
Holiday 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.

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.

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!

St Augustine Beach, comfy condo
Relax on the beach or unwind at the pools. Close to shopping and restaurants. 15 min drive to historic downtown. Perfect for families, couples, friends, solo travelers. You're an 8 minute walk on property to beach with beach chairs, umbrella, and a beach mat. Fully equipped kitchen, free WiFi, 2 pools (one heated), fitness room, full size washer/dryer in unit, Smart TV, pet friendly 1 Dog Only, $50 cash reg fee plus a flat $15 Pet Fee for those bringing a dog **Strictly NON-SMOKING**

1st floor*Heated Pool*Tennis*Beach Chairs & Cart
This newly updated premium unit on the first floor is located in the Premier Ocean Village Club. Walk out your private screened patio to the heated pool or take a short walk to the unheated pool or the Atlantic Ocean. Ocean Village Club is a gated community with private beach access that offers 2 new pools, new tennis courts, shuffleboard, fitness room, and grilling/picnic pavilion. Unit is just minutes away from the leading attractions, restaurants, and shopping in Historic St. Augustine

Condo in St. Augustine’s World Golf Village Resort
Escape to St. Augustine and enjoy a one bedroom studio with new brand new renovations and upgrades! Explore the resort amenities including free unlimited access to three pools, a hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

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.

The Salty Suite Resort style condo
This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

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.

Bring the boat! 2 Bedroom Steps from the Beach
Newly renovated 2 bedroom 2 bath condo for your dream getaway. Boat storage and ramp available. This is a 2nd floor unit just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis and pickleball courts. Enjoy the sunset from the balcony with a peek view of the inlet. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, pickeball and tennis rackets,. You'll be just a short drive from historic St. Augustine with it's many attractions.

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool
Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size 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. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Must be able to climb stairs 3rd floor condo

Boutique Beachside condo with easy access to beach
Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

"Once Upon A Tide" Beach House *Heated Pool* King

Beautiful Beach Home - Sleeps 12

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

Island Retreat: Pool/Hot Tub/Tiki Bar/Close2Beach

Welcome to Pink Palms - Heated Pool - Walk to DT

Heated Pool, Beach, Patio Lounge, Near Downtown

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

Short Walk to the Beach with Heated Pool
Apartment rentals with a pool

Ocean Side Complex w/ Heated Pool B-15

Steps to Beach, Bikes & Beach Equipment Included!

Shell Shack - Resort Beachside Condo

After Dune Delight, BEACH FRONT w/Fishing Pier

Seagrass Condo - ocean front, 1 bedroom/1bath

Gorgeous Sea Place Ocean View Condo

Sun & Sea | 2 pools - 1 heated!

Charming Beach Condo (recently remodeled!)
Other holiday rentals with a pool

Charming Rustic Boathouse

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

Couples Retreat w/ Beach, Pools & Scavenger Hunt

2 BR Condo in St Augustine across from Beach

Sunshine & Serenity~ Beachside Condo

NEW! Fully remodeled direct River View!

Luxury Retreat in St. Augustine

Casita by the Sea - Second Floor - Heated Pool
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 | $183 SGD | $195 SGD | $214 SGD | $176 SGD | $178 SGD | $176 SGD | $179 SGD | $170 SGD | $170 SGD | $176 SGD | $191 SGD | $206 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 $78 SGD per night before taxes and fees

Verified guest reviews
Over 780 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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- Ponte Vedra Beach
- Daytona International Speedway
- TIAA Bank Field
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Lightner Museum
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- Matanzas Beach
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