Holiday rentals with a pool in Gulf County

Escape to St. Joe Beach at Villa Blanca - Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Nestled along the tranquil shores of St. Joe Beach, FL -Perfectly situated 1 block in from the gently lapping waves of the Emerald Coast -This charmer on 14' tall stilts, is a one-of-a-kind escape for those seeking serenity & style with tons of outdoor living space -Private Pool Oasis - Gated Separately - Designed for Relaxation & Enjoyment. -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Bayfront | NEW Pool | 100% Private Beach | + BONUS

NEW! Just added POOL to the property! Enjoy a refreshing dip just steps from your door — perfect for relaxing after a day at the beach or soaking up the sun right at home. Welcome to Happy Ours Beachfront Getaway from FunGetawayRentals! 🌞 All guests staying at the property will receive a $250/day BONUS, with free rentals of 3 single kayaks (including vests & paddles), 3 paddleboards and 3 coastal bikes—a $250 value, on us! Perfect for your beach adventures! Note: Liability waivers must be sign

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

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 :)

Starboard Cottage w Private Pool

Brand new cottage with private pool. Reid Avenue which is our local Main Street is within walking distance where you'll find the best restaurants and shops. The cottage features a master suite with a king size bed. The other bedroom has a queen size bed and additional bathroom, not in the same room. When you walk out the back door you find a beautiful private in ground pool. All amenities are included and the beach is just minutes. Come relax in Port St Joe. You won't be disappointed.

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!

3BR/2BA Cottage w/PRV POOL Marina District

Enjoy luxury lodging at The Captain’s Quarters cottage located in the epicenter of the Marina District w/pool. Conveniently located next to Port St Joe’s Haughty Heron and adjacent to Point South Marina and only a 2 block walk to the shops and local eateries on Reid Avenue in Downtown Port St Joe’s Historic District. Whether traveling by land or sea, this cottage is the place to be!

Seaside Luxury| Private Pool| King Beds| Game Room

★ Private Pool ★ 1 (easy) block to the beach ★ Dog Friendly (up to 2) ★ HUGE Game Room (Pac-Man, X-Men, NBA Jam) + Shuffleboard ★ Screened Lanai overlooking pool w/NEW 65in TV ★ Private fenced backyard ★ Fully Stocked Coffee Bar ★ Tons of beach essentials included! (chairs, umbrella, beach cart, beach towels) ★ Boat + RV Parking onsite

Tipsy Turtle Oceanfront Beach House!

Escape with the family to Tipsy Turtle - a 3500 sq ft haven for casual living and entertaining. Revel in a well-equipped home, stunning sunsets, dolphin and seasonal turtle sightings, and a tranquil beach. Explore nearby Cape San Blas, Port St. Joe, Indian Pass, and Apalachicola for fantastic dining and shopping. Make Tipsy Turtle your retreat for unforgettable getaways!