
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 $99 CAD per night before taxes and fees

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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.

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 • Historic Whitney House • Luxury Baths!
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.

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

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!

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool
1 bedroom condo with King Size Bed, Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway about 5-10 minute walk to the beach and pools . Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Must be able to climb stairs 3rd floor condo

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.

Windjammer 208, Oceanfront and Riverview
Beautiful newly renovated condo in Crescent Beach, with spectacular views of the beach as well as the Matanzas river. Coffee while watching sunrise on your east balcony and wine while watching the sunset on the Windjammer fishing pier, while dolphins are entertaining you. 10 miles from historic St Augustine, a couple of miles from Marine land and a variety of restaurants close by. Flatscreen TV'S in all the rooms for your convenience when the weather does not allow you on the beach.

Music on Marilyn- Steps from the Amp! •Jacuzzi•
Nights of Lights & mere seconds from the St. Augustine Amphitheater— a short bike ride to the beach and downtown, this modern escape is 3 beds and 2 baths. Welcome to Music on Marilyn! This is the quintessential St. Augustine experience. Nestled on a quiet street that dead ends to the intracoastal, walking distance to the St. Augustine Amphitheater, Lighthouse, Anastasia Park, Alligator Farm and much more! St. Augustine Beach and historic downtown are just a short bike ride away.

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

Heated Pool/Hot Tub 1 mile to dwntn/beach

Sunset Cove 2 - Pool - Sea Views - Walkable

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

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

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

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

Pink Palms *Pool* Party ~ Walk to Downtown

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

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Beachfront! Creston by the Sea, 11D!

Seaglass Villa, a Sunny Beachside Retreat

Hideaway at Crescent Breach - St. Augustine

2br condo in st Augustine across from Beach

Gorgeous Sea Place Ocean View Condo

Boutique Beachside condo with easy access to beach
Other vacation rentals with a pool

2/2 Oceanview Condo/Beach Access/Pools

Intracoastal Retreat two bedroom two bath

Luxury Costal Oasis Close to Beach & Amphitheater

St.Augustine Relaxing

Beacher's Lodge Oceanfront Balcony Suite # 328

Cozy, Coastal Retreat for Any Budget, Sleeps 4

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

Sunrise Paradise on Intracoastal Front
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 | $213 CAD | $217 CAD | $210 CAD | $190 CAD | $192 CAD | $190 CAD | $193 CAD | $183 CAD | $183 CAD | $185 CAD | $190 CAD | $212 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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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocala National Forest
- Ocean Center
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Summer Haven st. Augustine FL
- Daytona Beach Bandshell
- De Leon Springs State Park
- Daytona Beach International Airport
- Crescent Beach
- Huguenot Memorial Park
- Little Talbot





