Vacation rentals with a pool in St. Johns

5 out of 5 average rating, 150 reviews

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.

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.

4.94 out of 5 average rating, 221 reviews

Historic Designer Home • Luxury Baths • Steps2DWTN

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.

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.

4.87 out of 5 average rating, 236 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.

Apartment in Ponte Vedra Beach

An aerial view of the gated Sawgrass community reveals lush landscaping and well-maintained buildings. The shimmering ocean is visible in the background, with private beach access indicated by a directional arrow. A community pool can also be seen, surrounded by palm trees and parked cars.

4.98 out of 5 average rating, 105 reviews

Light, Airy Luxury Condo with Private Beach Access

Located in the gated Sawgrass community with private beach access, this beautiful studio condo is the ideal choice for a relaxing beach vacation. The privacy and beauty of the coastline rivals any beach destination in the US. The inviting, tranquil elegance of the low country-inspired decor provides the backdrop for your best vacation yet. The vaulted ceilings of the second floor unit give a light and airy feel to the space. You will relax and unwind the moment you step through the door!

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.

4.87 out of 5 average rating, 329 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!

4.99 out of 5 average rating, 118 reviews

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

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.

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.

4.94 out of 5 average rating, 129 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.

4.79 out of 5 average rating, 124 reviews

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

Experience an authentic, relaxing vacation retreat in the heart of Jacksonville. Located just off 295 and in a very central location. 3 bedrooms on one side of the home and two bedrooms on another side of the home with common areas in the middle. During your stay, you will have access to the pool, which is ideal for some fun pool time after spending some time at the nearby mini golf course. This house offers everything for a great family vacation or weekend getaway.

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

4.97 out of 5 average rating, 105 reviews

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!

4.92 out of 5 average rating, 171 reviews

A contemporary home sits beside a heated pool and spa, framed by elegant palm trees. Multiple lounge chairs are positioned around the pool, with plush seating options visible on the patio. Large glass doors offer an unobstructed view of the outdoor area, inviting natural light.

Home in Ponte Vedra

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!

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.93 out of 5 average rating, 185 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)

Cottage in Fort George Island

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

4.88 out of 5 average rating, 316 reviews

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 32 reviews

2 Ensuite BR • Pool & Gym • Near the Beach

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

4.92 out of 5 average rating, 155 reviews

Cozy Home with Heated Private Pool and Patio

4.82 out of 5 average rating, 140 reviews

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

4.97 out of 5 average rating, 111 reviews

Spoonbill | 4/3 Cottage Escape | Swim Spa & Beach

4.89 out of 5 average rating, 223 reviews

A spacious pool area is featured, with crystal-clear water reflecting the blue sky. A vibrant pink flamingo float rests on the edge of the pool. Surrounding the pool are palm trees and well-maintained grass, creating a relaxing outdoor environment.

Home in San Mateo

The Pink Cabana

5 out of 5 average rating, 108 reviews

A serene outdoor space is captured, featuring a heated saltwater pool surrounded by tropical landscaping. Two loungers are positioned at the water's edge, with a covered patio visible in the background. Blue skies with scattered clouds add to the tranquil atmosphere.

Home in Murray Hill

Oasis in the Hill

4.91 out of 5 average rating, 159 reviews

A sparkling blue pool is outlined by a clean white patio, featuring multiple lounge chairs positioned for relaxation. The single-story home is visible in the background, surrounded by lush greenery and trees, creating a serene outdoor environment.

Home in Beaches

Pool Home with Game Room in Heart of Jax Beach!

A spacious pool area is surrounded by lush greenery, featuring a large, sparkling blue pool and a jetted hot tub. Lounge chairs are placed along the poolside, complemented by a shaded area for relaxation. A clear sky is visible above, enhancing the outdoor atmosphere.

4.86 out of 5 average rating, 100 reviews

Gorgeous Florida Pool and Spa Home

Condo rentals with a pool

The night view features a pool illuminated by soft blue lights, surrounded by palm trees. Relaxing lounge chairs line the poolside, and the building's windows reflect warm light, suggesting a welcoming ambiance. A fountain adds a tranquil element to the setting.

