Vacation rentals with a pool in Sawgrass

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Top-rated rentals with a pool in Sawgrass

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

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

5 out of 5 average rating, 134 reviews

*Heated Pool Home in Ponte Vedra Beach!

Ponte Vedra Beach retreat with heated Pool! (Heated at 83 degrees March, April, May, September, October) Southern Palms is newly renovated. Ideal for beach lovers, shoppers, and golfers; this single-story residence with 3 bedrooms and 2 baths offers all the home essentials, plenty of private outdoor entertainment, and a prime location near the Atlantic Ocean! Close to St. Augustine, Mayo Clinic and Sawgrass, Ponte Vedra Beach is the perfect place to get away, with everything you need close by.

Guest favorite

An inviting oceanfront pool area features a clear blue pool surrounded by lush green grass. Relaxing lounge chairs are positioned around the pool, with palm trees providing shade. The beach is visible in the background, with gentle waves meeting the shore.

Condo in Beaches

4.9 out of 5 average rating, 176 reviews

Salt Therapy! One Bedroom 1 1/2 Bath Beach Condo

This adorable 1BR/1.5BA condo is part of a small, gated beachfront community perfect for a peaceful stay. Oceanfront pool, deck& patio w/outdoor furniture, & private beach access steps from your door. Living room, kitchen(albeit small, but will meet your basic needs) & 1/2BA downstairs. Then glide up our unique spiral staircase to the queen BR loft w/TV & full bath. You will find beach chairs/towels/umbrella and cooler in the upstairs closet too! Upstairs balcony w/slight view of the ocean!

Guest favorite

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

4.9 out of 5 average rating, 126 reviews

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.

Guest favorite

A modern living area features a turquoise sectional sofa accented with yellow cushions. A dining table with four chairs sits in the foreground, complemented by woven placemats. Light streams through large windows, illuminating the space, which includes a television and decorative plants.

Apartment in Jacksonville

4.87 out of 5 average rating, 113 reviews

Elegant 2 King Bed Southside Pool Mayo Clinic UNF

Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

Top guest favorite

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

4.97 out of 5 average rating, 119 reviews

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.

Guest favorite

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.

Apartment in Jacksonville

4.95 out of 5 average rating, 231 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.

Top guest favorite

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.

Condo in St. Augustine

4.93 out of 5 average rating, 117 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.

Top guest favorite

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.

Condo in Ponte Vedra Beach

4.95 out of 5 average rating, 109 reviews

"Gone Coastal" is Steps From the Sand!

Please view construction info in property overview section for Aug-Sept 2025. 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.

Top guest favorite

Home in St. Augustine

4.96 out of 5 average rating, 170 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.

Top guest favorite

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

4.93 out of 5 average rating, 147 reviews

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!

Guest favorite

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.

Cottage in Fort George Island

4.88 out of 5 average rating, 301 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.

Top guest favorite

A detached guesthouse features a covered porch with a small table and two chairs, positioned on a well-manicured lawn. The light-colored exterior is complemented by a series of windows, allowing natural light into the living space.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 291 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.