Holiday rentals with a pool in Butler Beach

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.99 out of 5 average rating, 146 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

Apartment in Treasure Beach

A wooden walkway extends through the dunes, leading towards a cluster of pastel-colored buildings set against a clear sky. Coastal vegetation frames the scene, emphasizing the tranquil beach environment. The sand and pathway provide an inviting connection to the nearby beach.

4.82 out of 5 average rating, 146 reviews

Ocean Front on Crescent Beach

Seaspice is second row in a key west style condo on Crescent Beach using a wooden walkway over the majestic dunes to the most gorgeous beach with flour like white sand . It’s 5 min from the Amphitheater so check out schedule.For more action ,try surfing lessons or fishing by the pier. St. Augustine is America’s oldest city with Spanish charm next to a sailboat filled Harbor. There is a historic old fort , Castillo de San Marco , winding streets where horse drawn carriages take you back in time.

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.

4.94 out of 5 average rating, 220 reviews

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.

The living area is furnished with a comfortable sofa and armchair, providing a relaxed seating space. A media console holds a television, and large sliding doors lead to a private balcony. Natural light fills the room, highlighting a neutral color palette.

4.92 out of 5 average rating, 367 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

1 bedroom condo with King Size Bed, Sleeper Sofa, 55" TV's in Living Room and Bedroom. Stairs to 3rd Floor unit with private patio. Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated), Shuffleboard Courts, Picnic Area with Grills & Private Beach Walkway about 5-10 minute walk to the beach and pools . Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Must be able to climb stairs 3rd floor condo

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.

4.93 out of 5 average rating, 124 reviews

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.

Guest house in St. Augustine

A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.

4.95 out of 5 average rating, 200 reviews

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.

A light and airy living area features a comfortable gray sofa, a wooden coffee table, and a blue accent chair. A large flat-screen television is mounted on the wall opposite, while sliding glass doors provide access to a balcony area with outdoor seating.

4.97 out of 5 average rating, 200 reviews

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.

A vibrant sunset casts warm hues across the sky, with wispy clouds highlighted by the fading light. A palm tree stands prominently in the foreground, while a wooden boardwalk leads toward the beach and the ocean, framed by patches of greenery.

5 out of 5 average rating, 147 reviews

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.

Superhost

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.88 out of 5 average rating, 137 reviews

Oceanfront Retreat!

Welcome to our Oceanfront Retreat! Close to everything St. Augustine has to offer. Beautiful beach, outstanding restaurants, museums, magnificent architecture, and a strong history dating back to 1565. Everyone wants to feel relaxed and refreshed on vacation. We have created a space that is comfortable and inviting to accomplish just that. Equipped with new finishes to anticipate your needs for a luxurious vacation. We hope you enjoy our little piece of paradise!

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.

4.94 out of 5 average rating, 165 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**

Apartment in Treasure Beach

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

5 out of 5 average rating, 125 reviews

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.

A sunlit indoor pool area features large glass doors that open to an outdoor pool surrounded by palm trees. Comfortable lounge chairs are positioned around the poolside, creating a relaxing space for guests. A hot tub is visible in the foreground, enhancing the inviting atmosphere.

5 out of 5 average rating, 280 reviews

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!

Popular amenities for Butler Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 442 reviews

Your Home Away From Home

A private pool is seen surrounded by a spacious patio with brick flooring. Lush greenery and mature trees provide shade, while the tranquil canal is visible in the background. The pool features a spa area, and inviting turquoise water reflects the clear blue sky.

4.93 out of 5 average rating, 29 reviews

Pool | Dog-Friendly | Walk to beach | 4 beds

Superhost

The outdoor area features a large pool alongside a spa, surrounded by a paved deck. The two-story home showcases a spacious upper deck, illuminated by string lights, with ample seating and a television visible. Lush greenery completes the inviting outdoor space.

4.81 out of 5 average rating, 104 reviews

5BR Group Friendly Home w/ Pool & Fire Pit

4.93 out of 5 average rating, 138 reviews

Pelican Luxury-Pool, Heated Spa, Walk to the Beach

An inviting outdoor area features a stone fire pit surrounded by white adirondack chairs. A vibrant sunset casts warm colors over the scene, while a solar heated pool glistens nearby. Lounge chairs, umbrellas, and tropical landscaping enhance the charming ambiance.

