Holiday rentals with a pool in St. Augustine

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Top-rated rentals with a pool in St. Augustine

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Flat in St. Augustine

4.97 out of 5 average rating, 149 reviews

Traveler’s Nest of uptown St. Augustine with pool!

The Traveler's Nest is a unique and cozy studio apartment with a kitchenette, private backyard and access to a huge pool located in a quiet historic uptown St. Augustine neighborhood. It's just minutes to the Old City and Vilano Beach and Fort Mose National Park and Museum is 3min walk within the neighborhood! In addition, it's close to all your necessities (groceries, liquor store, restaurants, fast food....etc.) and there's a huge pool to relax and cool off when your not out seeing sites :)

18–25 Jul

€ 121 per night

Guest favourite

Apartment in St. Augustine

4.86 out of 5 average rating, 324 reviews

Condo in St. Augustine’s World Golf Village Resort

Escape to St. Augustine and enjoy a one bedroom studio with new brand new renovations and upgrades! Located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Explore the resort amenities including access to golf, multiple pools, a full service spa, lighted tennis courts, hot tub, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

23–30 Nov

€ 142 per night

Guest favourite

Apartment in St. Augustine

4.99 out of 5 average rating, 100 reviews

Alice's Palace Alice in Wonderland St Augustine FL

Welcome to Alice's Palace; a sophisticated twist on Alice in Wonderland. This unique Madhatter tea party styled 1 bedroom private condominium is like no other. It has a large fully equipped kitchen, spectacular forest King bedroom, onsite spa, stunning pool and hot tub. Located in the King & Bear golf community of World Golf Village and boasts 2 World Class Golf Courses-King & Bear/Slammer & Squire and just minutes from Historic Downtown St Augustine, Outlet Shopping and many amazing beaches

24–31 Oct

€ 150 per night

Guest favourite

Home in Saint Augustine

4.99 out of 5 average rating, 364 reviews

Your Home Away From Home

1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown (5 miles) and St. Augustine Beach (3 miles). The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms, ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small extra charge for 5 or more. Motorcycle friendly! We also do live on the property!

20–27 Sep

€ 152 per night

Guest favourite

Guest house in St. Augustine

4.95 out of 5 average rating, 295 reviews

The Garden Casita in St. Augustine Florida

Secluded garden casita tucked away three tenths of a mile from the city gates. Take the private garden pathway to serenity's doorstep, and gain access to WIFI, free parking, and a kitchenette equipped with the basic necessities. The zen garden serves as a wonderful resting space to relax and unwind from your day. The casita features a queen size bed with luxury linens, desk nook and a full bathroom. Come find your peace at the Garden Casita on the grounds of a 100 year old private home.

28 Dec – 4 Jan

€ 152 per night

Guest favourite

Apartment in St. Augustine

4.97 out of 5 average rating, 118 reviews

Luxury World Golf Village 1 Bed 1 Bath Condo

Escape to St. Augustine and enjoy a luxury one bedroom condo with new renovations and upgrades! Located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Explore the resort amenities including access to golf, multiple pools, a full service spa, lighted tennis courts, hot tub, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes!

5–12 Nov

€ 130 per night

Guest favourite

Apartment in St. Augustine

4.88 out of 5 average rating, 182 reviews

The Salty Suite Resort style condo

This modern 1 bed/1 bath rental unit has access to a private walk way to 2 pools, beach (5 min walk from door to sand) & tennis courts all in a gated community right on famous A1A in the Oldest City in the Nation. Perfectly situated by the beach or a quick Uber ride to Downtown to check out the history of the Oldest City in the Nation & try some other great local restaurants. We provide an in room guidebook telling you all the must do's in the town & helpful hints too! See you soon!

11–18 May

€ 162 per night

Guest favourite

Home in Palm Coast

4.99 out of 5 average rating, 247 reviews

True Florida Pool Home Close to Many Adventures

Welcome ! Flagler Beach is less than 5 ml away and has Beautiful Themed Beach Side Restaurants. We are located half way between Americas 1st city Historic St Augustine and World Famous Daytona Beach.. You’ll love the unique places to see like Bulow Plantation Sugar Mill Ruins, Fort Matanzas, a leasure paddle board tour or even Swim with Dolphins at Marineland!! All within minutes of our home!. PLEASE see all regulations/rules below! ( No Trailers, Parties, parking on grass etc...)

14–21 Dec

€ 167 per night

Superhost

Guest house in St. Augustine

4.89 out of 5 average rating, 403 reviews

Romantic Coastal Oasis •Walk&Bike 2 Downtown/Beach

No Cleaning Fee! 4 Min Drive/ 15 Min Beautiful Walk to Historic Downtown 3 Min Drive to the Beach Guest Passes Fitness Club/Pool/Suana-Steam Rm/Yoga Looking to get away from the hustle & bustle of the city? This cottage surrounded by lush tropical garden is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a short drive away. With spacious living & modern amenities, the cottage offers maximum comfort & convenience.

11–18 Jun

€ 129 per night

Guest favourite

Guest suite in St. Augustine

4.93 out of 5 average rating, 282 reviews

Ground floor--just 365 steps to beach!

Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.

29 Sep – 6 Oct

€ 152 per night

Guest favourite

Flat in St. Augustine

4.95 out of 5 average rating, 167 reviews

Updated and clean, private beach access condo

Ground floor unit, all newly refurbished. 2 Bedrooms, 2 Baths, laptop friendly workspace and reliable WiFi. Steps from the beach, 10 min from historic downtown St. Augustine. Parking in front of Condo. Pool, beach private access. Master has en suite, separate second full bath. All new furniture, floors, counters , and appliances. Request renter to be 21yo and older. NO PETS please.

18–25 Aug

€ 138 per night

Guest favourite

Apartment in St. Augustine

4.95 out of 5 average rating, 112 reviews

My HOME is their HOME

Inspired by the Spanish architecture St. Augustine is known for, you can enjoy old world feel with modern perks in this fully furnished one bedroom one bath resort-like condo. There is a full service spa/salon on site. A short 5 min walk is a fitness center, tennis courts, playground etc. offering so much more than a regular hotel for the money!

21–28 Oct

€ 123 per night