
Holiday rentals with a pool in St. Augustine Shores
Find and book unique homes with a pool on Airbnb
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 $97 AUD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of St. Augustine Shores holiday rentals include Wi-Fi 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.

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.

Historic Whitney House •Designer•Steps2Attractions
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.

Sunset Cove 2 - Pool - Sea Views - Walkable
Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen

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!

Sun & Sea - 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.

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.

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

New! Fun in the Sun pool home Palm Coast

Heated Saltwater POOL, Harry Potter, Firepit, BBQ

Private oasis, heated pool, exceeds expectations

Home Away STAy w/ heated pool

Historic St. Augustine 2/2 Duplex & Pool

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Lovin Life on Firefly! On Lake, Pool, Garage

Ping Pong• Pets• DT 10 mins• BBQ• King• Fast Wifi
Condo rentals with a pool

Spanish Colonial Design One Bedroom Condominium

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

2br condo in st Augustine across from Beach

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

361 Fun in the Sun | Direct Oceanfront Ground Floor

After Dune Delight, BEACH FRONT w/Fishing Pier

Newly renovated! Steps to BEACH & POOL!

The Salty Suite Resort style condo
Other holiday rentals with a pool

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

Croral Condo at The Ocean Gallery

Beacher's Lodge Balcony Suite #316

Palma Beach House

Conquistador Condos - 26 Catalonia Ct

Luxury Costal Oasis Close to Beach & Amphitheater

Sunshine & Serenity~ Beachside Condo

Luxury Retreat in St. Augustine
When is the best time to visit St. Augustine Shores?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 AUD | $214 AUD | $207 AUD | $187 AUD | $189 AUD | $187 AUD | $190 AUD | $180 AUD | $180 AUD | $182 AUD | $187 AUD | $208 AUD |
| 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 |
Destinations to explore
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- Rentals with a patio St. Augustine Shores
- Family-friendly rentals St. Augustine Shores
- Rentals with a washing machine and dryer St. Augustine Shores
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- House rentals St. Augustine Shores
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Ocean Center
- Daytona Beach Bandshell
- Daytona International Speedway
- Crescent Beach
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Summer Haven st. Augustine FL
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- Embry Riddle Aeronautical University
- University of North Florida
- Vilano Beach Fishing Pier
- St. Augustine Alligator Farm Zoological Park
- Memorial Park





