
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.

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.

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

The Garden Casita in St. Augustine Florida
Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

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.

Sheepdog Hideway - on Anastasia Island near Amp!
Awesome, private guest suite located on Anastasia Island near the St Augustine Amphitheater! Walking distance to Anastasia State Park! Enjoy staying on the island without all the hustle of a hotel. We have beach cruiser bikes available for use! We are 1.5 miles from the closest public beach access and a 3 mile bike ride to downtown St Augustine! Update for COVID-19 pandemic: We will be spraying all hard surfaces with EPA-approved sanitizer to do our best to make sure surfaces are safe.

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.

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

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.

Charming Rustic Boathouse
Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

Livin’ the Dream at St. Augustine Beach
Bright beachy unit with all amenities including community pool, close public beach access and essentials including bedding, towels, beach cruiser bikes and grill. Enclosed porch and outside deck are ideal for grilling out or hanging out. My home is located in Peppertree RV Resort . The public beach access is a short 10 minute walk away. The unit has parking for two vehicles with extra parking available in an overflow lot. A washer and dryer are located inside the unit.
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

Ocean Village Club-First Floor Access.

Downtown HistoricLuxury • Designer Kitchen & Baths

Historic St. Augustine 2/2 Duplex & Pool

Driftmark Cabin - RV friendly, Pool + Beach!

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

Htd Pool/Arcade, FirePit& PuttingGreen 1.2 mi DT

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

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

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

Direct Oceanfront ~ Fantastic Views!

Seaglass Villa, a Sunny Beachside Retreat

The Salty Suite Resort style condo

Newly renovated! Steps to BEACH & POOL!

Oceanfront 1st Floor End Unit

Long Time No Sea?-Oceanfront End Unit-Heated Pool!

Bring the boat! 2 Bedroom Steps from the Beach
Other holiday rentals with a pool

Intracoastal Retreat two bedroom two bath

St Augustine Beachside Retreat steps to the Beach

Pool + Hot Tub Combo, Outdoor shower, Arcade games

NEW! Fully remodeled direct River View!

Casita by the Sea - Second Floor - Heated Pool

Quaint Stylish St Augustine Home

Sunrise Paradise on Intracoastal Front

Beautiful Beach Cottage
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 | £104 | £111 | £122 | £101 | £101 | £101 | £102 | £97 | £97 | £98 | £101 | £112 |
| 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 £52 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!
Destinations to explore
- Augusta Holiday rentals
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Pet-friendly rentals St. Augustine Shores
- Rentals with a patio St. Augustine Shores
- Rentals with a washing machine and dryer St. Augustine Shores
- Rentals with outdoor seating St. Augustine Shores
- Family-friendly rentals St. Augustine Shores
- House rentals St. Augustine Shores
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Daytona International Speedway
- EverBank Stadium
- Ocala National Forest
- 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




