradise|Private Pool|8-min walk to BCH

Heated Pool, Beach, Patio Lounge, Near Downtown

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
Condo rentals with a pool

2 King Beds - Walk to Beach

Family Beach Condo - Steps To The Sand Or Pool

Ocean Front Gem: Top Floor Corner Unit

After Dune Delight, BEACH FRONT w/Fishing Pier

Beautiful ocean, St Augustine beach

Boutique Beachside condo with easy access to beach

Heated Pool, Ocean Views, Beach, Playground, BBQ

Great 1 bedroom 1 bath condo with heated pool
Other vacation rentals with a pool

Waterfront Retreat | Sunrise Lanai + 2 King Beds

St.Augustine Relaxing

Playful Retreat | Heated Pool + Mini Pickleball

Heated pool home with a lake view

2/2 Oceanview Condo/Beach Access/Pools

Oceanfront Home w/ Pool + Private Beach Access

St. Augustine Beach Condo 2 bed/2 bath Heated Pool

Sunset Palms - Waterfront/Heated Pool/Pet-Friendly
When is the best time to visit St. Augustine Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 CAD | $214 CAD | $207 CAD | $215 CAD | $207 CAD | $193 CAD | $190 CAD | $180 CAD | $180 CAD | $182 CAD | $187 CAD | $208 CAD |
| Avg. temp | 13 °C | 15 °C | 17 °C | 20 °C | 24 °C | 27 °C | 28 °C | 28 °C | 26 °C | 22 °C | 17 °C | 14 °C |
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