4.97 out of 5 average rating, 106 reviews

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

4.94 out of 5 average rating, 137 reviews

Free Heated Pool, Game Room, Spa, Sleeps 12

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.

4.93 out of 5 average rating, 136 reviews

Hawaiian Island Escape ~ Heated Pool/Spa/Beach

A modern white house is depicted with a covered entrance and a spacious patio area. A heated saltwater pool sits in the foreground, surrounded by a fenced yard. Two lounge chairs are positioned nearby, with a charcoal grill visible at the edge of the pool area.

4.97 out of 5 average rating, 107 reviews

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

Apartment rentals with a pool

Apartment in Treasure Beach

The living room features a blue sectional sofa paired with a recliner, positioned around a coffee table on a patterned rug. Natural light filters through large windows adorned with patterned curtains, and a flat-screen TV is mounted on the wall opposite the seating area.

4.83 out of 5 average rating, 103 reviews

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

A sandy beach scene features gentle dunes with beach grass swaying in the breeze. A wooden post and rope line mark the pathway, guiding visitors to the shore. The ocean extends towards the horizon, reflecting the soft sunlight under a sky filled with clouds.

4.93 out of 5 average rating, 112 reviews

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

A newly renovated bedroom features a spacious bed with blue and white bedding complemented by decorative pillows. A light-colored dresser and bedside lamps are positioned near large windows that offer access to a private balcony with views of surrounding greenery.

4.83 out of 5 average rating, 178 reviews

Ocean Side - 2nd Fl/2BR/Beach/Pool/Sleeps 6

Apartment in St. Augustine Beach

A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.

4.98 out of 5 average rating, 249 reviews

Ocean Front Gem: Top Floor Corner Unit

A bright, enclosed balcony is depicted with a comfortable chair, a small table, and a decorative area rug. Large glass windows showcase expansive ocean views, while light wood paneling complements the aqua-tiled feature wall. Ocean breezes are welcomed through the open layout.

4.93 out of 5 average rating, 106 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

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.

4.83 out of 5 average rating, 340 reviews

Shell Shack - Resort Beachside Condo

Apartment in St. Augustine Beach

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 181 reviews

Newly renovated! Steps to BEACH & POOL!

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 200 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

Other holiday rentals with a pool

A vibrant sunset illuminates the sky in shades of orange and pink over the calm waters of the Intracoastal Waterway. The pool reflects the colorful sky, framed by palm trees and a spacious lounging area with sunbeds and a dining table nearby.

5 out of 5 average rating, 27 reviews

Sunset Palms - Waterfront/Heated Pool/Pet-Friendly

4.93 out of 5 average rating, 15 reviews

Flat in St. Augustine

Croral Condo at The Ocean Gallery

The exterior view of the house features a light blue three-level structure with multiple windows. A fenced backyard is displayed, showcasing a pool surrounded by lounge chairs and a paved patio area. Lush green grass enhances the outdoor space.

4.94 out of 5 average rating, 33 reviews

OceanView Home! Optional PoolHeater and Elevator!

Apartment in Butler Beach

An outdoor patio area features a dining table with four black metal chairs, overlooking a lush green lawn. The scene is enhanced by a clear blue sky, with palm trees visible in the background, creating a serene and inviting environment.

4.87 out of 5 average rating, 55 reviews

Ocean Gallery 1st floor Ocean Front Condo

5 out of 5 average rating, 44 reviews

Flat in St. Augustine

St Augustine Beachside Retreat steps to the Beach

5 out of 5 average rating, 95 reviews

"Drift Away" at The Ocean Gallery

4.9 out of 5 average rating, 58 reviews

Heated Saltwater Pool|Walk to Beach|On Canal!

An aerial view captures a modern condominium complex bordered by lush palm trees, nestled near the beach. A spacious parking area filled with vehicles leads to well-maintained walkways, providing clear access to the sandy shore and the sparkling ocean in the distance.