Holiday rentals with a pool in Sawgrass

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.98 out of 5 average rating, 126 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

4.99 out of 5 average rating, 118 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

4.91 out of 5 average rating, 139 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!

Beautiful pool home in Jax Beach! This updated and sparkling clean home is in the perfect spot for the whole family! This home is in the perfect location, minutes to the ocean, restaurants, Mayo Clinic and more! It is equipped with everything you need for your ideal coastal vacation. Your stay includes a fully stocked kitchen, pool table, ping pong table, dart board, Smart TVs, a beautiful pool with set up with lounge chairs, outdoor dining, beach chairs, beach towels, and a charcoal grill.

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.

4.99 out of 5 average rating, 135 reviews

2023 Lux Home 4bd/3.5ba+SaltPool+HotTub+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

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.

4.95 out of 5 average rating, 128 reviews

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

Superhost

An aerial view showcases a well-maintained pool surrounded by lush palm trees and landscaped gardens. Comfortable lounge chairs are arranged around the pool, inviting relaxation. The multi-storied building in the background complements the serene outdoor space.

4.86 out of 5 average rating, 423 reviews

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!

4.97 out of 5 average rating, 126 reviews

A spacious living area features a comfortable sectional sofa adorned with blue and white cushions. A white coffee table sits in front, accompanied by a cozy area rug. Large windows provide a view of the outdoors, while a television is mounted above a charming fireplace.

Townhouse in Ponte Vedra

Waterfront Villa in TPC Sawgrass (2 Bedroom)

Coastal Vibes Villa is newly renovated, spacious, and has a view! Your vacation Oasis awaits! Located in beautiful TPC Sawgrass. Community pool is right across the street and you are walking distance to Sawgrass Village- home of some of Ponte Vedra’s finest restaurants and shopping. You will also enjoy the close proximity to various spas, beautiful beaches and the iconic TPC golf course. Coastal Vibes Villa is perfect for your next event, golf outing, wedding, or just a relaxing getaway.

Apartment in Jacksonville

4.95 out of 5 average rating, 237 reviews

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.

A tranquil backyard area is featured, showcasing a heated pool surrounded by lush greenery. Two black chairs are positioned on the stone patio, offering a comfortable spot for relaxation. The space is enclosed by vibrant tropical plants, enhancing the private atmosphere.

4.96 out of 5 average rating, 174 reviews

Pool home oasis steps to ocean

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

4.92 out of 5 average rating, 152 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!

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, 309 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.

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.

4.95 out of 5 average rating, 111 reviews

"Gone Coastal" is Steps From the Sand!

You're only a few steps away from having your feet in the sand in this condo that was recently renovated! Beach décor, new furniture and a fully renovated condo is yours to enjoy! Located in the gated Sawgrass Country Club, you will have access to a private beach that only club members enjoy. Take a walk on the white sand, check out the million dollar homes surrounding the beach or surf a few waves.

Popular amenities for Sawgrass rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 372 reviews

The spacious bedroom features a decorative metal canopy bed with plush pillows and a textured blanket draped over it. Natural light filters through wooden blinds, and soft lighting is provided by bedside lamps. The room's dark walls create a cozy atmosphere, with an open doorway leading to another area.

Home in Avondale

Historic Hollywood House w/Pool

5 out of 5 average rating, 140 reviews

A sunlit backyard showcases a private heated pool surrounded by a stone patio. Comfortable lounge chairs are positioned beside the water, while lush greenery and palm trees provide shade and privacy. The pool area features a gentle curve, enhancing the inviting atmosphere.

Home in Ponte Vedra

*Heated Pool Home in Ponte Vedra Beach!

A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.

4.94 out of 5 average rating, 141 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

An inviting outdoor pool area features a heated pool surrounded by lounge chairs and a large umbrella. Soft lighting illuminates the space, highlighting the wooden fencing and lush greenery in the background.

4.98 out of 5 average rating, 176 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

4.89 out of 5 average rating, 367 reviews

The outdoor space is warmly illuminated, showcasing a tranquil pool surrounded by landscaped greenery. Comfortable seating arrangements are visible near the pool, with large windows reflecting the evening light from the home. The area offers a peaceful and inviting atmosphere for relaxation.

