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

Waterfront suite, Dogs are cool no pet fee
Newly remodeled, waterfront suite. See dolphins, Osprey, and more frolicking in our amazing backyard overlooking the Matanzas river, & did I mention the breathtaking sunsets. 6 minute drive to Crescent Beach, one of the most beautiful beaches in Florida. Close to downtown historic St Augustine 20 min, Amphitheater concert venue is 15 min. Private entrance, full on suite bath, fishing dock, kitchenette, pool, ample free parking & internet included. Professional pool cleaning is on Mondays.

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!

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.

Downtown Luxury • Gourmet Kitchen • STEPS 2 DTWN !
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.

Walk to Beach, Heated Pool, Pet Friendly!
Indulge in the comfort and style of this spacious one-bedroom king bedroom couple's retreat. Situated on the ground floor, this end unit is conveniently located within walking distance of restaurants and shops. This oceanfront complex offers top notch amenities, including a beach walkover, two pools (one heated), tennis courts, shuffleboard, a well-equipped gym, and a grill area, all within a secure gated community. Enjoy coastal proximity, with downtown St. Augustine only 10 minutes away.

SEA & SALT|2-min walk Beach|2x Sparkling Pools
Welcome to the Sea & Salt Retreat of St. Augustine Beach! Fit 4 people in this spacious 2BR/2.5BA condo that is a 2-min walk to our beautiful white sand beach and a 1-min walk to the pool with cabana and chaise lounges. Effortlessly enjoy relaxation at the beach, lounge all day in the sun at the sparkling clean pool, or drive 12-mins to the Historic Downtown St. Augustine. Phenomenal amenities: Two sparkling clean pools, clubhouse, tennis courts, pickleball, racquetball, and basketball!!

Peaceful Oasis Pet Friendly heated Pool & Gameroom
Welcome to your peaceful Oasis. This home is beautiful, secluded, and fenced in 3/4-acre with nature at your back door. It's going to WOW you! There is plenty of room for everyone to spread out with an open floor plan. Includes: Pool Table, Dart Board, Board games, Hammock, Saltwater heated pool, & peaceful pond with waterfall. Come relax and have fun. Just minutes to Historic Downtown, Beaches, Restaurants & I-95. 30 min from Jax 40 mins from Daytona $100 pet fee & $50 a pet up to 3.

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.

Beach Condo, Pools, Bikes, Short Walk to Beach
Relax and unwind at our beautiful beach getaway. This one bedroom condo is located close to all St. Augustine has to offer. You can walk to the beach or take a quick drive to historic downtown. Ocean Village Club is a gated complex that has private beach access just a seven minute walk from your door, two swimming pools, tennis courts, grilling area, and free parking. This second floor unit is light and airy, immaculate, and beautifully decorated. We are family owned and operated.

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.

Beautiful ocean, St Augustine beach
Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, or solo travelers. Enjoy having no stairs to climb! Family friendly vacation. New king bed. Fully equipped kitchen, free WiFi, 2 pools (one heated), full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, requires $50 (cash) registration fee upon check in. There is also a flat $15 Pet Fee for guests bringing a dog. **Strictly NON-SMOKING unit**

Ocean Gallery 1/1, 2 pools
Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

Heated Saltwater POOL, Harry Potter, Firepit, BBQ

Heated Pool/Hot Tub 1 mile to dwntn/beach

New La Flamingo Beach House

Ping Pong• Pets• DT 10 mins• BBQ• King• Fast Wifi

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

Heated Pool, Beach, Patio Lounge, Near Downtown

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

Walk to Beach! Heated Pool•Boat Parking•EV Charger
Condo rentals with a pool

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Sunrise Special | Steps to Beach | Ocean Front

Seaglass Villa, a Sunny Beachside Retreat

2br condo in st Augustine across from Beach

Shell Shack - Resort Beachside Condo

Newly renovated! Steps to BEACH & POOL!

St Augustine Beach, no stairs, clean, 2 BR 2 Bath

Gorgeous Sea Place Ocean View Condo
Other vacation rentals with a pool

Resort Style APT 1B/1B, 10 min Beach/Downtown

Updated Beach Condo - Snowbirds Welcome

2/2 Oceanview Condo/Beach Access/Pools

Beach condo in St Augustine

"Drift Away" at The Ocean Gallery

St. Augustine Cottage With Private Heated Pool

Home Away STAy w/ heated pool

Conquistador Condos - 26 Catalonia Ct
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 | $194 CAD | $207 CAD | $228 CAD | $187 CAD | $189 CAD | $187 CAD | $190 CAD | $181 CAD | $181 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 |
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 790 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!
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- Daytona Beach Bandshell
- Daytona International Speedway
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Kathryn Abbey Hanna Park
- Daytona Lagoon
- VyStar Veterans Memorial Arena
- Fountain of Youth Archaeological Park
- Ocean Center
- Saint Augustine Town Plan Historic District
- Adventure Landing Jacksonville Beach
- St Johns Town Center
- TPC Sawgrass
- Ravine Gardens State Park
- University of North Florida
- Embry Riddle Aeronautical University
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Vilano Beach Fishing Pier
- Little Talbot




