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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.

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Guest favorite
A private heated pool is encased in a screened enclosure, featuring clear blue water. Adjacent to the pool, a hot tub is visible, offering a relaxing retreat. Access to the pool area is framed by glass doors leading from the main house.
Home in St. Augustine
4.89 out of 5 average rating, 116 reviews

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.

Guest favorite
A scenic view reveals a sandy beach framed by rolling dunes and lush greenery. A wooden boardwalk leads to a shaded gazebo overlooking the ocean. The sky is clear with scattered clouds, creating a peaceful atmosphere by the water.
Condo in Butler Beach
4.83 out of 5 average rating, 337 reviews

Shell Shack Resort - Beachside Condo

Beautifully decorated & upgraded beachside 2 bed/2bath ground floor unit with an assigned parking spot right next to your patio entrance. Natural light fills the condo. The patio gets plenty of sunshine from its southern exposure positioning so it offers a great place to enjoy your coffee in the morning, wine at night, or to catch up on your tan. The sunshade allows for a private outdoor experience when you just want to sit quietly alone listening to the ocean waves crashing along the beach.

Top guest favorite
Home in Flagler Beach
4.97 out of 5 average rating, 127 reviews

Walk to Beach | Pool, Spa & Private Dock

This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Guest favorite
The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.
Home in St. Augustine
4.94 out of 5 average rating, 216 reviews

Downtown Luxury • Gourmet Kitchen • STEPS 2 DTWN !

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.

Guest favorite
A spacious outdoor pool area is surrounded by lounge chairs and palm trees, providing a serene environment for relaxation. An adjacent building features balconies, offering views of the pool. A pergola is visible nearby, complementing the inviting atmosphere of the gated community.
Condo in Butler Beach
4.93 out of 5 average rating, 122 reviews

Walk to 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.

Top guest favorite
An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.
Home in St. Augustine South
4.98 out of 5 average rating, 125 reviews

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 :-)

Guest favorite
A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.
Home in St. Augustine
4.95 out of 5 average rating, 149 reviews

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.

Top guest favorite
A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.
Condo in St. Augustine Shores
4.99 out of 5 average rating, 122 reviews

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.

Guest favorite
A comfortable living area is highlighted by a textured armchair and a sleek coffee table. A large flat-screen TV is mounted on the wall above a stylish cabinet, while sliding glass doors provide access to the balcony, allowing natural light to fill the space.
Condo in Crescent Beach
4.94 out of 5 average rating, 147 reviews

Steps from the Beach 2 Bedroom 2 Bath Condo

Newly renovated 2 bedroom 2 bath condo for your dream getaway. Boat storage and ramp available. This is a 2nd floor unit just steps to the beautiful Crescent Beach, Matanzas Inlet, pool, tennis and pickleball courts. Enjoy the sunset from the balcony with a peek view of the inlet. Just bring your swimsuit. Condo includes beach towels, chairs, boogie and skim boards, pickeball and tennis rackets,. You'll be just a short drive from historic St. Augustine with it's many attractions.

Guest favorite
A comfortable living area is showcased with a light-colored sofa and armchair. Natural light flows in through sliding glass doors. A flat-screen TV is mounted on the wall, and a coffee table rests on a wooden floor, surrounded by decorative items.
Condo in Butler Beach
4.94 out of 5 average rating, 156 reviews

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**

Top guest favorite
The backyard is illuminated by soft lighting, showcasing a private heated pool surrounded by a screened enclosure. Lush palm trees and well-maintained landscaping enhance the tranquil atmosphere. The two-story home is visible in the background, adding to the serene nighttime setting.
Home in Butler Beach
4.93 out of 5 average rating, 135 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

This getaway is nestled on the "island" in a quiet residential neighborhood, with small touches of Hawaiian decor. ~ Just a 2min drive to the closest beach entrance, or a 12min walk. ~ Private heated pool (up to 85) + hot tub ~ Large backyard with marsh front view ~ 15 -20min drive to historic downtown ~ 11min drive to the St Augustine Pier ~ 13min drive to Marineland ~ 17min drive to Washington Oaks Gardens State Park ~ 7min drive to Publix or Winn Dixie

Guest favorite
A bright living area includes a comfortable sofa and two accent chairs arranged around a glass coffee table. Natural light enters through large windows, illuminating the space. A flat-screen television is mounted on the wall, and coastal-themed artwork adds a subtle decorative touch.
Condo in St. Augustine Beach
4.9 out of 5 average rating, 216 reviews

St Augustine Beach, no stairs, clean, 2 BR 2 Bath

Lovely beach life awaits you at this home away from home in the heart of St Augustine beach. Enjoy the excellent location just steps away from the no driving beach, St Johns County fishing pier and local restaurants. Pool on site. YMCA across the street. St Augustine Amphitheater with its great concert program 1.7 miles away. Two bedroom two bathrooms , private entrance, tastefully decorated inviting you to enjoy Beach Life at its fullest.

Popular amenities for St. Augustine Shores rentals with a pool

When is the best time to visit St. Augustine Shores?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,294 GYDG$31,178 GYDG$34,316 GYDG$28,248 GYDG$28,457 GYDG$28,248 GYDG$28,667 GYDG$27,202 GYDG$27,202 GYDG$27,411 GYDG$28,248 GYDG$31,387 GYD
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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 G$14,647 GYD 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!