
Holiday rentals with a pool in St. Johns
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Johns
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Serenity and Amazing Views - Home on River w/ Pool
Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Private oasis, heated pool, exceeds expectations
Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Historic Whitney House •Designer•Steps2Attractions
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.

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

2 Bedroom Luxury Condo in World Golf Village
Looking to get away?!!! Come enjoy this two bedroom luxury St. Augustine condo located within the private gates of the World Golf Village in the Laterra resort, home of the King and Bear Golf Course. Resort amenities at your fingertips including access to golf, multiple pools, hot tub, a full service spa, and fitness center. Minutes away from restaurants, shopping and the Golf Hall of Fame. Absolutely No Pets allowed!!! My daughter is highly allergic, and it will cause an allergic reaction

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!

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.

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.

Pool home oasis steps to ocean
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.

Luxury Golf & Spa condo in Beautiful St. Augustine
Beautiful 1 bedroom pristine condo unit has it all. Comfortable king size bed, privacy, full bathroom with roman bathtub, washer/dryer, full kitchen with all the utensils you will need, two flat screen tv's, fast free wifi, private balcony overlooking lush gardens with a fountain. The Laterra resort boasts a plethora of amenities right outside your doorstep. Heated pool, pool with waterfall feature, hot tub, tennis courts, award winning Golf and restaurants nearby!

Paradise Palms Estate
Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

Salty Dolphin Cottage with Pool ❤
Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.
Popular amenities for St. Johns rentals with a pool
House rentals with a pool

*Putt Putt Pool Home* Mini Golf/Grill/Ping Pong

Stunning Modern Oasis with a Huge Pool

Your Home Away From Home

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

The Pink Cabana

Pool Home with Game Room in Heart of Jax Beach!

Retreat on the river
Apartment rentals with a pool

"Gone Coastal" is Steps From the Sand!

Ocean front Beachside Bliss

Hideaway at Crescent Breach - St. Augustine

361 Fun in the Sun | Direct Oceanfront Ground Floor

Newly renovated! Steps to BEACH & POOL!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Wade n Sea Ocean Front Condo
Other holiday rentals with a pool

Cozy Beach Villa•Walk to Ocean•Sawgrass Beach Club

Townhouse in St. Augustine, Florida

Shoreline Sanctuary – Pool • Beach• Downtown

Charming & Secluded Carriage House Getaway

Luxury home-6 guests-pool. Gated golf community

The Happy Place

Family Retreat in Saint Johns-Close to Everything

The Manor St Johns - Heated Pool + Lanai!
Quick stats about holiday rentals with a pool in St. Johns

Total holiday rentals
Explore 20 holiday rentals in St. Johns

Nightly prices starting at
St. Johns holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 610 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of St. Johns holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across St. Johns rentals

5 Average rating
St. Johns stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Fountain of Youth Archaeological Park
- TPC Sawgrass
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Guana Reserve Middle Beach
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- Memorial Park
- Little Talbot
- Anastasia State Park
- San Sebastian Winery
- Museum of Science and History
- Friendship Fountain





