Vacation rentals with a pool in Crescent 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, 133 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.

Guest suite in Treasure Beach

A serene waterfront view is captured at sunset, showcasing a pool surrounded by lush grass and palm trees. A shaded seating area is positioned next to the pool, overlooking the water where boats can be seen in the distance.

4.93 out of 5 average rating, 658 reviews

Waterfront suite, Dogs are cool no pet fee

Newly remodeled, waterfront suite. See dolphins, Osprey, and more frolicking in our amazing backyard overlooking the Matanzas river, & did I mention the breathtaking sunsets. 6 minute drive to Crescent Beach, one of the most beautiful beaches in Florida. Close to downtown historic St Augustine 20 min, Amphitheater concert venue is 15 min. Private entrance, full on suite bath, fishing dock, kitchenette, pool, ample free parking & internet included. Professional pool cleaning is on Mondays.

A spacious balcony overlooks a sandy beach and the ocean, where gentle waves meet the shore. Palm trees are visible in the foreground, providing a tropical backdrop. Beachgoers can be seen enjoying the sun and surf under clear blue skies.

4.94 out of 5 average rating, 144 reviews

Summerhouse - Direct Oceanfront Corner Unit

Newly Renovated & Updated Direct Oceanfront Corner Unit With Miles of White Sandy Beaches Directly Accessible Right Outside! UNBELIEVABLE VIEWS! Freshly repainted! New: High-End Memory Foam Mattresses! Capri swivel gliders in living room, so comfy and amazing views from every seat! 65" & 2x 50" 4K Smart TV's! High-End Berlin Gardens Patio Furniture! Decorations, Linens and Towels! Amazing Female-Owned, Local Cleaning Service, Well-Paid & Very Thorough, Disinfected Throughout!

Guesthouse 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, 191 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 serene sunset is captured over calm waters, reflecting warm hues of orange, pink, and purple. The horizon is lined with subtle clouds, enhancing the tranquil scene. The peaceful atmosphere invites relaxation and appreciation of nature's beauty.

5 out of 5 average rating, 122 reviews

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.

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, 184 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 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.

4.95 out of 5 average rating, 140 reviews

Bring the boat! 2 Bedroom Steps from the Beach

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.

A bright and airy living area is depicted, featuring a round dining table surrounded by four white chairs. A sectional sofa with light grey upholstery is positioned nearby, complemented by decorative pillows. A well-equipped kitchen area is visible, with modern appliances and cabinetry, providing a functional space.

4.92 out of 5 average rating, 202 reviews

Beach Life in Oceanview Condo

The balcony faces one of Florida's most beautiful beaches - Crescent Beach. Just 3 minutes walk from the beach, enjoy incredible sunrises and sunsets every day, heated pool, outdoor barbecue, free parking available. 15 minutes from downtown St. Augustine, surrounded by all the amenities, start your holiday on this beautiful, ancient beach. We offer short term and long term rentals hoping to provide you and your family with a relaxing, comfortable and quiet holiday resort.

5 out of 5 average rating, 116 reviews

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.

Condo in Treasure Beach

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 bright and airy living space is presented, featuring a comfortable gray sofa and a patterned armchair. Natural light floods in through sliding glass doors, revealing views of lush greenery and the ocean. Neutral-toned decor enhances the relaxed, beach-inspired ambiance.

4.82 out of 5 average rating, 226 reviews

1st Floor Oceanfront 1 BR Condo w/Private Balcony

Relax in this clean and cozy one bedroom/one bathroom condo directly overlooking Crescent Beach's beautiful dunes and sandy beaches. This first floor condo features a private oceanfront balcony with a breathtaking view of the ocean only a short walk away from the beach and pool. Condo includes high speed wi-fi, full kitchen stocked with dishes and cookware, comfy king bed, and much more. This condo is ideal for couples looking for a relaxing getaway.

A modern kitchen features stainless steel appliances and white cabinetry that offers ample storage. A spacious countertop provides room for meal preparation, while natural light streams through large sliding glass doors leading to outdoor views of the waterway.

