Holiday rentals with a pool in Sawgrass

4.91 out of 5 average rating, 297 reviews

A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.

Home in Panama Park

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Guest house in Jacksonville

4.94 out of 5 average rating, 193 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

This pool cabana is located in a peaceful, quiet location on the intercoastal waterway and a perfect place to be close to Mayo clinic (2 miles) or get away and relax. Private building with large main sleeping/living area and private bathroom. Newly remodeled backyard and pool. Sleeps up to 5 (1 king size + 1 full + 1 twin) . Close to beaches (4 miles), restaurants, miles; TPC/ Sawgrass Golf ,10 miles; Saint Johns Town Center shopping 10 miles; Jacksonville International Airport, 25 min.

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, 304 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!

4.97 out of 5 average rating, 125 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.

4.99 out of 5 average rating, 221 reviews

The exterior of the house features a wrap-around porch with white railings, complemented by shaded areas and lush landscaping. A brick pathway leads up to the entrance, framed by palm trees and greenery, showcasing a welcoming facade against a clear blue sky.

Home in St. Augustine

Downtown • Historic Luxury • DesignerKitchen&Baths

Off Street Parking 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 3-BR Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury bath. 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.

4.95 out of 5 average rating, 234 reviews

A modern kitchen with granite countertops and stainless steel appliances opens to a spacious living area. Large windows provide natural light and a view of the outdoors. A comfortable seating area with blue furniture and a dedicated workspace can be seen, enhancing the inviting atmosphere.

Flat in Jacksonville

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 balcony view showcases a serene pool surrounded by lush green palm trees and well-maintained grounds. Comfortable outdoor seating is positioned near a glass table, while the sky features fluffy clouds and hints of blue.

4.93 out of 5 average rating, 119 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.

Guest house in East Palatka

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.

4.93 out of 5 average rating, 100 reviews

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 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.

4.92 out of 5 average rating, 151 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!

4.97 out of 5 average rating, 105 reviews

A serene outdoor pool area is framed by palm trees and lounge chairs. The stylish building showcases multiple stories with large windows. The sky transitions to a blend of colors at sunset, creating a peaceful ambiance around the pool, which features inviting turquoise water.

Flat in St. Augustine

>•< Resort Style Retreat >•<

Welcome to our cozy and stylish 1-bedroom, 1-bathroom apartment situated in the serene and picturesque coastal town of Saint Augustine Beach. This thoughtfully designed space offers a blend of comfort and relaxation—ideal for individuals or couples looking for a peaceful getaway. Nestled by the intercoastal waterway, the apartment boasts one of the most stunning views from the balcony where you can unwind and soak in the beauty of your surroundings.

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, 306 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.

4.94 out of 5 average rating, 332 reviews

A modern kitchen features stainless steel appliances and white cabinetry that offers ample storage. A spacious countertop provides room for meal preparation, while natural light streams through large sliding glass doors leading to outdoor views of the waterway.

Flat in St. Augustine

The Ultimate Intracoastal Living Experience in FL

With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.

Popular amenities for Sawgrass rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.86 out of 5 average rating, 222 reviews

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 Jacksonville

Private FL Home with Pool, Hot tub & Luxury Master

4.99 out of 5 average rating, 125 reviews

A modern living area features a combination of cozy furnishings, including a neutral-toned sofa and vibrant green chairs. A large flat-screen TV is mounted on the wall, above a sleek electric fireplace. Natural light fills the room through multiple windows, enhancing the warm ambiance.

Home in Beaches

WOW Location - WALK to Beach, coffee, shops, park

4.93 out of 5 average rating, 364 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

4.79 out of 5 average rating, 129 reviews

A serene backyard is showcased, featuring a refreshing saltwater pool surrounded by smooth concrete. Lush palm trees add greenery, while the sky glows with shades of pink and purple at sunset, creating a calm outdoor environment for relaxation.

Home in Jacksonville

Private Pool Home • Quiet • Near Beaches & Dining

5 out of 5 average rating, 138 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!

4.91 out of 5 average rating, 170 reviews

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

Quiet and Serene House with Heated pool near beach

4.93 out of 5 average rating, 160 reviews

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 St. Augustine

Heated Pool, Beach, Patio Lounge, Near Downtown

4.94 out of 5 average rating, 141 reviews

Home in Beaches

Stunning Back Patio & Heated Pool

Apartment 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, 117 reviews

Riverfront direct views-Get it ALL in St Augustine

Apartment 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, 125 reviews

Steps to Beach, Bikes & Beach Equipment Included!

4.95 out of 5 average rating, 101 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.

Apartment in Beaches

Oceanfront Oasis: Top Floor Paradise

4.89 out of 5 average rating, 121 reviews

An ocean view is presented from the private balcony, showcasing a spacious pool area and palm trees dotted along the shoreline. The horizon blends blue and gray tones, with clouds casting soft shadows over the beach, creating a calming seaside atmosphere.

Apartment in Beaches

Oceanfront Condo with Views, Pool, Park

Apartment in Treasure Beach

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.

5 out of 5 average rating, 114 reviews

Boutique Beachside condo with easy access to beach

A bright living area features large floor-to-ceiling windows that provide sweeping ocean views. Comfortable seating is arranged around a central coffee table adorned with decorative items. A Smart TV is positioned for easy viewing, while a ceiling fan adds a cooling breeze.

4.97 out of 5 average rating, 114 reviews

Family Beach Condo - Steps To The Sand Or Pool

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.

4.94 out of 5 average rating, 125 reviews

2 Bedroom Luxury Condo in World Golf Village

A light and airy living area features a comfortable gray sofa, a wooden coffee table, and a blue accent chair. A large flat-screen television is mounted on the wall opposite, while sliding glass doors provide access to a balcony area with outdoor seating.

4.97 out of 5 average rating, 177 reviews

Beach Condo, Pools, Bikes, Short Walk to Beach

Other holiday rentals with a pool

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, 63 reviews

616 Surf Villas, Oceanfront, BAM Vacation Rentals

4.96 out of 5 average rating, 80 reviews

A scenic pathway winds through a well-maintained lawn, flanked by palm trees. In the distance, the ocean is visible under a clear blue sky, with fluffy clouds adding texture to the horizon.

Apartment in Ponte Vedra

Casita by the Sea - Oceanfront PVB

Guest house 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, 12 reviews

A spacious bedroom features a large bed adorned with white bedding and blue accent pillows. The walls exhibit a starry night mural, while the windows are draped with golden curtains, allowing soft light to illuminate the room. A mirror is positioned against the wall.

Flat in Jacksonville

Cosmic Serenity l 1BD Lux King in SE Jax

A spacious living area features a light-colored sofa and patterned armchair, accompanied by a wooden coffee table. Natural light filters through large windows, illuminating the neutral tones and inviting atmosphere. A comfortable pull-out couch is positioned nearby, enhancing the room's functionality.

4.91 out of 5 average rating, 22 reviews

Newly Renovated Luxury beach condo

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.

5 out of 5 average rating, 58 reviews

Ponte Vedra Beach - Sawgrass Country Club 3BR/2BA

A stylish living area features neutral-colored walls and a circular mirror reflecting the space. Potted trees and decorative vases provide a touch of greenery. A light-colored sofa with accent pillows adds comfort, while a wooden table holds elegant decor items.

5 out of 5 average rating, 36 reviews

LUXE Waterfront Pool&Priv.Beach Sawgrass near Mayo

A wooden boardwalk leads directly from the property to the sandy beach, framed by low vegetation. The shoreline is visible in the distance, merging into the calm, blue waters of the ocean under a clear sky.