
Vacation rentals with a pool in St. Augustine Shores
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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

Mermaid relaxing studio. King bed. Pool.
Dear Guests, let us introduce our "Mermaid Relaxing" studio! KING BED! This studio is a private, compact, above-garage guest suite, with a private entrance upstairs from the (shared with our family) backyard. The Mermaid suite is ideal for a couple and features a King bed! Guests have own sitting area on the deck and are welcome to share the underground pool with us. Easy, ample free parking. Breathtaking pine forest outdoor views. Free wi-fi, Netflix, and Hulu apps on smart TV are included!

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.

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.

St. Augustine Beach - A Townhouse Oasis!
Guests will discover a warm, inviting townhouse that aims to meet the needs of your vacation getaway. See for yourself why many of the same families rent this townhouse year after year for its quality and value. As hosts, we maintain and provide an up to date, comfortable, and convenient location to all the sites in the greater St. Augustine area; including a convenient 5-6 minute walk to the beach. ALSO, IF YOU LIKE YOUR PRIVACY you will enjoy our screened-in roof-covered lanai.

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.

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.

The Ultimate Intracoastal Living Experience in FL
With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.
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

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

Walk to Beach! Heated Pool•Boat Parking•EV Charger

The Salty Seashell, Coastal Pool Home, Sleeps 8

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

Pool home oasis steps to ocean
Condo rentals with a pool

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

++Perfect Romantic Getaway - Walk to the Sea

Spanish Colonial Design One Bedroom Condominium

Ocean Front Gem: Top Floor Corner Unit

Sand & Surf-180° View DirectOceanfront Heated Pool

Direct Oceanfront ~ Fantastic Views!

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

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

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

Intracoastal Retreat two bedroom two bath

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

Ground floor--just 365 steps to beach!

Beachfront! Creston by the Sea, 11D!

Affordable and Ocean View Condo! Steps from Pool!

NEW! Fully remodeled direct River View!

Luxury Retreat in St. Augustine
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 | ﺩ.ﺇ514 | ﺩ.ﺇ547 | ﺩ.ﺇ602 | ﺩ.ﺇ496 | ﺩ.ﺇ499 | ﺩ.ﺇ496 | ﺩ.ﺇ503 | ﺩ.ﺇ477 | ﺩ.ﺇ477 | ﺩ.ﺇ481 | ﺩ.ﺇ496 | ﺩ.ﺇ551 |
| 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 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 ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 790 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of St. Augustine Shores vacation 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!
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- Daytona International Speedway
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- Daytona Lagoon
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Ravine Gardens State Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Ocean Center
- Daytona Beach Bandshell
- Little Talbot
- University of North Florida
- Ocean Walk Shops
- Anastasia State Park
- TPC Sawgrass
- Autobahn Indoor Speedway & Events - Jacksonville, FL
- St Johns Town Center




