Vacation rentals with a pool in Port St. Joe

5 out of 5 average rating, 28 reviews

5 Min To Beach, Golf Crt, In-Law Suite, Pool

5 min from beach! Everything needed for fun & relaxation: Open floorplan, 4 bedroom (2 King) 3 bath, private in-law suite w/ it's own living area, bathroom, kitchenette & bedroom. Game room and GOLF CART! Pickleball equipment provided for the courts just 10 min drive away! Windmark Beach- cart to the Village & enjoy shops and restaurants or resort style community pool. Neighborhood pool at the end of our street. Take your pick between 2 gorgeous beaches both accessible by walking or golf cart

4.95 out of 5 average rating, 38 reviews

Elegant 4-bedroom Windmark home with a 6-seater go

Located in Port St. Joe, Florida on St.Joe beach. The space includes the golf cart, the main home and private attached in-law suite each have a fully equipped kitchen. There are two laundry rooms one in the in law suite and one in the main home. A total of 4 bedrooms (2 kings, 1 queen and 1 full over full bunk bedroom). Three full bathrooms. Sleeps 10 comfortably. Included is, a 6 seater golf cart, 2 paddle boards, beach bicycles, Peloton, free wifi, 5 TV's, Tommy Bahama beach chairs, umbrellas

4.85 out of 5 average rating, 74 reviews

Stunning Beach Front-Private Heated Pool & Beach

This 4000 sq-ft stunning, gulf front beach home is located in the quaint, coastal beach town of Port St Joe. Your own private beach, spectacular water views from all 3 floors and a private heated pool create the ultimate space for relaxation and enjoying family. This ultra spacious, stylish home sleeps 16. All bedrooms have king sized beds (2 have bunks for kiddos as well), en-suite bathrooms. It features a large open floor plan for kitchen/living/dining area. It is 1 mile to Mexico Beach

Superhost

5 out of 5 average rating, 3 reviews

Barefoot Bungalow

Barefoot Bungalow at Barefoot Cottages is ideally located near great restaurants, charming shops, and pristine Gulf beaches—perfect for your next coastal escape. This inviting, well-stocked home ensures a relaxing stay, while cozy beds promise restful nights. The open layout comfortably suits couples or families, with delightful beach-inspired decor adding warmth and charm. Thoughtful amenities and a laid-back atmosphere ensure guests love their visit and eagerly look forward to returning.

4.98 out of 5 average rating, 204 reviews

Cottage in Port St. Joe

2 mins to beach, Poolside + Hot Tub, Fully Stocked

Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - Beach towels and chairs - Stocked kitchen w/ drip and k-cup machines - 2 Screened porches (200 sq ft) - Minutes to multiple beach access points - Central to cape san blas, mexico beach, and downtown PSJ - Upgraded kitchen - Smart TVs - Upstairs: 2 King Beds with en suite bathrooms - Downstairs: half bath, 1 sectional and 2 twin air mattresses for extra sleeping We prioritize your 5-star experience over anything else :)

4.97 out of 5 average rating, 38 reviews

Pup‑approved beach kit + cart. Reserve August now

Welcome to your dream beach getaway! This spacious 4-bedroom house in Windmark Beach, Port St. Joe, Florida, comfortably sleeps 12, perfect for a group. Unwind in style with a beach-ready golf cart or enjoy the ping pong table, arcade game, and TV in every room. Explore the neighborhood's charm with restaurants, boardwalks, resort-style pools, playground, and a dog park. Whether you choose a leisurely walk or a golf cart ride, the beach is just moments away. Your perfect retreat awaits!

5 out of 5 average rating, 49 reviews

July 27-31 Special! Walk to Beach| Golf Cart| Pool

🔆 Brand New (2025) 6-seater golf cart with speaker Bluetooth Audio is included 🔆 Heated pool Oct 1- April 30 🔆 Minutes from multiple white sandy beaches. 🔆 Beautifully designed 4 bed/ 2 bath beach house 🔆 Fully Stocked Coffee Bar 🔆 Arcade Games 🔆 Shuffleboard w Bowling Game 🔆 Beach essentials included (chairs, umbrella, beach cart, beach towels, Cooler, bicycles) 🔆 Desk, Monitor, and keyboard 🔆 2nd Refrigerator, Chest Freezer, Charcoal Grill (Charcoal is not provided)

4.96 out of 5 average rating, 47 reviews

Charming beach house Pool, With Golf Cart.

⭐️Luxury 4-bedroom Beach Home ⭐️ Sleeps 10 in Windmark Beach ⭐️ Heated Pool Oct 1-Apr 30 ⭐️ 6 Seat Golf Cart - included ⭐️ Grocery Service You’ll be steps to our beautiful downtown where you can relax overlooking the Gulf of Mexico. You can walk to the beach in mins from the home to swim in the warm waters of the gulf or relax in the sun.T ake a golf cart cruise to the nearby Village Center to grab a bite to eat. End your day relaxing in front porch and watch the Amazing Sunset

4.96 out of 5 average rating, 118 reviews

Charming 4BD Beach House-Private Pool-Great Views

★ Private Pool ★ 300 steps to the beach ★ Ocean views from both decks ★ Sleeps 8 ★ Pet Friendly ★ Beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Large, private fenced backyard with lounge chairs and firepit Book Now for a memorable experience! Relish the tranquility of leisurely beach walks, the luxury of a private pool available ALL year, the pleasure of morning coffee on the deck, and quality family moments against the backdrop of stunning sunsets.

5 out of 5 average rating, 100 reviews

Shimmering Tides~Golf Cart~Secluded

Shimmering Tides is a perfect secluded home nestled at the end of a cul-de-sac in the charming community of Windmark Beach. Very private home perfect for making memories and relaxing! Screened porches allow gulf breezes to flow in while you unwind watching sunsets. Boardwalk is conveniently located within feet of the home taking you directly to the sugary sands & beach in less than 5 minutes. Spacious backyard, fire pit, all your beach amenities & GOLF CART included!

Superhost

4.89 out of 5 average rating, 103 reviews

Golf Cart! E-bikes! Heated Pool! Arcade! Fire Pit

Welcome to "Gone Coastal" Enjoy all that Windmark Beach has to offer with a relaxing stay in this newer home is a 4 bedroom, 2 bath home that is one of the closest homes to the town center and main pool. It is 2 blocks from the beach, a easy 5 min walk or short bike ride to the beautiful white sand of the Gulf coast. This home features all the amenities such as bikes (including two ELECTRIC bikes), 2 paddle boards, and a 6-seater golf cart all included!