Vacation rentals with a pool in Crescent Beach

A private balcony features two light-colored chairs and a round table, providing views of the ocean and a nearby pool. The scenery includes lush greenery and a clear sky, while birds can be seen flying in the distance.

4.85 out of 5 average rating, 272 reviews

Direct Oceanfront ~ Fantastic Views!

Only 50 steps to the ocean, with the pool in between! Unit 202 at Beacher’s Lodge Condos offers stunning ocean views and overlooks a heated Olympic-sized pool. This modern one-bedroom, one-bathroom condo, with a king-size bed and sofa sleeper, has a fantastic view from the living room, kitchen, and private balcony. Its conveniently located near the beach, oceanfront pool, and local amenities, including restaurants and a convenience store. Free dedicated Wi-Fi is also available during your stay.

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, 106 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 St. Augustine

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, 575 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 large swimming pool is positioned within landscaped grass areas, surrounded by palm trees and lounge chairs. The ocean is visible in the distance, with accommodations flanking either side of the pool, creating a family-friendly environment.

4.98 out of 5 average rating, 114 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

The image showcases a heated swimming pool surrounded by tropical landscaping, with palm trees and colorful flowers. Multiple lounge chairs are positioned along the pool's edge, and the two-story building with balconies is visible in the background under a cloudy sky.

4.93 out of 5 average rating, 121 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 modern bungalow is visible behind a rectangular pool surrounded by a paved deck. Two white lounge chairs are placed at the pool's edge. Lush greenery and flowers provide a natural backdrop, complementing the serene outdoor space.

4.94 out of 5 average rating, 154 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.

The image displays a sparkling swimming pool surrounded by palm trees and sun chairs. A set of tables and an umbrella are positioned near the poolside, while a multi-story building with balconies is visible in the background against a clear blue sky.

5 out of 5 average rating, 116 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.

Apartment in St. Augustine

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.

4.93 out of 5 average rating, 150 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.

A clear blue pool is surrounded by lounge chairs and palm trees, creating a relaxed atmosphere. The well-maintained area features a nearby shaded gazebo, enhancing the outdoor experience. Bright skies with scattered clouds are visible overhead, contributing to an inviting outdoor setting.

4.92 out of 5 average rating, 312 reviews

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

Newly Remodeled 1 bedroom condo with King Size Bed, Queen Size 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. Dog Friendly (1 DOG ONLY) with a $100 pet fee due on Check In. Must be able to climb stairs 3rd floor condo

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, 112 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**

Superhost

A clear blue sky reflects above a spacious swimming pool surrounded by sun loungers. Lush palm trees frame the view, and the beach is visible in the background, providing a serene atmosphere for relaxation.

4.8 out of 5 average rating, 205 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.

Apartment in St. Augustine

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.

4.93 out of 5 average rating, 313 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Houses

A space thats all yours, with room for everyone

Popular amenities for Crescent Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 187 reviews

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

MargaretRating, 5 stars1 week ago

This was the perfect location for exploring St. Augustine’s! Quick walk to the historic district, and easy to take a quick drive to beaches and other areas. Jamie’s place is spacious & beautifully decorated as well - would look forward to returning!

The modern exterior of the Palma Beach House is highlighted by a spacious driveway leading to a stylish garage with large glass doors. Lush landscaping, including palm trees and vibrant plants, complements the clean lines of the home under a dusky sky.

5 out of 5 average rating, 44 reviews

Brand New Listing Luxe Palma Beach House

DanielleRating, 5 stars1 week ago

Monica’s home was amazing. It was spacious, beautiful, well appointed, and in a great location. She thought of every little detail. You basically don’t need to bring anything because she provides it all from pool and beach necessities to toiletries to kitchen essentials! She even provides kitchen gadgets and accessories that I don’t even have in my home! She was responsive and checked on us frequently. This was the perfect girls trip with my 3 aunts and cousins. We were so impressed we tried to book it again for October but she was already booked! I’ve stayed in many places all over the world and this was one of the nicest and most beautiful places I’ve ever stayed. I can’t wait to come back to St Augustine again! Thanks Monica!

4.97 out of 5 average rating, 116 reviews

The exterior of the house is showcased, featuring a blue facade with a well-maintained driveway. A private dock extends into the water, with views of the lush surroundings, including palm trees and a serene pond, adding to the peaceful ambiance.

Home in Flagler Beach

Beach Home w/ Heated Saltwater Pool, SPA&Boat lift

BreannaRating, 5 stars1 week ago

My family had a wonderful stay in this beautiful home. Dee was a great host and provided us with easy to understand instructions and great information. Can't wait to go back and hopefully stay longer next time.

A spacious backyard is shown, featuring a private heated saltwater pool surrounded by lush green grass. Tall trees and natural greenery create a secluded atmosphere. The patio adjacent to the house is visible, offering a serene view of the outdoors.

4.93 out of 5 average rating, 118 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

KacieRating, 5 stars6 days ago

This place was amazing! Perfect location, only 15 minutes of St. George street. The pool was amazing and very refreshing! My dog absolutely loved the backyard. We even got to see a few deer! Very clean and the host is very responsive. My nephew loved the pool table! I would definitely recommend this location!

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, 104 reviews

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

JuliaRating, 5 stars1 week ago

We loved our stay at Whitney and John’s place! Their home was immaculate. Perfect for a baby and two young children and a dreamy retreat for the adults. Just a few minutes walk to the beach. Adorable restaurants also walkable and perfect for a family! Whitney and John were so lovely and responsive. We can’t wait to go back!

Superhost

A sparkling saltwater pool is enclosed by a screened lanai, providing a serene outdoor space. Sunlight reflects on the water's surface, and a safety fence surrounds the pool area. Trees and greenery can be seen in the background, enhancing the tranquil environment.

