
Holiday rentals with a pool in St. Johns
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Top-rated rentals with a pool in St. Johns
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

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

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! 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!

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.

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.

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage
Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

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.

❤️Private Pool Couples Getaway- Downtown
Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

Blue Bird Paradise
Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.

Private Pool Home • Quiet • Near Beaches & Dining
Enjoy a peaceful stay in our cozy 3-bedroom home featuring a private saltwater pool. Located in a quiet residential neighborhood, this comfortable retreat is perfect for business travelers, Mayo Clinic visitors, or anyone seeking rest and privacy. The spacious living area and fully equipped kitchen make it easy to feel at home during your stay. Relax in the screened backyard pool area — ideal for unwinding after a busy day.

Retreat on the river
Deep water access to anywhere in Jacksonville with dock available. Back yard pavilion gazebo 50 feet from river connecting to a remodeled home and landscaped pool. Home is not lived in and void of all personal property giving you open space to feel at home as your own. Bring your boat and tie up to the dock, or enjoy the provided kayaks and canoe. Two beds, four guest and plenty of room on couch
Popular amenities for St. Johns rentals with a pool
House rentals with a pool

Historic St. Augustine 2/2 Duplex & Pool

Driftmark Cabin - RV friendly, Pool + Beach!

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Pool Home with Game Room in Heart of Jax Beach!

Quiet and Serene House with Heated pool near beach

Modern 4 bedroom w/ Patio & Pool

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

4Bed, 3Bath-Heated Pool & SPA-Don't You Wanna?
Condo rentals with a pool

Jacksonville Beach Front Paradise

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

St Augustine Beach, comfy condo

2 BR Condo in St Augustine across from Beach

Newly renovated! Steps to BEACH & POOL!

Beachcomber Oceanfront 180* panoramic view

Gated Sawgrass Beach Club - WALK to BEACH!

Family Beach Condo - Steps To The Sand Or Pool
Other holiday rentals with a pool

K-Pop Apartment & Great Confort - Fast WiFi

Luxury 3BR Townhome | Pool | Gym | Close 2 Beach!

Shoreline Sanctuary – Pool • Beach• Downtown

The Cozy Nook

Cozy Retreat & Canopy King Bed/Fireplace/Pool View

Luxury Golf & Spa condo in Beautiful St. Augustine

Charming & Secluded Carriage House Getaway

Family Retreat in Saint Johns-Close to Everything
Destinations to explore
- Ponte Vedra Beach
- EverBank Stadium
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Vilano Beach
- Lightner Museum
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Pablo Creek Club
- Stafford Beach
- Matanzas Beach
- Eagle Landing Golf Club
- MalaCompra Park
- Ravine Gardens State Park
- Adventure Landing Jacksonville Beach
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Amelia Island Lugar Lindo
- Old Salt Park
- Black Rock Beach




