
Holiday rentals with a pool in St. Augustine Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Augustine Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Ocean Side Complex w/ Heated Pool B-15
Great Condo in a Beach Side Community But just to be clear Beach Side does not mean Ocean Front you will not be able to see the Ocean from the Patio The Condo is located next to Shopping Restaurants, and Historic Downtown, Great Beaches for a relaxing stay and 2 pools 1 heated Year Round Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool
1 Bedroom interior Condo in Oceanfront Complex (no view of the ocean) King Bed, Queen Sleeper Sofa, TV's in Living Room and Bedroom, 1st Floor unit with screened patio, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

Summerhouse - Direct Oceanfront Corner Unit
Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

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.

Great 1 bedroom 1 bath condo with heated pool
Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

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.

Newly renovated! Steps to BEACH & POOL!
Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Bel oc'ean, 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**

Family Beach Condo - Steps To The Sand Or Pool
Our beach condo on Crescent Beach has been our family’s haven for years, and we’re excited to share it with you! The breathtaking ocean views from our living room and balcony are just the start—enjoy a renovated kitchen, comfy bedrooms, and family-friendly touches that make this place truly special. Whether you’re here to relax, explore historic St. Augustine, or enjoy the natural beauty of Anastasia State Park, we hope you’ll create lasting memories like we have!

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.

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct ocean front, 2 bedroom, 2 bathroom corner unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer the condo immediately next door for rent, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a Nest lock on the front door.

>•< Resort Style Retreat >•<
🌴 Welcome to our cozy and stylish 1-bedroom, 1-bath apartment in beautiful Saint Augustine, Florida. Perfect for couples or solo travelers 💕, this peaceful retreat is nestled near the Intracoastal Waterway 🌊 and features a private balcony with scenic views 🌅. Just minutes from the beach 🏖️, historic downtown 🏰, and local dining 🍽️, it’s the perfect blend of relaxation and coastal charm ✨
Popular amenities for St. Augustine Beach rentals with a pool
House rentals with a pool

Ocean Village Club-First Floor Access.

Tide Pool - Heated Pool/Hot Tub/Golf Cart

Your Home Away From Home

Peaceful Oasis Pet Friendly heated Pool & Gameroom

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

Htd Poolw/Arcade, FirePit& PuttingGreen 1.2 mi DT

The Salty Seashell, Coastal Pool Home, Sleeps 8

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

Riverfront direct views-Get it ALL in St Augustine

What a View! Sand & Sea!

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Direct Oceanfront ~ Fantastic Views!

St Augustine coastal chic 2br across from Beach

Gorgeous Sea Place Ocean View Condo

Walk to Beach, Heated Pool, Pet Friendly!

Best location on the island! King bed./beach items
Other holiday rentals with a pool

Palma Beach House

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

luxurious oceanfront condo amazing views! King bed

Coastal Chic Condo!

Beacher's Lodge Oceanfront Balcony Suite #328

*3/2 Island Breeze Condo Steps to Beach/Pier/Food*

Casita by the Sea - Ground Level - Heated Pool

Beach Life in Oceanview Condo
When is the best time to visit St. Augustine Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $191 SGD | $199 SGD | $221 SGD | $209 SGD | $196 SGD | $214 SGD | $216 SGD | $192 SGD | $187 SGD | $187 SGD | $202 SGD | $211 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 Beach

Total holiday rentals
Explore 680 holiday rentals in St. Augustine Beach

Nightly prices starting at
St. Augustine Beach holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 18,310 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
340 properties have a dedicated workspace

Wifi availability
680 of St. Augustine Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across St. Augustine Beach rentals

4.7 Average rating
St. Augustine Beach stays receive an average rating of 4.7 out of 5 from guests
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- Daytona International Speedway
- EverBank Stadium
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Kathryn Abbey Hanna Park
- VyStar Veterans Memorial Arena
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- St Johns Town Center
- Saint Augustine Town Plan Historic District
- Ocean Center
- TPC Sawgrass
- St. Augustine Alligator Farm Zoological Park
- University of North Florida
- Daytona Beach Bandshell
- Ocean Walk Shops
- Embry Riddle Aeronautical University
- Vilano Beach Fishing Pier
- Anastasia State Park
- Memorial Park




