Vacation rentals with a pool in St. Augustine 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, 157 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 private balcony offers unobstructed views of the ocean and nearby sandy beach. Two white bar-style chairs are positioned at a small table, inviting relaxation while enjoying the scenery. Lush greenery can be seen in the foreground, complementing the coastal setting.

5 out of 5 average rating, 165 reviews

Ocean Front Escape: Top Floor

Top floor, direct oceanfront 2 bedroom, 2 bathroom condo with elevator and unobstructed beach views from the private balcony, master bedroom, living room, dining room and kitchen. Located in beautiful St. Augustine Ocean & Racquet Resort. We also rent out the corner unit immediately next door, Ocean Front Gem, which is great for those traveling with friends: https://www.airbnb.com/h/saint-augustine-oceanfrontgem Our checkin and checkout process are contact free. We use a Nest lock on the door.

Apartment in Butler Beach

4.83 out of 5 average rating, 105 reviews

*Newly Remodeled 3/2 Oceanfront ~ 3 King Beds!*

Captains Quarters, a sweet condominium complex! You will enjoy the amenities this complex offers, including the pool in the courtyard and the community grilling area with gas grills. Best of all, this unit has a designated underground parking spot with super convenient access to your rental! This unit is located on the ocean so that you can enjoy beach/ocean views from almost every room. Wake up in your king-size bed with a full wall of windows overlooking the ocean. Guest parking is available!

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, 230 reviews

Downtown • Historic Whitney House • Luxury Baths!

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 exterior of the house features a two-story structure with a spacious upper deck, which is shaded by two large blue umbrellas. Brightly colored plants line the base of the home, complementing the fresh coastal aesthetic.

4.98 out of 5 average rating, 106 reviews

Beachside, Pool, Super Clean, steps 2 beach, 5star

"Our stay was perfect! The home was spotless and well appointed with everything we needed. Dominick was a great host" * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * 75 steps to beautiful community pool 🏊‍♂️ * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds and pillows, extra pillows + blankets, living room + den * Upper and lower decks. * Fully stocked kitchen * On the Golden Mile

A modern home is surrounded by a well-kept backyard featuring a private pool and spacious patio. Comfortably arranged lounge chairs provide a relaxing spot. The exterior showcases light-colored siding and elevated balconies, with palm trees dotting the landscape for a tropical feel.

4.89 out of 5 average rating, 111 reviews

Sunset Cove 2 - Pool - Sea Views - Walkable

Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen

4.99 out of 5 average rating, 164 reviews

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.

Home in Vilano Beach

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

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - Gorgeous quiet beach * 5.5 miles- Historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

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, 129 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 private saltwater pool is centrally located within a spacious patio area, surrounded by well-maintained grassy lawns. Lounge chairs are positioned alongside the pool, while tables and chairs can be seen in the background. The home features sliding glass doors providing access to the pool area.

4.97 out of 5 average rating, 105 reviews

Music on Marilyn- Steps from the Amp! •Jacuzzi•

Nights of Lights & mere seconds from the St. Augustine Amphitheater— a short bike ride to the beach and downtown, this modern escape is 3 beds and 2 baths. Welcome to Music on Marilyn! This is the quintessential St. Augustine experience. Nestled on a quiet street that dead ends to the intracoastal, walking distance to the St. Augustine Amphitheater, Lighthouse, Anastasia Park, Alligator Farm and much more! St. Augustine Beach and historic downtown are just a short bike ride away.

A light-filled living area showcases a comfortable seating arrangement, featuring two red armchairs facing a coffee table. Large sliding glass doors provide a view of the ocean and lead to a private balcony. A flat-screen TV is mounted on the wall, enhancing the relaxed decor.

4.89 out of 5 average rating, 213 reviews

Peerless on the Pier

Newly renovated ocean front condo 2 bed/2.5 bath townhouse (2 story) Enjoy the views from the balcony offering a great place to enjoy your coffee in the morning, and watch the sunrise and the sound of the waves. The condo is walking distance to local restaurants and the St.Augustine beach pier. This is the closest condo on St. Augustine Beach to the downtown historic district. NO SMOKING 🚭 NO PETS. The unit is located on the second floor of the building. There is no elevator.

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.

4.92 out of 5 average rating, 148 reviews

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Relax at our beautifully updated 2BR/2.5BA condo in a quiet, family-friendly St. Augustine Beach community! Newly renovated guest (not yet pictured) and powder bathrooms completed for summer 2026. Enjoy easy beach access via a private boardwalk, pool, hot tub, tennis & pickleball courts, beach gear, bicycles, private balconies, and a fully stocked kitchen. Conveniently located near restaurants, shops, and historic downtown St. Augustine—perfect for your next coastal getaway!