4.94 out of 5 average rating, 341 reviews

The Ultimate Intracoastal Living Experience in FL

With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.

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, 272 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 Crescent Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil beach scene is presented, featuring a vast stretch of sandy shore under a clear blue sky. Gentle waves are seen lapping at the sand, while a single lounge chair is positioned on the beach, inviting relaxation.

4.84 out of 5 average rating, 100 reviews

Ocean Village Club-First Floor Access.

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, 435 reviews

Your Home Away From Home

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, 145 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

A private pool is featured on a covered porch, showcasing clear blue water. Wooden deck surrounds the pool, with railings providing safety. Lush greenery and nearby homes are visible in the background, enhancing the outdoor space.

4.89 out of 5 average rating, 185 reviews

Beautiful Beach Home - Sleeps 12

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, 138 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, 253 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, 105 reviews

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

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.93 out of 5 average rating, 168 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Condo rentals with a pool

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, 140 reviews

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

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, 120 reviews

Riverfront direct views-Get it ALL in St Augustine

A vibrant view shows lush green lawns and palm trees leading to the outdoor pool area, with the ocean visible in the background. Two white buildings frame the scene under a clear blue sky, emphasizing the serene coastal atmosphere.

4.86 out of 5 average rating, 118 reviews

Heated Pool, Ocean Views, Beach, Playground, BBQ

4.94 out of 5 average rating, 117 reviews

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.

Condo in Treasure Beach

++Perfect Romantic Getaway - Walk to the Sea

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.

4.82 out of 5 average rating, 177 reviews

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

A bright and spacious living room is equipped with a comfortable gray sofa and two light blue chairs. A small dining table for four is positioned near a large window. A cozy fireplace adds warmth to the room, which is decorated in coastal-themed hues.

4.99 out of 5 average rating, 109 reviews

🌊A1A is The perfect DOSE of "VITAMIN SEA"

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, 351 reviews

Oceanfront 1st Floor-Crescent Beach

A bright living room features an open layout illuminated by natural light. Neutral-toned furniture is paired with colorful accent pillows. A natural jute rug lies beneath a low coffee table, while a ceiling fan enhances airflow. Large glass doors open to an outdoor area.

5 out of 5 average rating, 101 reviews

Seaglass Villa, a Sunny Beachside Retreat

Other vacation rentals with a pool

A wooden walkway leads from the beach access point towards the sandy shore, bordered by lush greenery. Bright blue skies stretch above, with a clear horizon featuring gentle ocean waves. Beachgoers can be seen in the distance, enjoying umbrellas and sunbathing.

4.87 out of 5 average rating, 30 reviews

Welcome to Paradise at Four Winds Condo

5 out of 5 average rating, 24 reviews

St Augustine Beachside Retreat steps to the Beach

5 out of 5 average rating, 12 reviews

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

A view from the beach access point features sandy shores stretching into the distance, with gentle waves meeting the coastline. Tall grass flanks the wooden stairs, leading to a tranquil beach scene under an overcast sky.

4.99 out of 5 average rating, 70 reviews

Poolside Beach Condo in Beautiful Saint Augustine

5 out of 5 average rating, 6 reviews

Rare Oceanfront On the Beach,Pool,Picklball,Grill

An outdoor fire pit is surrounded by blue adirondack chairs, inviting guests to relax. Lush tropical plants and well-manicured landscaping provide privacy. A spacious pool glimmers in the background as the house features a deck with seating, ready for evening gatherings.

5 out of 5 average rating, 56 reviews

Steps To Beach! Pool•Spa•Tiki Bar•Game Room•Bikes

A balcony view reveals a serene pool area framed by lush greenery, with the Atlantic Ocean visible in the background. Palm trees sway gently, and the expansive beach is lined with sun loungers, creating a tranquil coastal scene.

4.91 out of 5 average rating, 44 reviews

Crescent Beach Retreat 2 BR/2 BA Direct Ocean View

A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.