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Vacation rentals with a pool in St. Johns County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Johns County

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

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Top guest favourite
Home in St. Augustine
4.99 out of 5 average rating, 135 reviews

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

ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking

Top guest favourite
Apartment in St. Augustine
4.95 out of 5 average rating, 123 reviews

Condo near Downtown St Augustine/beach/golf

Relax with family at this peaceful quiet condo on 3rd floor Recently renovated, close to historic downtown St. Augustine & beaches & golf. Pets Welcome.Has lobby pool & hot tub, & a full health spa open to the public. AT&T Fiber wifi, two smart tv’s, full kitchen w/all needed to prepare meals, coffee maker & coffee/tea included. Lots of walking trails. Laterra Condominiums is inside The King & The Bear 24/7 gated community. The King & The Bear Golf Club is open for play at their posted rates.

Top guest favourite
The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.
Home in St. Augustine
4.99 out of 5 average rating, 447 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 and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

Superhost
Treehouse in St. Augustine
4.91 out of 5 average rating, 663 reviews

courtyardtreehouseinthehistoricdistrict

You have found your cozy oasis tucked in a (Real) Treehouse lodged in Ancient Oak. Set in a lush tropical garden in the historic district. It’s a minimalist’s dream, exemplifying the appeal of tiny living: compact, clean, efficient and 2 1/2 blocks to the historic districts shopping and restaurants. Relax on the Sun Deck, Rain Deck or in the Courtyard’s Tropical Garden The day time peaceful beauty is only eclipsed by the the nighttime display of laser lights projected onto the oaks canopy.

Top guest favourite
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.
Home in St. Augustine
4.94 out of 5 average rating, 229 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.

Top guest favourite
A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.
Villa in St. Augustine
4.98 out of 5 average rating, 341 reviews

Loins Bridge 0.5m away, 2 Bedroom, Private Hot Tub

Couples Retreat Near Downtown St. Augustine. 0.5 miles from the Bridge of Lions. Enjoy a secluded courtyard, relaxing water fountain, and new 4-person hot tub. Wine down and watch the sunset in a peaceful setting after a exploring. Off-street parking is included. Restaurants, bars, coffee shops, and local favorites are only steps away. Perfect for a romantic getaway, weekend escape, or special occasion. Special requests and accommodations are available to help make your stay unforgettable.

Top guest favourite
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 St. Augustine
4.99 out of 5 average rating, 164 reviews

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

Top guest favourite
A private backyard features a heated pool surrounded by a paver deck, complemented by two chaise lounges and a table with umbrella. The light gray exterior of the house contrasts with lush greenery, creating a serene environment for relaxation.
Home in St. Augustine
4.94 out of 5 average rating, 133 reviews

Coastal Sol|Heated Pool|6-min to BCH|Golf Cart

New Floridian-style beach home located only 6-min walk to quiet, secluded Vilano Beach access. Two-story, 3 bedroom, 2.5 bathroom layout with private, fully-fenced backyard with custom heated pool. Located in the Vilano neighborhood, our home is perfect for Florida beach vacations. Enjoy grilling out in the backyard, lounging around the pool or beach all day! 12-min drive into Historical Downtown St. Augustine. Beach supplies provided to guests - Pet-friendly property. GOLF CART available.

Top guest favourite
A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.
Home in Jacksonville
4.88 out of 5 average rating, 241 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

Guest favourite
A well-maintained outdoor pool area is framed by palm trees and lush green landscaping. The sparkling blue pool features a central fountain and is surrounded by loungers, creating a serene environment for relaxation.
Condo in St. Augustine
4.87 out of 5 average rating, 337 reviews

Full Condo in St. Augustine’s World Golf Village

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

Top guest favourite
A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.
Home in Fruit Cove
4.98 out of 5 average rating, 122 reviews

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

Top guest favourite
A spacious living area features a light-colored sofa and armchairs arranged around a central coffee table. Natural light fills the space through large sliding doors, leading to a balcony. Contemporary lamps provide soft illumination, and a rustic side table complements the decor.
Condo in St. Augustine
4.94 out of 5 average rating, 133 reviews

Spanish Colonial Design One Bedroom Condominium

St. Augustine lays claim to being the oldest city in the U.S. and is known for its Spanish colonial architecture. Atlantic Ocean beaches like sandy St. Augustine Beach and tranquil Crescent Beach. This unit is centrally located amongst lush green grounds, towering palm trees and gorgeous pools. All can be seen and felt from the comfort of the balcony while enjoying the breezy air and an afternoon beverage. Unfortunately it is not child proof therefore only suitable for 2 adults.

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