
Vacation rentals with a pool in Sawgrass
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sawgrass
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Your Home Away From Home
1,800 SF, 2 bedrooms, 2 1/2 bathrooms, on a secluded 5 acre lot just minutes from Historic Downtown and St. Augustine Beach. The home is 100% HANDICAPPED ACCESSIBLE! Convenient shopping and close by restaurants. Full kitchen, spacious living area, large bedrooms (1 with TWINKLE mattress) ceiling fans. Pet friendly! (Some restrictions apply, advance notice required!) Base rate covers up to 4 guests and there's a small upcharge for 5 or more. Motorcycle friendly! We also do live on the property!

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.

*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.

Historic Designer Home • Luxury Baths • Steps2DWTN
Off Street Parking for 2 vehicles 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 Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. 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.

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.

Renovated Beach House w/ Pool and Outdoor Oasis
LJ’s Beach House is located in beautiful North Jacksonville Beach. The House offers 3 bedrooms/2 full baths. Sleeping arrangements can comfortably accommodate up to 8 people and provides the perfect getaway, family vacation, office retreat or just time away from the daily grind. The outdoor area is a tropical oasis where you can relax/unwind. Backyard includes a large pool, connected hot tub, fire pit, large covered porch and ample outdoor seating. Please note that we do NOT allow parties.

Light, Airy Luxury Condo with Private Beach Access
Located in the gated Sawgrass community with private beach access, this beautiful studio condo is the ideal choice for a relaxing beach vacation. The privacy and beauty of the coastline rivals any beach destination in the US. The inviting, tranquil elegance of the low country-inspired decor provides the backdrop for your best vacation yet. The vaulted ceilings of the second floor unit give a light and airy feel to the space. You will relax and unwind the moment you step through the door!

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.

Ocean front Beachside Bliss
Beautiful ocean front condo that was completely remodeled in August 2018. This 2 BR 2 BA condo has breathtaking unobstructed views of the sand, beach and ocean. You cannot get any closer to the beach than this unit. Paradise awaits you as you walk out on to the large wrap around balcony. The guest bedroom has its own private balcony overlooking the beach.This condo is four blocks from the main strip which has all the restaurants and shopping that is located in Jacksonville Beach.

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!

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.
Popular amenities for Sawgrass rentals with a pool
House rentals with a pool

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

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

Stylish Beach Home With Pool & Putting Green

Relaxing Oasis with pool and spa

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

Luxury Pool House Perfect For Family Getaway!

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

Pool & Hot Tub Home w/ Game Room! 1 Mile to Beach!
Condo rentals with a pool

Spanish Colonial Design One Bedroom Condominium

Ocean Front Gem: Top Floor Corner Unit

Hideaway at Crescent Breach - St. Augustine

361 Fun in the Sun | Direct Oceanfront Ground Floor

Oceanfront Oasis: Top Floor Paradise

Newly renovated! Steps to BEACH & POOL!

After Dune Delight, BEACH FRONT w/Fishing Pier

Oceanfront Condo with Views, Pool, Park
Other vacation rentals with a pool

Oceanfront | Pool, Pet Friendly, Large Deck!

Twin Palms Beach House - Salt Pool/Spa! Game Room!

Palm Valley Pool House

Brand NEW Jax Beach Bungalow

Zen Flamingo: Poolside Peace Near Beaches and TPC

Sawgrass Stunner! 2br/2bath + den and loft

1BR Balcony-W/D in unit-community pool & hot tub

Luxe retreat w/heated pool+court 5 min to beach
When is the best time to visit Sawgrass?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ771 | ﺩ.ﺇ841 | ﺩ.ﺇ944 | ﺩ.ﺇ826 | ﺩ.ﺇ701 | ﺩ.ﺇ804 | ﺩ.ﺇ848 | ﺩ.ﺇ808 | ﺩ.ﺇ804 | ﺩ.ﺇ782 | ﺩ.ﺇ771 | ﺩ.ﺇ782 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about vacation rentals with a pool in Sawgrass

Total vacation rentals
Explore 80 vacation rentals in Sawgrass

Nightly prices starting at
Sawgrass vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Sawgrass vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sawgrass rentals

4.8 Average rating
Sawgrass stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools United States
- Crescent Beach
- EverBank Stadium
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- St Johns Town Center
- Vilano Beach Fishing Pier
- TPC Sawgrass
- Whetstone Chocolates
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- Fort Clinch State Park
- Memorial Park
- St. Augustine Alligator Farm Zoological Park
- Little Talbot
- San Sebastian Winery
- Huguenot Memorial Park
- Main Beach Park
- Marineland Dolphin Adventure





