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

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!

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.

Charming Vintage Intracoastal Apartment
This breathtaking property is located on a quiet neighborhood street in Vilano Beach area on the river, minutes from the beach and a few miles from Historic Downtown St. Augustine. Apartment is on the second floor facing picturesque streets of Vilano Beach area. Waterfront private outside dining area with a grill, dock, and boardwalk are available on the waterfront side of the property. Famous local restaurants Cap's on the Water and Aunt Kate's are within walking distance from the property.

361 Fun in the Sun | Direct Oceanfront Ground Floor
Direct Oceanfront, ground floor flat unit, no stairs. Located in Crescent Beach at Summerhouse. Family oriented complex located on over 25 acres with four pools and large grass areas. Highly desired 2 bedroom unit. This property is ground level and directly oceanfront. Flat style layout not a townhouse, there are two steps to the front door but otherwise no stairs. Sliding door opens directly to covered back porch. Please see our our other property 461 More Fun in the Sun, 3 Bedroom

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.

Charming Rustic Boathouse
Come stay at our rustic boathouse along the serene river. Its weathered, wooden, exterior exudes charm, adorned with unique decor. The sunlight reflects the water, casting shimmering light against the boathouse. Surrounding it, is lush greenery and trees that create a picturesque backdrop. Inside the boathouse is a cozy and inviting, with simple furnishings and the gentle scent of wood. It's a haven where one can escape the bustle of everyday life and embrace the countryside.

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!
Popular amenities for St. Johns County rentals with a pool
House rentals with a pool

Oceanfront | Pool, Pet Friendly, Large Deck!

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

Lakeside Retreat |Private Pool| 8min walk Downtown

Private oasis, heated pool, exceeds expectations

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Heated Pool~Spring Deal~Luxe Oasis Julington Creek

Luxury home-6 guests-pool. Gated golf community

Pink Palms *Heated Pool* Walk to Downtown
Condo rentals with a pool

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Newly Remodeled Ocean View Condo-Upgrades Galore!!

St Augustine Beach, comfy condo

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

F1, Downtown, POOL, beaches, porch, parking!

Newly renovated! Steps to BEACH & POOL!

Wade n Sea Ocean Front Condo

Incredible Waterfront Townhome
Other vacation rentals with a pool

2 Ensuite BR • Pool & Gym • Near the Beach

Resort Style 1B/1B APT, 10 min Beach/Downtown

Cozy Beach Villa•Walk to Ocean•Sawgrass Beach Club

Red Rose Serenity | 1BD Lux King - Southeast Jax

Beautiful & Directly on the Ocean! Coquina B213

Zen Flamingo: Poolside Peace Near Beaches and TPC

Waterfront-screened lanai-BBQ-sleeps 7-comm pool

Modern Coastal Retreat
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- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- St. Augustine Alligator Farm Zoological Park
- Guana Reserve Middle Beach
- Vilano Beach Fishing Pier
- Memorial Park
- Little Talbot
- San Sebastian Winery
- Anastasia State Park
- Museum of Science and History
- Marineland Dolphin Adventure
- Friendship Fountain
- Flagler College
- Things to do St. Johns County
- Nature and outdoors St. Johns County
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- Wellness Florida
- Sightseeing Florida
- Sports activities Florida
- Entertainment Florida
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- Art and culture Florida
- Tours Florida
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