4.89 out of 5 average rating, 211 reviews

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Champagne Sunrise on Private Balcony Anyone? Unwind at our updated St. Augustine beach condo-just 150 steps to white sand beach. Dip into 1 of 5 hot tubs, cool off in 2 sparkling pools (one is heated for those cool winter days). Challenge friends to a tennis match, pickleball rally, or bocce ball showdown. Craving nightlife, history, and culinary delights? Walk to restaurants or take a trolley in historic Old Town St. A. Full kitchen/laundry in unit. Private beach access.

Popular amenities for St. Augustine Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A large heated saltwater pool presents a curved design with a spa area seamlessly integrated. The pool area is surrounded by pavers and features vibrant turquoise lounge chairs. Lush greenery and decorative planters enhance the tranquil outdoor setting, enclosed by a white privacy fence.

4.99 out of 5 average rating, 123 reviews

Heated Pool/Hot Tub 1 mile to dwntn/beach

The two-story beach house is framed by a lush green lawn and palm trees, featuring a spacious front porch with white chairs. Large windows and a gabled roof enhance the inviting appearance. A clear blue sky serves as the backdrop.

4.9 out of 5 average rating, 177 reviews

Beach & Serenity; The Perfect Location in St. Aug

4.97 out of 5 average rating, 101 reviews

A cozy outdoor space features a wooden deck surrounding a small pool, complemented by colorful cushions and lounge chairs. Soft lighting from string lights overhead adds a warm ambiance. The area is enclosed by a wooden fence, providing privacy for guests.

Home in Vilano Beach

Top-Rated Stay | Pool, Tiki Bar, Walk to the Beach

5 out of 5 average rating, 10 reviews

Beach Oasis with Heated Pool and Hot Tub

5 out of 5 average rating, 5 reviews

Home in Palm Coast

Pool | Fire Pit | Close to beach | NO EXTRA FEES

A serene pool area is surrounded by palm trees and lush greenery, featuring a clear, inviting pool. Two green lounge chairs are placed beside the water, while a sun umbrella provides shade. The house stands in the background, illuminated by the afternoon sun.

4.94 out of 5 average rating, 111 reviews

Steps to Beach | Heated Pool, Patio Bar | Fire Pit

4.99 out of 5 average rating, 138 reviews

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

4.93 out of 5 average rating, 193 reviews

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.

Home in Vilano Beach

Heated Pool, Beach, Patio Lounge, Near Downtown

Condo rentals with a pool

4.85 out of 5 average rating, 109 reviews

Oceanfront Condo! Located at Pier Park!

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.

Condo in Butler Beach

4.88 out of 5 average rating, 141 reviews

Oceanfront Retreat!

5 out of 5 average rating, 104 reviews

Condo in Butler Beach

"Drift Away" at The Ocean Gallery

4.99 out of 5 average rating, 123 reviews

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.

Condo in Butler Beach

Seaglass Villa, a Sunny Beachside Retreat

The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.

4.93 out of 5 average rating, 112 reviews

Hideaway at Crescent Breach - St. Augustine

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

4.99 out of 5 average rating, 137 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

4.86 out of 5 average rating, 217 reviews

34|Ocean at St Augustine Beach - 4+ Night Discount

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, 193 reviews

Newly renovated! Steps to BEACH & POOL!

Other vacation rentals with a pool

5 out of 5 average rating, 7 reviews

Beach Cabana, Sparkling Pool, Steps to Beach Pier

5 out of 5 average rating, 15 reviews

Pelicans Paradise Pool Home —Steps to Downtown

4.91 out of 5 average rating, 11 reviews

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

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, 4 reviews

Beautiful & Directly on the Ocean! Coquina B213

5 out of 5 average rating, 12 reviews

Home in Lincolnville

Rare Downtown Oasis | Private Pool + Parking

4.96 out of 5 average rating, 28 reviews

Beacher's Lodge Oceanfront Balcony Suite # 328

A private backyard oasis features a heated pool surrounded by paved stone flooring. Multiple seating options are provided, including four loungers and a dining table with chairs. Soft lighting is strung across the patio, and a privacy fence encloses the area, enhancing the relaxation space.

5 out of 5 average rating, 50 reviews

Heated Pool | 4 King En-Suites | Walk to the Beach