
Holiday rentals with a pool in St. Augustine Shores
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Top-rated rentals with a pool in St. Augustine Shores
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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.

Charming Vintage Intracoastal Apartment
This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

Htd Pool/Arcade, FirePit& PuttingGreen 1.2 mi DT
ISLE BE BACK 🌴— a brand NEW modern home! Dates fill quickly for spring & summer — save your stay now! 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 ✔ Easy self check-in & free parking

Incredible Waterfront Townhome
As close to the water as you can get! Our building is considered the best in the complex which is waterfront, very private and peaceful. Perched on the Point we have fantastic views overlooking the intracoastal's oyster beds, mangroves, exotic birds, fish and bald eagles!. The sunsets are incredible. A fisherman's paradise. There is a private boat dock and a small boat ramp to launch your kayak. Watch dolphins put on a show almost daily from your lanai. The beach is right across the street!

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 :-)

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

Heated Saltwater POOL, Harry Potter, Firepit, BBQ

3-Bed | Pool & Spa | St Augustine | Walk to Beach

St. Augustine Cottage With Private Heated Pool

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Salty Turtle l Pool l Walk to Beach

Heated Pool + Game Shed — Near Beach and Downtown

Secluded oasis pool home steps to the beach

2023 Lux Home 4bd/3.5ba + SaltPool + HotTub + Walk2Beach
Apartment rentals with a pool

Renovated, 2Bd/2Ba, Steps to Private Beach & Pool

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Direct Oceanfront ~ Fantastic Views!

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Oceanfront 1st Floor-Crescent Beach

The Salty Suite Resort style condo

Family Beach Condo - Steps To The Sand Or Pool

Walk to Beach, Heated Pool, Pet Friendly!
Other holiday rentals with a pool

Updated Beach Condo - Snowbirds Welcome

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

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

Conquistador Condos - 26 Catalonia Ct

Funky Coastal Vibes | 2BR 2BA

Luxury Costal Oasis Close to Beach & Amphitheater

Barefoot Bliss - Heated Pool, Walk to the Beach

Jo’s Joint
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 | $179 SGD | $190 SGD | $209 SGD | $172 SGD | $174 SGD | $172 SGD | $175 SGD | $166 SGD | $166 SGD | $167 SGD | $172 SGD | $191 SGD |
| 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 holiday rentals with a pool in St. Augustine Shores

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

Nightly prices starting at
St. Augustine Shores holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of St. Augustine Shores holiday 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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- Ocean Center
- Daytona Beach Bandshell
- Daytona International Speedway
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- Lightner Museum
- Summer Haven st. Augustine FL
- VyStar Veterans Memorial Arena
- Kathryn Abbey Hanna Park
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- 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




