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Vacation rentals with a pool in St. Augustine Beach

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Vacation rentals for every style

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Popular amenities for St. Augustine Beach rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Top guest favorite
The outdoor living area features a heated pool surrounded by a patio. Several white seating chairs are positioned beside the pool, with a dining table visible in the background. Lush greenery and wooden fencing create a private, serene setting.
Home in St. Augustine
4.96 out of 5 average rating, 114 reviews

Luxury heated pool home steps from the beach!

Guest favorite
The exterior of a two-story beach house is showcased, featuring a blue balcony and a spacious driveway. Palm trees and landscaped greenery surround the property, creating a relaxed environment. A parked vehicle is visibly accommodated beneath the elevated house, enhancing accessibility.
Home in St. Augustine
4.95 out of 5 average rating, 126 reviews

Tide Pool - Heated Pool/Hot Tub/Golf Cart

Top guest favorite
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.
Home in St. Augustine
4.98 out of 5 average rating, 183 reviews

Historic St. Augustine 2/2 Duplex & Pool

Top guest favorite
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
4.97 out of 5 average rating, 123 reviews

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

Top guest favorite
Home in St. Augustine
4.98 out of 5 average rating, 167 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

Top guest favorite
A sunlit pool area is framed by a spacious patio featuring several lounge chairs. The pool and attached spa are set against a backdrop of lush greenery and a modern two-story house with large windows, inviting relaxation and comfort.
Home in St. Augustine
4.92 out of 5 average rating, 122 reviews

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

Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 103 reviews

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

Superhost
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.
Home in St. Augustine
4.84 out of 5 average rating, 241 reviews

Spacious St. Augustine Home "The Gold Knocker"

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Condo rentals with a pool

Guest favorite
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.
Condo in St. Augustine
4.93 out of 5 average rating, 109 reviews

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

Guest favorite
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.
Condo in St. Augustine
4.9 out of 5 average rating, 126 reviews

Oceanfront Retreat!

Guest favorite
Condo in St. Augustine
4.94 out of 5 average rating, 113 reviews

++Perfect Romantic Getaway - Walk to the Sea

Guest favorite
An expansive oceanfront saline pool is surrounded by a spacious patio featuring laid-brick flooring. Lounge chairs are positioned for sunbathing, and palm trees provide natural shade. The ocean is visible in the background, emphasizing the scenic coastal setting.
Condo in St. Augustine
4.79 out of 5 average rating, 257 reviews

Sand&Surf-Direct Oceanfront-Book FALL Deals Now!

Guest favorite
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.
Condo in St. Augustine
4.85 out of 5 average rating, 282 reviews

Direct Oceanfront ~ Fantastic Views!

Guest favorite
A view of the ocean and sandy beach is captured from the balcony. Lush green shrubs and grasses line the perimeter, enhancing the natural setting. The boardwalk is visible, leading to the beach, under a clear blue sky.
Condo in St. Augustine
4.9 out of 5 average rating, 133 reviews

Sunrise Special | Steps to Beach | Ocean Front

Guest favorite
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.
Condo in St. Augustine
4.95 out of 5 average rating, 137 reviews

Beachfront! Creston by the Sea, 11D!

Top guest favorite
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.
Condo in St. Augustine
4.98 out of 5 average rating, 116 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

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Other vacation rentals with a pool

Top guest favorite
A view from the patio features a wooden boardwalk leading to the beach, surrounded by lush greenery and palm trees. The sky is bright with scattered clouds, reflecting a sunny beach scene. The well-kept grass area invites outdoor leisure.
Townhouse in St. Augustine
4.97 out of 5 average rating, 29 reviews

Last Min Sept DEALS Oceanfront Townhome w/ 2 Pools

Guest favorite
A private balcony features two chairs and a tall table, offering a stunning view of the ocean and sandy beach. Lush greenery frames the scene, while the horizon showcases an expansive blue sky and gentle waves in the distance.
Apartment in St. Augustine Beach
4.94 out of 5 average rating, 62 reviews

luxurious oceanfront condo amazing views! King bed

Top guest favorite
The backyard features a spacious saltwater pool surrounded by a stone patio and landscaped area. Cozy outdoor furniture, including lounge chairs and a small table, creates an inviting space for relaxation and gatherings.
Home in St. Augustine
5 out of 5 average rating, 28 reviews

Heated Pool | Beachside | Bunk Room | Coastal Chic

Top guest favorite
A clear pool reflects sunlight, surrounded by tropical landscaping and a wooden deck. A pass-through bar area, featuring two stools, is visible in the background. Lush greenery and colorful plants enhance the outdoor space, creating a serene environment.
Home in St. Augustine
5 out of 5 average rating, 42 reviews

The May House - Heated Pool - Historic Downtown

Guest favorite
A spacious living area is highlighted by a light-toned sectional couch with soft pillows. Modern decor includes a wall-mounted TV displaying a beach scene. Nearby, a small table and chairs invite relaxation with views of the exterior landscape through large glass doors.
Apartment in St. Augustine
5 out of 5 average rating, 21 reviews

Modern Coastal Retreat

Top guest favorite
The exterior of Casa Crescent is shown, featuring a light-colored two-story structure with a peaked roof. Lush palm trees and native plants accent a gravel landscape, providing a coastal vibe. A driveway leads to the single-car garage, while a wooden fence adds privacy to the backyard.
Home in St. Augustine
5 out of 5 average rating, 14 reviews

New Pool Home | 5 Minute Walk to Crescent Beach

Guest favorite
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.
Home in St. Augustine
4.92 out of 5 average rating, 79 reviews

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

Guest favorite
A landscape view showcases a spacious heated pool surrounded by lounge chairs, set against well-maintained green lawns. Palm trees add a tropical touch to the scene, with accommodations visible in the background, creating a relaxing atmosphere for guests.
Condo in St. Augustine
4.97 out of 5 average rating, 63 reviews

Beach Condo with hot tub, heated pool, pickleball

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Quick stats about vacation rentals with a pool in St. Augustine Beach

  • Total rentals

    660 properties

  • Nightly prices starting at

    R706 ZAR before taxes and fees

  • Total number of reviews

    17K reviews

  • Family-friendly rentals

    600 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

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