
Holiday rentals with a pool in St. Augustine Shores
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Top-rated rentals with a pool in St. Augustine Shores
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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 Designer Home • Luxury Baths • Steps2DWTN
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.

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.

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL
BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO JUST STEPS TO THE BEACH. COME AND STAY IN THIS RECENTLY REMODELED CONDO WITH PRIVATE TROPICAL COURTYARD, AND 2 OCEAN VIEW COURTYARDS OFF THE MASTER BEDROOM AND LIVING ROOM. WITH SO MUCH TO DO IN ST. AUGUSTINE, YOU CAN CHOOSE AN ADVENTUROUS, HISTORICAL, OR RELAXING VACATION TO MAKE YOUR BEST MEMORIES. THERE IS PLENTY OF SPACE IN THIS LARGE 1300 SQFT CONDO. THE BEACH IS VERY LARGE WITH LOTS OF PLAY SPACE AND CAN EVEN FEEL LIKE A PRIVATE BEACH.

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**

Ocean Gallery 1/1, 2 pools
Bright, airy and beachy, this condo at Ocean Gallery pairs resort-style amenities with an exceptionally clean, stylish and comfortable condo. Perfect for a couple or one family, it sleeps up to 4 in beds (primary bed sleeps 2; pullout sofa in living area sleeps 2 additional guests - perfect for kids). You’ll be a few steps from 1 of the 2 pools, and a 5 minute leisurely stroll through the complex will take you to the beach!

< • < • 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 ✨

Beautiful Beach Cottage
Located smack in the middle of St. Augustine Beach, this beautiful beach cottage has private access to the beach and pool. Close to the Ancient City, with all its amenities and attractions. Close to great restaurants and bars. Fully furnished kitchen with Keurig type and brewing coffeemakers, all rooms with TVs.
Popular amenities for St. Augustine Shores rentals with a pool
House rentals with a pool

Ocean Village Club-First Floor Access.

New La Flamingo Beach House

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

Close to dwtn w pool and golfing

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

Steps to Beach | Heated Pool, Patio Bar | Fire Pit
Condo rentals with a pool

Oceanfront Top Floor Corner 1 BR Condo - A+ Views

Oceanfront Retreat!

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Ocean Front Gem: Top Floor Corner Unit

Seaglass Villa, a Sunny Beachside Retreat

Shell Shack - Resort Beachside Condo

Newly renovated! Steps to BEACH & POOL!
Other holiday rentals with a pool

Heated Saltwater POOL, Harry Potter, Firepit, BBQ

Intracoastal Retreat two bedroom two bath

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

Bright Modern King Bed Pool Historic St Augustine

Conquistador Condos - 26 Catalonia Ct

Luxury Costal Oasis Close to Beach & Amphitheater

Luxury Resort Style w/ Pool & Gym close to Beach

Cozy, Coastal Retreat for Any Budget, Sleeps 4
When is the best time to visit St. Augustine Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 NZD | $257 NZD | $249 NZD | $225 NZD | $227 NZD | $225 NZD | $229 NZD | $217 NZD | $217 NZD | $219 NZD | $225 NZD | $251 NZD |
| 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 $117 NZD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of St. Augustine Shores holiday 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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- House rentals St. Augustine Shores
- Rentals with a patio St. Augustine Shores
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- Pet-friendly rentals St. Augustine Shores
- Family-friendly rentals St. Augustine Shores
- Rentals with a washing machine and dryer St. Augustine Shores
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Ocean Center
- Daytona International Speedway
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- Ocala National Forest
- Daytona Boardwalk Amusements
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Kathryn Abbey Hanna Park
- Lightner Museum
- Daytona Lagoon
- St Johns Town Center
- Fountain of Youth Archaeological Park
- TPC Sawgrass
- Summer Haven st. Augustine FL
- Vilano Beach Fishing Pier
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- Daytona Beach International Airport
- Memorial Park
- Little Talbot
- St. Augustine Alligator Farm Zoological Park