Home in Jacksonville

Retreat on the river

Superhost

An indoor heated pool area is enclosed by a clear roof, illuminated by natural light. Four teal lounge chairs are arranged along the edge of the pool, with a blue seating area visible in the background. Beach-themed decor adds to the relaxed setting.

Home in Jacksonville

4.91 out of 5 average rating, 173 reviews

Quiet and Serene House with Heated pool near beach

4.9 out of 5 average rating, 100 reviews

A bright pool area features a clear blue swimming pool bordered by a stone patio. A palm tree provides shade, and outdoor seating is visible adjacent to the pool. A barbecue grill is situated nearby against the house's light-colored exterior with large windows.

Home in Jacksonville

Modern 4 bedroom w/ Patio & Pool

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, 163 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Condo rentals with a pool

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 119 reviews

Riverfront direct views-Get it ALL in St Augustine

An expansive view of a serene beach is captured, featuring soft sand and gently lapping waves. Sparse vehicles are seen along the shoreline, with stretches of greenery and dunes adding texture to the landscape. The horizon showcases a clear blue sky, merging with the ocean.

4.91 out of 5 average rating, 226 reviews

St Augustine Beach, comfy condo

5 out of 5 average rating, 102 reviews

2 BR Condo in St Augustine across from Beach

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.

4.94 out of 5 average rating, 129 reviews

Cozy Beach Townhome - Bikes, Garage & Pickle Ball!

4.94 out of 5 average rating, 105 reviews

A vibrant sunset casts warm orange and pink hues across the sky, reflecting on the calm ocean waters. The beach is visible below, with gentle waves lapping at the shore. Lush green dunes frame the scene, creating a serene coastal atmosphere.

Condo in Beaches

Oceanfront Oasis: Top Floor Paradise

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, 191 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.

4.95 out of 5 average rating, 164 reviews

Newly renovated! Steps to BEACH & POOL!

5 out of 5 average rating, 114 reviews

Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.

Condo in Treasure Beach

Boutique Beachside condo with easy access to beach

Other holiday rentals with a pool

A spacious living area features a light-colored sectional sofa with blue accent pillows. A large mirror reflects the space, enhancing its openness. A dining table with woven chairs is visible in the background, alongside a well-lit kitchen area. Natural light brightens the room.

4.92 out of 5 average rating, 65 reviews

Ponte Vedra Beach ~ Sawgrass CC 2BR/2BA ~ 1 story

A spacious living area features a light-colored couch and a coordinating armchair, arranged around a wooden coffee table. Natural light floods in from large glass doors overlooking the outdoor landscape. Decorative elements include a tropical wall art piece and a stately lamp with an organic design.

4.94 out of 5 average rating, 64 reviews

616 Surf Villas, Oceanfront, BAM Vacation Rentals

5 out of 5 average rating, 9 reviews

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

Guesthouse in Ponte Vedra

A spacious swimming pool is enclosed by a screened structure, offering privacy and shade. Two umbrellas provide shelter over lounge chairs for relaxation. The backdrop features a porch with seating, surrounded by lush greenery that enhances the serene atmosphere.

4.9 out of 5 average rating, 89 reviews

Palm Valley Pool House

5 out of 5 average rating, 20 reviews

A spacious bedroom features a large bed adorned with light-colored linens. Natural light floods in from the balcony, which offers ocean views. A small bedside table with a lamp and a comfortable chair are positioned nearby, enhancing a calm and relaxing atmosphere.

Condo in Palm Coast

Villa Coquina

4.94 out of 5 average rating, 68 reviews

A spacious backyard features a heated pool surrounded by a patio and vibrant greenery. Palm trees stand gracefully along the fence, casting shadows in the bright sunlight. The clear blue water invites relaxation and enjoyment, while the fenced area ensures privacy.

Home in Beaches

Southern Sand awaits! Spacious Pool!

Guest suite in Jacksonville

4.97 out of 5 average rating, 92 reviews

Il Rifugio private studio on the ICW near Mayo

A bright living area features a comfortable beige sofa and green accent chair, positioned around a glass coffee table. Large sliding doors provide access to the balcony, while a dining table stands nearby. Soft light fills the room, highlighting the light blue walls.