Vacation rentals with a pool in St. Augustine

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.

Short Walk to the Beach with Heated Pool

Our 4 bedroom, 2.5 bath house has 8 beds and a futon which can sleep 10 adults or 6 adults and 5 children. The spacious kitchen with a gas range is completely stocked with cooking utensils, pots, pans and spices to make delicious meals. Enjoy grilling on the back deck while watching beautiful sunsets. Ping pong matches can be enjoyed downstairs. Beach chairs, towels, boogie boards, umbrellas, beach wagon and toys are provided. Parking on premises. The pool deck has lounge chairs and a fire pit.

Lux Retreat|Private Pool|Walk to Historic DWTN

Relax & Reset at The Retreat - a rare private in-town getaway for two couples. Sparkling pool & tropical outdoor oasis in gorgeous designer home. Located on quiet street, 8-min walk to Historical Downtown and the hottest bars & restaurants. Spread out in 1800SF of dramatic light filled spaces - 2BD/2BA has been completely reinvented for casual, elegant living. Each bedroom features unique architectural treats - a private balcony to the east and a sun-drenched studio kitchenette to the west.

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

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

Have fun with the whole family at this playful Floridian cottage full of artful amusements and creature comforts. Catch 33 features a private heated pool and is only steps from the sands of Vilano Beach. Here, you will enjoy solitary mornings collecting shells, a roomy shore for sunbathing, local seafood restaurants, a pier for fishing and a glowing sunset. In under 10 minutes, you can immerse yourself in 450 years of colonial history, a lively music scene and vibrant culinary experiences.

Historic St. Augustine 2/2 Duplex & Pool

About this space: Welcome to this 2 unit home located in Historic St. Augustine. This home is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This home has 2 bedrooms and 2 full bathrooms, a living room, kitchen, den and direct pool access. This space: This home is a 2 unit house Guest access: There is a lockbox on the door with a key inside Other things to note: Please keep in mind that the pool is a shared space :)

HistoricLuxury•Designer Kitchen&Baths•Walk&Trolley

No Cleaning Fee! 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.

4Bed, 3Bath-Heated Pool & SPA-Don't You Wanna?

Don't You Wanna...4 Bedroom, 3 Bath with HEATED POOL, SPA, and Outdoor Shower located in the heart of Vilano Beach of historic St. Augustine, FL. Our conveniently located home allows you to bring family and friends to share memories with a nice sunset or sunrise just down the street at the third street beach access point. Want to have a nice dinner at one of the most popular restaurants in all of St. Augustine? Walk around the corner to Cap's On The Water for great dining.

Dune Bungalow

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.