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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.

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Guest favorite
Home in Vilano Beach

Vilano Beach Walk + Fire pit + Outdoor Shower

Vilano Beach Designer Home ā€¢ Newly renovated 5-minute walk to the sand ā€¢ Fire pit + outdoor shower Parking for cars & boats ā€¢ Fitness club & pool access included Gourmet kitchen, three upgraded bedrooms, spa-inspired baths, Smart TVs, and a shaded outdoor oasis with professional charcoal grill + fire pit. Peaceful retreat just steps from Vilano Beach and a short drive to historic downtown St. Augustine. Perfect for families or groups who want beach convenience without sacrificing comfort + style

4.89 out of 5 average rating, 184 reviews
Top guest favorite
Home in St. Augustine

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

ISLE BE BACK šŸŒ“ā€” 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 machineā€”all without leaving the house! āœ”Sleeps 8 comfortably āœ”Self check-in & free parking

4.99 out of 5 average rating, 149 reviews
Top guest favorite
Apartment in St. Augustine

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 tvā€™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.

4.96 out of 5 average rating, 137 reviews
Top guest favorite
Home in St. Augustine

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.

5.0 out of 5 average rating, 156 reviews
Top guest favorite
The rustic boathouse is positioned near a scenic wooden dock extending into the river. Sunlight reflects off the water while a peaceful horse stands nearby, surrounded by lush greenery. The weathered exterior of the boathouse complements the natural setting.
Guesthouse in East Palatka

Charming Rustic Boathouse

NEWLY RENOVATED! 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.

4.95 out of 5 average rating, 132 reviews
Top guest favorite
A comfortable living area is showcased with a gray sofa adorned with decorative pillows. A glass coffee table sits in front, accented by a floral arrangement. Two windows provide natural light, and stylish curtains frame the view. A small bookshelf stands against the wall.
Apartment in Vilano Beach

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.

4.95 out of 5 average rating, 201 reviews
Guest favorite
A modern home is surrounded by a well-kept backyard featuring a private pool and spacious patio. Comfortably arranged lounge chairs provide a relaxing spot. The exterior showcases light-colored siding and elevated balconies, with palm trees dotting the landscape for a tropical feel.
Home in St. Augustine

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

4.89 out of 5 average rating, 116 reviews
Top guest favorite
A spacious living area is outlined by warm wooden floors. A dining table is flanked by cushioned chairs, while a granite countertop bar with stools offers additional seating. Soft lighting from overhead fixtures and lamps enhances the inviting atmosphere, with a large television visible in the background.
Condo in St. Augustine

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

4.94 out of 5 average rating, 145 reviews
Top guest favorite
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.
Home in Southeast Jacksonville

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.

4.88 out of 5 average rating, 247 reviews
Top guest favorite
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.

4.98 out of 5 average rating, 128 reviews
Guest favorite
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.
Condo in St. Augustine

Full Condo in St. Augustineā€™s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo! Explore the resort-like amenities including free unlimited access to three pools, 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! Pack n play available for babies.

4.87 out of 5 average rating, 346 reviews
Guest favorite
A serene outdoor area features a suspended basket chair, surrounded by lush greenery and sun loungers beside a sparkling pool. Umbrella-shaded tables provide shade, while the building's modern architecture stands in the background, enhancing the inviting atmosphere of the space.
Apartment in St. Augustine

Luxury Retreat in St. Augustine

Escape to Isla Antiguas in St. Augustine, FL, and indulge in luxury at this stunning 2-bed, 2-bath Airbnb. Perfectly designed for comfort and style, this upscale retreat offers a fully equipped kitchen, elegant living spaces, and plush bedrooms. Enjoy top-tier amenities, including a sparkling pool, fitness center, and scenic surroundings. Just minutes from historic downtown and pristine beaches, this getaway is ideal for relaxation and adventure. Book now for an unforgettable stay!

4.85 out of 5 average rating, 113 reviews

Popular amenities for St. Johns County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
Home in Vilano Beach

Luxury pool & spa home steps to beach & 2 masters!

4.97 out of 5 average rating, 137 reviews
Top guest favorite
An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.
Home in St. Augustine

The Salty Seashell, Coastal Pool Home, Sleeps 8

4.97 out of 5 average rating, 141 reviews
Superhost
Home in Southeast Jacksonville

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

4.81 out of 5 average rating, 136 reviews
Top guest favorite
The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.
Home in Vilano Beach

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

4.99 out of 5 average rating, 170 reviews
Top guest favorite
A private backyard features a heated pool surrounded by a paver deck, complemented by two chaise lounges and a table with umbrella. The light gray exterior of the house contrasts with lush greenery, creating a serene environment for relaxation.
Home in Vilano Beach

Coastal Sol|Heated Pool|6-min to BCH|Golf Cart

4.94 out of 5 average rating, 142 reviews
Guest favorite
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.
Home in Vilano Beach

