
Vacation rentals with a pool in St. Johns County
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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.

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

Pink Palms *Pool* Party ~ Walk to Downtown
🏝️ Luxurious Private Heated Pool Home In Historic Downtown and Family Friendly! - Private Heated Pool & large backyard with tons of gorgeous palms - Outdoor cabana with grill, fans, pool table, kid toys, bocce, corn hole and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Wild Peacocks in backyard 🦚 - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly

Steps to trolley · 3BR luxury designer downtown
Off Street Parking 6 Min. walk to St George St 4 Min drive to Gym/Pool 1 Min to Community Pool 7 Min drive to the beach Luxury 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. Book your stay now and embark on an unforgettable journey

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.

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.

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

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

Heated Pool/Hot Tub 1 mile to dwntn/beach
🔥 Top Property Highlights 🏊 Heated Pool & Hot Tub: Private backyard retreat with year-round relaxation. 📍 Unbeatable St. Augustine Location: Just 1 mile to Historic Downtown & 1.5 miles to State Park Beach! 🌿 Fully Fenced Backyard 🏡 Modern & Fresh Interior: Bright open-concept layout. Perfect For: 🏖️ Vacation Escapes: Ideal for long weekends, week-long beach trips, or monthly stays. 💍 Wedding Guests: Conveniently close to St. Augustine wedding venues. 💼 Remote Work & play!

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.

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.

Historic St. Augustine 2/2 Duplex & Pool
About this space: Welcome to this 2 unit home located in Historic St. Augustine. This home is close and within walking distance to all the fun downtown has to offer. It is also a short drive to the beaches! This home has 2 bedrooms and 2 full bathrooms, a living room, kitchen, den and direct pool access. This space: This home is a 2 unit house Guest access: There is a lockbox on the door with a key inside Other things to note: Please keep in mind that the pool is a shared space :)

Music on Marilyn- Steps from the Amp! •Jacuzzi•
Nights of Lights & mere seconds from the St. Augustine Amphitheater— a short bike ride to the beach and downtown, this modern escape is 3 beds and 2 baths. Welcome to Music on Marilyn! This is the quintessential St. Augustine experience. Nestled on a quiet street that dead ends to the intracoastal, walking distance to the St. Augustine Amphitheater, Lighthouse, Anastasia Park, Alligator Farm and much more! St. Augustine Beach and historic downtown are just a short bike ride away.
Popular amenities for St. Johns County rentals with a pool
House rentals with a pool

Putt Putt Pool Home - Mini Golf,Grill,Ping Pong

Luxury Beach Retreat, Pool Spa Sauna Yoga Studio

Modern Home • Pool & Game Arcade • Sleeps 10

Driftmark Cabin - RV friendly, Pool + Beach!

Zen Flamingo: Poolside Peace Near Beaches and TPC

Elegant & Stylish Pool House with Arcade!

The Salty Seashell, Coastal Pool Home, Sleeps 8

Floridian Bungalow•2 Min Walk to Beach•Heated Pool
Condo rentals with a pool

Spanish Colonial Design One Bedroom Condominium

Hideaway at Crescent Breach - St. Augustine

Quiet, Updated Condo - Pool, Bikes & Pickleball!

Gorgeous 2/2 condo in luxury golf community, StAug

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

Newly renovated! Steps to BEACH & POOL!

Luxury Golf & Spa condo in Beautiful St. Augustine

Boutique Beachside condo with easy access to beach
Other vacation rentals with a pool

LUX Aqua Riva|Walk to Beach|Pool & Hot Tub

3 BR Oceanfront | Pool, Pet Friendly, Large Deck!

Charming Rustic Boathouse

The May House - Heated Pool - Historic Downtown

Shoreline Sanctuary – Pool • Beach• Downtown

Casa Caliente - Romantic Tiny Retreat

Luxury 3 BR St Augustine Condo World Golf Village

The Waddle Inn
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- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- Saint Augustine Town Plan Historic District
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Adventure Landing Jacksonville Beach
- Huguenot Memorial Park
- Flagler College
- Crescent Beach
- Little Talbot
- Memorial Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Friendship Fountain
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- Anastasia State Park
- Things to do St. Johns County
- Water sports St. Johns County
- Cultural tours St. Johns County
- Nature and outdoors St. Johns County
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