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.

4.98 out of 5 average rating, 126 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.

A view overlooking the ocean reveals gentle waves and a clear blue sky. Green palm fronds are positioned in the foreground, while a red-roofed gazebo is visible on the beach, blending with the natural coastal landscape.

4.92 out of 5 average rating, 238 reviews

What a View! Sand & Sea!

Come see the most picturest Historic St Augustine! And while you here enjoy our white sand beach out the back . We are a tropical small resort with an easy wood walk over the dunes to a beautiful white sand beach. Enjoy the heated pool and hot tub right below the condo. All Beach gear is provided w/towells . Enjoy your “beverage” on our private balcony overlooking the ocean. Take a beautiful ride S A1A to Flagler Beach best ocean restaurants We are on the 3rd floor. It is for THE VIEW

An open living area features a light-toned laminate floor and a spacious dark sofa facing a wall-mounted TV. A white coffee table sits in front of the sofa, while two wooden stools are positioned nearby. The kitchen is visible in the background, with natural light coming through the window.

4.86 out of 5 average rating, 282 reviews

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

1 Bedroom interior Condo in Oceanfront Complex (no view of the ocean) King Bed, Queen Sleeper Sofa, TV's in Living Room and Bedroom, 1st Floor unit with screened patio, Fully Equipped Kitchen, Dishwasher, Washer/Dryer, WiFi, Cable TV, Clubhouse, Fitness Room, Tennis Courts, 2 Swimming Pools (1 heated) Shuffleboard Courts, Picnic Area & Private Beach Walkway. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Restricted Breeds: Rottweiler, Pit bull, Doberman, Chow, German Shepherd.

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, 187 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 bright living area features soft pastel walls and wooden flooring. Cozy, floral-patterned seating is arranged around a light-colored coffee table. Large glass sliding doors lead to an outdoor space, while natural light enhances the room's warmth. A television is mounted on the wall.

4.94 out of 5 average rating, 116 reviews

++Perfect Romantic Getaway - Walk to the Sea

Our Condo by the Sea bids welcome from Anastasia Island! All modern amenities. Looking for a Romantic Getaway by the Sea? Relax and really unwind! This is the getaway you have been looking for. Located right on gorgeous, white sand Crescent Beach, a couple minute's walk from your gated condo, and only 15 minutes drive up A1A to The Historic District of St. Augustine and the nightlife of the City! Close to everything. Fabulous dining and historic sights. Come to our Condo and be amazed!

A large swimming pool is surrounded by lounge chairs under a clear blue sky, with palm trees swaying gently nearby. The pool's serene water reflects the adjacent condominium buildings, creating a tranquil atmosphere for guests.

4.91 out of 5 average rating, 234 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

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.

4.99 out of 5 average rating, 118 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.

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, 180 reviews

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.

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, 138 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.

4.95 out of 5 average rating, 144 reviews

Beachfront! Creston by the Sea, 11D!

Welcome to Creston by the Sea, 11D! Oceanfront, premier 2BR/2BA Town Home Condo presents fabulous views of Crescent Beach from both the Living Room and Master Bedroom balconies. The open concept condo has been recently renovated including a wonderfully updated kitchen and living/dining. area. The décor is fun, beachy and welcoming. We are steps away from the beach and the pool. St Augustine offers a unique history, fabulous dining and shopping, and many outdoor activities.

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, 141 reviews

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**

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.98 out of 5 average rating, 120 reviews

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!

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, 431 reviews

Your Home Away From Home

A fenced-in backyard features a heated pool, surrounded by a paved patio and shaded by mature bamboo. Two lounge chairs and two adirondack chairs are positioned nearby. A storage shed stands in the background, while an umbrella provides additional shade.

4.97 out of 5 average rating, 109 reviews

Oasis Pool House! Close to DT, Beach & Boat ramp

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

4.99 out of 5 average rating, 209 reviews

Historic St. Augustine 2/2 Duplex & Pool

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.

4.94 out of 5 average rating, 140 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 133 reviews

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

The home features a modern design set against a serene backdrop of trees and greenery. A spacious driveway leads to the entrance, framed by well-maintained lawns and landscaped shrubs. The exterior showcases large windows and a combination of muted colors, contributing to a harmonious appearance.