4.94 out of 5 average rating, 141 reviews

My HOUSE is your HOUSE

A spacious balcony offers a wide view of the beach and ocean, framed by an elegant arched opening. Green dunes and distant waves are visible, while a flock of birds gracefully moves across the sky, adding to the serene coastal atmosphere.

4.88 out of 5 average rating, 137 reviews

Oceanfront Retreat!

Condo in Ponte Vedra Beach

A spacious studio layout is showcased, featuring a king-size bed with crisp linens and a cozy pullout sofa. Light wood flooring complements the modern furnishings, while the full kitchen is visible in the background. Recessed lighting and ceiling fan add to the airy ambiance.

4.96 out of 5 average rating, 114 reviews

"Gone Coastal" is Steps From the Sand!

4.92 out of 5 average rating, 108 reviews

An aerial view captures the sandy beach stretching along the coastline, featuring clusters of umbrellas and beachgoers. The pier extends into the ocean, while a vibrant skyline of buildings is visible in the background, providing a scenic contrast to the blue waters.

Condo in Beaches

Ocean front Beachside Bliss

Condo in St. Augustine Beach

A cozy living area features soft beige furnishings and decorative blue pillows. A wooden coffee table occupies the center, while a stone fireplace adds warmth. Large sliding doors provide natural light and reveal views of the outdoors, framed by sheer curtains.

4.92 out of 5 average rating, 143 reviews

Quiet, Updated Condo - Pool, Bikes & Pickleball!

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 200 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

Condo in St. Augustine Beach

The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored décor and subtle greenery create a relaxed ambiance. The space is illuminated by a contemporary chandelier, with a view of the kitchen and dining area in the background.

4.96 out of 5 average rating, 183 reviews

Newly renovated! Steps to BEACH & POOL!

4.97 out of 5 average rating, 227 reviews

An aerial view showcases the expansive sandy beach bordered by gentle waves and the ocean. Towering buildings are visible in the background, with the highlighted condo location marked in red. Sunbathers and walkers can be seen along the shoreline, emphasizing the beach's inviting atmosphere.

Condo in Beaches

Beachcomber Oceanfront 180* panoramic view

Other vacation rentals with a pool

4.97 out of 5 average rating, 59 reviews

XL family home, Pool, Pool table, Private 1 acre.

A large zero-entry pool is framed by palm trees and lounge chairs, creating a spacious area for relaxation. A stylish community building is visible in the background, offering a welcoming presence amidst the landscaped surroundings.

5 out of 5 average rating, 17 reviews

Lakeside Leisure Escape with a Lanai & pool

The exterior of a two-story townhouse is showcased, featuring a well-maintained landscape with trimmed shrubs and a concrete pathway. A garage is visible on the left side, and large windows provide natural light. The earthy tones of the building complement the surrounding greenery.

4.91 out of 5 average rating, 11 reviews

Townhouse in St. Augustine, Florida

4.94 out of 5 average rating, 33 reviews

The Cozy Nook

A serene backyard pool area is highlighted, featuring a sparkling blue pool surrounded by lush greenery and palm trees. Comfortable lounge chairs are positioned near the water's edge, creating a peaceful setting for relaxation. The evening sky adds a gentle hue to the atmosphere.

4.97 out of 5 average rating, 79 reviews

Heated Pool~Spring Deal~Luxe Oasis Julington Creek

4.94 out of 5 average rating, 83 reviews

Luxury home-6 guests-pool. Gated golf community

4.85 out of 5 average rating, 80 reviews

A wooden dock extends into calm waters, framed by hanging foliage. The scene is complemented by a gazebo at the dock’s end, with soft hues of sunset reflecting on the surface of the water, creating a peaceful coastal ambiance.

Apartment in Fruit Cove

Cottage on River

A spacious sunlit lanai features a foosball table positioned near comfortable seating. Large glass doors provide a view of the heated pool and outdoor area, while a fan is installed for airflow, creating a relaxing environment for leisure activities.