Home in Palm Coast

4.92 out of 5 average rating, 252 reviews

HEATED, SALT POOL*Nearby Beach*GAME ROOM*Grill!!

MelindaRating, 5 stars2 weeks ago

Stay was very relaxing easy access to the beach close proximity to all amenities! would recommend.

4.93 out of 5 average rating, 123 reviews

Beach Home: Heated Pool, Game Room, Spa, Sleeps 12

AlexandriaRating, 5 stars1 month ago

Loved the location of the house. There was so much to do nearby, but it was very peaceful. it was close to a beautiful beach. The rooms were nice and the pool space was great. We definitely ended up doing quite a bit of laundry because we kept running out of towels and there were a lot of empty spice containers in the cabinet when we arrived, so we made a trip to the store to replace some of those. Overall, it was a beautiful house and a great location. We were sad to leave!

A heated saltwater pool is centered in a fenced patio area, surrounded by tropical palm trees. White lounge chairs are positioned near the pool, while wooden tables and benches provide seating options. The home's exterior features a light color palette with a spacious porch visible.

4.96 out of 5 average rating, 82 reviews

4 Bedroom Beach Home with Heated Pool & EV Charger

JoshuaRating, 5 stars2 weeks ago

It was a memorable vacation. The house was just as the listing showed and also the location to the beach is great. We had a swim in the pool and walked to the beach every day. I highly recommend the stay.

Show all

Condo rentals with a pool

An aerial view captures a large, inviting pool surrounded by lush greenery and lounge chairs. A putting green is positioned nearby, framed by palm trees. The beach is visible in the background, with gentle waves meeting the shoreline, creating a serene coastal setting.

4.93 out of 5 average rating, 56 reviews

Beachside Oasis - beach & pool await!

BrianRating, 5 stars2 weeks ago

We have stayed at Ocean House going on 35 years and Megan's condo is by far our favorite! It is on the backside of the condominium but it is private, close to the washer and dryer and elevator, and you can see the ocean and the beautiful bay! It has also been very clean as well as simply decorated with plenty of amenities! We will definitely be back here!

A two-story building with a red-tiled roof features a welcoming entrance marked by a sign reading 'Pelican Inlet.' Lush palm trees and vibrant greenery surround the property, with outdoor seating visible on the porch. Soft sunlight highlights the cream-colored exterior walls.

4.98 out of 5 average rating, 48 reviews

Crescent Beach St Augustine Condo

BaileyRating, 5 stars2 weeks ago

Rachael’s place is really nice! Decorated beautifully. The beach is so close. The pool was refreshing and clean. Rachael had beach chairs, fishing poles,extra towels you name it, she had it. We had a wonderful time!

A circular pool is surrounded by a stone patio, with several lounge chairs positioned around the perimeter. Palm trees stand nearby, and a multi-story building is visible in the background, completing the tranquil resort atmosphere.

4.91 out of 5 average rating, 120 reviews

Oceanfront Retreat!

RachelRating, 5 stars4 days ago

Exceptional unit with incredible views. We would absolutely stay again, and hope to do so. Barbara was quick to respond and was the perfect host. Two dishwashers - what a bonus! There were lots of extra blankets, pillows, and our kids loved their bedroom. The shades kept the rooms so comfortable for sleeping in. Wonderful week with lifelong memories. Thank you, Barbara!

A spacious outdoor patio extends along the beachfront, featuring several white lounge chairs positioned for sunbathing. Lush green grass and palm trees are visible, with the ocean in the background under a partly cloudy sky. A dining set is seen nearby, inviting relaxation.

5 out of 5 average rating, 13 reviews

Beachside Direct Oceanfront Condo in St. Augustine

WesleyRating, 5 stars2 weeks ago

Great condo. You can't beat how close it is to the beach and pool. No compliants.

4.88 out of 5 average rating, 16 reviews

A well-appointed king suite is showcased, featuring light-colored bedding and decorative pillows against a soft headboard. Natural light floods the room through large glass doors, revealing ocean views and palm trees outside. Nightstands with lamps are placed on either side, enhancing the tranquil ambiance.

Condo in Crescent Beach

The Dune - Ocean front!

AshleyRating, 5 stars1 month ago

Beautiful condo and location! Exactly like the pictures, everything was great! Loved the easy access to the beach! Thanks for a great stay

A wooden walkway leads through sandy dunes, providing access from the beach to the oceanfront townhome condo. The condo's multi-story structure is seen in the background, surrounded by lush greenery and steps leading to a large pool area.

4.95 out of 5 average rating, 129 reviews

Beachfront! Creston by the Sea, 11D!

LisaRating, 5 stars2 weeks ago

Great place to stay right on the beach. Beautiful beach view with direct access. Very clean & quiet retreat. We enjoyed our stay with our teenage daughter and niece. Will consider staying there again!

Superhost

A bright bedroom features a large window offering unobstructed ocean views and a palm tree silhouette against the sky. A ceiling fan circulates air above a spacious bed with a patterned blanket. A dark wood dresser and a wall-mounted TV complete the inviting space.

5 out of 5 average rating, 3 reviews

Beautiful & Directly on the Ocean!

CatherineRating, 5 stars5 months ago

This condo was clean and beautifully decorated. Great views of the beach. Easy access to the amazing crescent beach. Bed was comfortable. Only thing was the hot water. We were unable to take 2 showers one after the other, not enough hot water.

The living area features a comfortable sofa facing a glass coffee table, with natural light flowing through sliding doors that lead to a balcony. A circular dining table is visible, surrounded by black chairs. Decorative elements, including wall art and lamps, add character to the space.