
Vacation 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.

Historic Whitney House •Designer•Steps2Attractions
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.

Sun & Sea - Beach & Heated Pool, Pet Friendly!
Indulge in the comfort and style of this spacious one-bedroom king bedroom couple's retreat. Situated on the ground floor, this end unit is conveniently located within walking distance of restaurants and shops. This oceanfront complex offers top notch amenities, including a beach walkover, two pools (one heated), tennis courts, shuffleboard, a well-equipped gym, and a grill area, all within a secure gated community. Enjoy coastal proximity, with downtown St. Augustine only 10 minutes away.

The Salty Seashell, Coastal Pool Home, Sleeps 8
Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

Ocean Front Condo only Steps to the Beach.
Self-Check-In, Covid-19 Protocol Cleaning Utilized, Ground level, oceanfront unit w/ 2 bedrooms/2 baths at Sea Place, a quaint seaside community. Has updated kitchen & walk-in shower, washer/dryer, wifi, cable & covered patio. Amenities: 2 pools (not heated), tennis, racquetball, & beach access; 4 beach chairs & umbrella provided. Located near shops, restaurants & historic St. Augustine. 2 nights min stay. Max: 4 guests. No pets (per HOA), smoking or parties please. No BBQ grill per HOA.

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.

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.

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.

St Augustine Beach Condo, Pools, Bikes, Beach Gear
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.

Beautiful ocean, 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**
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

Heated Saltwater POOL, Harry Potter, Firepit, BBQ

New La Flamingo Beach House

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Private oasis, heated pool, exceeds expectations

Home Away STAy w/ heated pool

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

Ping Pong• Pets• DT 10 mins• BBQ• King• Fast Wifi

Heated Pool Oasis | Private Acre | Pickleball
Condo rentals with a pool

Oceanfront Retreat!

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

🌊A1A is The perfect DOSE of "VITAMIN SEA"

Hideaway at Crescent Breach - St. Augustine

2br condo in st Augustine across from Beach

Shell Shack Resort - Beachside Condo

The Salty Suite Resort style condo

Pelican Inlet 2 Bedroom Condo Steps from the Beach
Other vacation rentals with a pool

Croral Condo at The Ocean Gallery

2/2 Oceanview Condo/Beach Access/Pools

Conquistador Condos - 26 Catalonia Ct

Luxury Costal Oasis Close to Beach & Amphitheater

Sunshine & Serenity~ Beachside Condo

St.Augustine Relaxing

Luxury Retreat in St. Augustine

Beachside with Heated Pool -Family Friendly
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.ﺇ555 | ﺩ.ﺇ566 | ﺩ.ﺇ547 | 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 810 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!
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a washer and dryer St. Augustine Shores
- House rentals St. Augustine Shores
- Rentals with outdoor seating St. Augustine Shores
- Pet-friendly rentals St. Augustine Shores
- Rentals with a patio St. Augustine Shores
- Family-friendly rentals St. Augustine Shores
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Ocean Center
- Daytona Beach Bandshell
- Daytona International Speedway
- Crescent Beach
- EverBank Stadium
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Summer Haven st. Augustine FL
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- Embry Riddle Aeronautical University
- University of North Florida
- Vilano Beach Fishing Pier
- St. Augustine Alligator Farm Zoological Park
- Memorial Park





