Holiday rentals with a pool in Saint Joseph Bay

5 out of 5 average rating, 61 reviews

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

4.96 out of 5 average rating, 125 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 Snowbird Discounts Available 28 days or more message for price. Enjoy peaceful beach walks, the year-round luxury of a private pool -Heating option available Oct-Mar, morning coffee on the deck, and unforgettable family moments set against breathtaking sunsets.

4.86 out of 5 average rating, 79 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

Townhouse in Port St. Joe

4.98 out of 5 average rating, 44 reviews

2 Bedroom, 2.5 Bath in Beach Community - Sleeps 6

Experience Cape San Blas charm at our 2 bedroom, 2.5 bath townhome. You're just a short walk to the stunning emerald Gulf waters-perfect for lazy beach days or adventures. Take a dip in the gulf-front pool or the 2nd seasonally heated pool. Whether you're into beachcombing, bonfires, fishing, or catching those epic Cape sunsets, you'll create memories here. Indulge in the comfort of our home, boasting hard surface flooring, a well-appointed kitchen, and inviting spaces to unwind and relax.

4.98 out of 5 average rating, 220 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! :)

5 out of 5 average rating, 105 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!

4.9 out of 5 average rating, 107 reviews

GolfCart! 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!

5 out of 5 average rating, 14 reviews

North End Beauty-Gulf Side | Private Pool+Hot Tub

Ready to giddy up and make some fantastic beach memories? Saddle up and ride on over to your dream vacation home on the stunning north end of Cape San Blas! The Beach Cowboy is a brand new, beautifully designed beach house is ready to be your perfect getaway. With 4 spacious bedrooms and 4 luxurious baths, it comfortably accommodates families and groups-comfort, style, and fun. Check out our brand new luxurious pool with tanning ledge and hot tub!

Townhouse in Port St. Joe

4.8 out of 5 average rating, 233 reviews

Gulf View, Pet Friendly Townhouse in Barrier Dunes

Do you enjoy white sand beaches, clear emerald waters and a star filled night sky? How about an uncrowded stretch of beautiful beach from which to watch the sun sink below the horizon? This beautiful gulf view townhouse in the exclusive gated community of Barrier Dunes on Cape San Blas is the perfect getaway. An Additional Pet fee of $100 Dollars will be added during the reservation process should you wish to bring a pet.

5 out of 5 average rating, 14 reviews

New 4BR|2 Kitchens|Golf Cart|Walk to Bay/Pools

Luxury 4BR/3BA retreat in Windmark Beach, just steps from the white sands of St. Joe Bay. Includes private in-law suite with second kitchen, ideal for multigenerational or family travel. Enjoy the use of the 6 seater golf cart included with the reservation! Access to two resort-style pools and just a 2–3 min golf cart ride to the beach, bay, dining, ice cream, wine bar, shopping, live entertainment and more!

5 out of 5 average rating, 14 reviews

Coastal Gem for 10 with Golf Cart Included!

Experience the ultimate Florida Gulf Coast getaway at our spacious 4-bedroom home, just a 10-minute stroll from Windmark Beach's pristine white sands and clear waters. Nestled in a vibrant golf cart community with stunning lake views, our property offers the perfect blend of relaxation and adventure. Available for monthly rentals from November to March - perfect for snowbirds and remote workers!