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 Beach

5 out of 5 average rating, 130 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

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 Southeast Jacksonville

4.86 out of 5 average rating, 105 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

Townhouse in Ponte Vedra Beach

4.97 out of 5 average rating, 112 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.

Top guest favorite

The interior of the travel trailer features a comfortable seating area with gray upholstery and a light-filled space. A dining table with a colorful tablecloth is positioned near the compact kitchen area equipped with a stove and sink.

Camper/RV in Jacksonville

4.94 out of 5 average rating, 196 reviews

Atlantic Beach RV with the Amenities of Home

2019 travel trailer (RV) with Murphy bed, bathroom and fully functioning kitchen. Its a clean, cozy, low cost place all to yourself and only a 5 minute drive to the beach! It’s not the ritz, but if you’re looking for a deal without all the hidden fees, this is your spot! Our cleaning fee is only $20 no matter how many nights you stay. Our dog fee is $30 per trip for 1 dog. +10 for each add A 2 night minimum is required for major holiday weekends, TPC, and Florida Georgia weekends.

Guest favorite

A large pool surrounded by landscaped greenery and palm trees is featured in the center. Lounge chairs with yellow cushions are arranged neatly around the pool, providing an inviting space for relaxation. The multi-story buildings in the background are brightly colored, enhancing the vibrant atmosphere.

Apartment in Southeast Jacksonville

4.95 out of 5 average rating, 230 reviews

Top floor modern getaway w/resort amenities!

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 spacious pool area is surrounded by manicured landscaping and palm trees. Multiple lounge chairs are positioned along the water's edge, offering a setting for relaxation. The buildings in the background feature a mix of greenery and architectural details, contributing to a welcoming atmosphere.

Condo in St. Augustine

4.93 out of 5 average rating, 115 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-Oct 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

The outdoor cabana features a stone and wooden structure, providing shade over a sparkling pool. Comfortable seating is arranged around the patio area, with greenery surrounding the space. A green umbrella adds a pop of colour, enhancing the inviting outdoor atmosphere.

Guesthouse in St. Augustine

4.96 out of 5 average rating, 342 reviews

“Little Pink House”-hidden gem in the 💗 of Uptown

Stay with us and you truly can "Have It All"!. Just steps from shopping and restaurants, yet nestled in a quiet neighborhood. Walk to St George Street, The Fort, Visitors Center, Trolley Station, Coffee Shops, The Bayfront. 7 minutes from the Beach. Relax after a day of sightseeing around the pool, and enjoy coffee or wine on the porch. Little Pink House is the guest cottage right behind Pink House Uptown Charmer. More space for your group!

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, 295 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 spacious backyard features a refreshing pool surrounded by lush greenery and decorative stones. A detached guest house is visible in the background, complemented by palm trees and a relaxing outdoor seating area. The serene setting invites leisurely outdoor activities.

Guesthouse in Southeast Jacksonville

4.98 out of 5 average rating, 289 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.

Guest favorite

Home in Beaches

4.94 out of 5 average rating, 134 reviews

Stunning Back Patio & Heated Pool

This immaculate, professionally designed single-family home with a private backyard oasis and covered patio invites comfort and exudes modern elegance. With 3 bedrooms, 2 baths, generous living space, and stylish finishes, you'll enjoy a perfect setting for relaxing and entertaining. PET FRIENDLY: We warmly welcome four-legged CANINE friends. No cats, please. (They don't like the beach!) There is a Pet Fee of $150 per pet.

Top guest favorite

An outdoor pool is surrounded by a spacious deck, featuring lounge chairs and tropical palm trees. The pool has marked depths and is illuminated by natural sunlight, creating an inviting setting for relaxation and enjoyment.

Condo in Beaches

4.97 out of 5 average rating, 205 reviews

Beachcomber Oceanfront 180* panoramic view

Beach front property ALL THE VIEWS Upon entering the living room area, you will be welcomed by the breathtaking views of the ocean, pool, park and dunes via the floor to ceiling sliding glass doors. Enjoy morning coffee or an afternoon cocktail from the balcony with a full, second story, 180 degree view of the ocean with frequent sightings of dolphins and acrobatic parasailers.