Heated Pool, Beach, Patio Lounge, Near Downtown

4.92 out of 5 average rating, 202 reviews
Top guest favorite
An outdoor dining area features a wooden table with six chairs, shaded by a large tree. A small pool is visible nearby, surrounded by lounge chairs and tropical plants. A hammock can be seen draped between two posts, creating a space for relaxation.
Home in Vilano Beach

Secluded oasis pool home steps to the beach

4.98 out of 5 average rating, 212 reviews
Top guest favorite
A private heated pool is surrounded by a spacious patio featuring paver stones and tropical landscaping. A wooden pergola provides shade, complemented by lounge chairs and vibrant orange seating. The cottage's white exterior is visible in the background, framed by swaying palm trees under a clear blue sky.
Home in Vilano Beach

Floridian Bungalowā€¢2 Min Walk to Beachā€¢Heated Pool

4.99 out of 5 average rating, 163 reviews

Condo rentals with a pool

Guest favorite
Covered seating is arranged around a sleek coffee table on a patio with a view of a large heated pool, accented by palm trees and umbrellas. A dining area with a table and chairs is visible, offering ample space for relaxation and enjoyment.
Condo in Lincolnville

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

4.92 out of 5 average rating, 192 reviews
Top guest favorite
A balcony table is set for two, featuring white plates and cups, with expansive ocean views. Lush greenery and sandy beach can be seen in the distance under a clear blue sky, creating a serene and inviting outdoor space.
Condo in St. Augustine Beach

Ocean Front Gem: Top Floor Corner Unit

4.98 out of 5 average rating, 264 reviews
Top guest favorite
The living area features comfortable seating, including a soft blue sofa and an armchair, arranged around a white coffee table. Light-colored dƩcor 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.
Condo in St. Augustine Beach

Newly renovated! Steps to BEACH & POOL!

4.96 out of 5 average rating, 203 reviews
Top guest favorite
An aerial view showcases the condominium complex alongside a serene waterway. The property features a large swimming pool surrounded by palm trees and lounge chairs, with well-maintained landscaping that complements the access to nature.
Condo in St. Augustine

Gorgeous 2/2 condo in luxury golf community, StAug

4.87 out of 5 average rating, 132 reviews
Top guest favorite
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.
Condo in St. Augustine

Spanish Colonial Design One Bedroom Condominium

4.94 out of 5 average rating, 135 reviews
Top guest favorite
A comfortable living area is showcased with a light-colored sofa and armchair. Natural light flows in through sliding glass doors. A flat-screen TV is mounted on the wall, and a coffee table rests on a wooden floor, surrounded by decorative items.
Condo in Butler Beach

Bel oc'ean, St Augustine beach

4.95 out of 5 average rating, 200 reviews
Top guest favorite
Condo in St. Augustine Beach

The Flirty Flamingo St Augustine Beach 3 BR Condo

5.0 out of 5 average rating, 218 reviews
Guest favorite
The living room features sliding glass doors that open to a private balcony overlooking the ocean. A comfortable blue armchair by the window is complemented by light blue curtains, while natural light fills the space, creating a serene ambiance.
Condo in Crescent Beach

Hideaway at Crescent Breach - St. Augustine

4.93 out of 5 average rating, 115 reviews

Other vacation rentals with a pool

Top guest favorite
Guesthouse in St. Augustine

The Garden Casita in St. Augustine Florida

4.94 out of 5 average rating, 466 reviews
Top guest favorite
The kitchen features modern appliances, including a refrigerator, microwave, and dishwasher. White cabinetry provides ample storage. A dining table with four chairs is positioned near the door, and a light fixture illuminates the space. A decorative rug adds a touch of warmth.
Cottage in St. Augustine Beach

Beautiful Beach Cottage

4.95 out of 5 average rating, 511 reviews
Top guest favorite
Apartment in Southeast Jacksonville

Elegant 2 King Beds Lux Pool Gym Mayo Clinic UNF

4.88 out of 5 average rating, 150 reviews
Top guest favorite
A light-colored sofa is positioned against a soft blue wall, adorned with decorative pillows featuring ocean motifs. A painting depicting a beach scene is hung above the sofa. Natural light filters in through two large windows, enhancing the peaceful ambiance of the space.
Apartment in St. Augustine

St. Augustine Sanctuary 3 Pools Spa & Pickleball!

4.98 out of 5 average rating, 84 reviews
Guest favorite
Home in St. Augustine

Townhome in St Johnā€™s

5.0 out of 5 average rating, 40 reviews
Top guest favorite
Home in St. Augustine

Hidden Sanctuary | Heated Saltwater Pool | FirePit

5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Southeast Jacksonville

Mandarin Oasis | 5BR | 3.5BA | Pool | Dock | Quiet

5.0 out of 5 average rating, 21 reviews
Guest favorite
A modern dining area features a glass table surrounded by sleek black chairs. Natural light fills the space through a large window, revealing a cozy living area with a blue couch and decorative accents. A vibrant clock and ornamental plants add character to the room.
Townhouse in St. Augustine

New 3-Bedroom Lakeview Townhouse

4.92 out of 5 average rating, 37 reviews

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