4.84 out of 5 average rating, 250 reviews

Spacious St. Augustine Home "The Gold Knocker"

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, 100 reviews

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

An outdoor cabana area is presented, featuring a pool table and bar seating alongside a private heated pool. Surrounding lush turf and palm trees create a serene environment. The space is illuminated by recessed lighting, enhancing the inviting vibe for relaxing and entertaining.

5 out of 5 average rating, 112 reviews

Pink Palms *Heated Pool* Walk to Downtown

Apartment rentals with a pool

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.

4.84 out of 5 average rating, 100 reviews

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

Apartment in St. Augustine Beach

A swimming pool is surrounded by lounge chairs, with palm trees providing shade in the background. Blue skies and scattered clouds create a bright atmosphere. The pool area features a smooth surface and a safety railing on one side.

4.84 out of 5 average rating, 267 reviews

Ocean Side Complex w/ Heated Pool B-15

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.

4.91 out of 5 average rating, 132 reviews

Oceanfront Retreat!

A community pool is surrounded by a paved deck, featuring several lounge chairs and umbrellas for shade. Tall palm trees are visible in the background alongside lush greenery. The clear blue water reflects the sky, creating a refreshing atmosphere.

4.87 out of 5 average rating, 181 reviews

Escape to Paradise at Hibiscus Condo!

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, 105 reviews

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Superhost

A sandy beach stretches into the distance, meeting calm ocean waters under a clear blue sky. Gentle waves can be seen lapping at the shore. A wooden boardwalk winds through the grassy area, leading down to the beach, where a few umbrellas and people can be spotted.

4.86 out of 5 average rating, 347 reviews

Oceanfront 1st Floor-Crescent Beach

Apartment in St. Augustine Beach

A cozy living area features soft beige furnishings and decorative blue pillows. A wooden coffee table occupies the center, while a stone fireplace adds warmth. Large sliding doors provide natural light and reveal views of the outdoors, framed by sheer curtains.

4.94 out of 5 average rating, 128 reviews

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

Apartment in St. Augustine Beach

A kitchen countertop featuring a custom design reminiscent of ocean waves, highlighted by an array of fruit in a white bowl. A blue vase holds sunflowers, complementing the aqua-colored backsplash made of square tiles.

4.86 out of 5 average rating, 244 reviews

Oceanside Condo-2 pools, 5 hot tubs, pickleball

Other holiday rentals with a pool

An aerial view of a coastal community showcases pastel-colored buildings nestled among lush greenery, with the ocean waves visible in the background. The arrangement of the quaint structures reflects a beachside ambiance, inviting relaxation and leisure.

5 out of 5 average rating, 16 reviews

New Listing: SeaSalt Beach Condo

5 out of 5 average rating, 9 reviews

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

Superhost

A sandy beach stretches out under a serene sky at dawn, with gentle waves lapping at the shore. Grass and sandy dunes frame the pathway leading to the water, creating a natural transition from land to sea.

Cottage in St. Augustine

4.78 out of 5 average rating, 111 reviews

Beach House Getaway @ 46 Peppertree RV Resort

A bright living area features light wood flooring and soft beige walls. A comfortable sectional sofa and armchair are arranged around a wooden coffee table. Natural light filters through large windows dressed with light curtains, while a ceiling fan adds to the relaxing ambiance.

4.91 out of 5 average rating, 78 reviews

The Nest at Quail Hollow Oceanside 2br/2bth condo

5 out of 5 average rating, 37 reviews

Heated Pool | Beachside | Bunk Room | Coastal Chic

A wooden walkway extends toward the beach, bordered by sandy areas and low greenery on either side. The clear blue sky above contrasts with the vast ocean visible ahead, creating a serene pathway leading to the shore.

5 out of 5 average rating, 18 reviews

Ocean Gallery Condo, 3 minutes walk, Pool view

A private balcony is presented, offering panoramic ocean views. The space includes a textured table and four chairs, with one set featuring floral upholstery. Green grass and sandy shorelines blend into the sea under a clear blue sky, enhancing the sense of tranquility.

4.98 out of 5 average rating, 97 reviews

Wade n Sea Ocean Front Condo

A spacious living area is presented with soft blue walls and wooden flooring. Comfortable seating includes a blue couch and patterned chair. A dining table with white chairs is set in the foreground, illuminated by natural light from window treatments, enhancing the inviting ambiance.