
Holiday rentals with a pool in Port St. Joe
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Quick stats about holiday rentals with a pool in Port St. Joe

Total holiday rentals
Explore 280 holiday rentals in Port St. Joe

Nightly prices starting at
Port St. Joe holiday rentals start at €88 per night before taxes and fees

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Over 4,980 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
270 of Port St. Joe holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port St. Joe rentals

4.9 Average rating
Port St. Joe stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Port St. Joe
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Gated w/pool & hot tub near beaches!
Enjoy all the Forgotten Coast has to offer from this centrally-located beach house! Located in the tranquil Barefoot Cottages complex; this updated home is less than a 5-minute drive to miles of white sandy beaches along the Gulf of Mexico and a short drive to Cape San Blas! Your beach home is conveniently-located close to restaurants, shops, beaches and downtown Port St. Joe! The community amenities include two pools, a hot tub and grilling areas that are sure to make your stay an enjoyable one

5-min Walk to Beach*Steps to Pool & Fun Amenities*
Coastal Gem is a brand new constructed beach home located at Windmark Beach North Community. This home is decorated with coastal décors and provides comfortable cozy beach vibe for your family vacation. Our home has 4 bedrooms and 3 bathrooms including the IN-LAW SUITE.❤️🏊♂️🏖It's attached to the main house with a separate unit offering more privacy included: Master bedroom, full bathroom, living room space, full stocked kitchen, laundry room and private access to Florida Scallop, Music & Arts

Bay Breeze Cottage
Welcome to our charming coastal retreat in Barefoot Cottages. Close to Pool and Fitness Center, on-site grill and hot tub and equipped with private outdoor upstairs seating and fire pit perfect for enjoying your morning coffee or evening cocktails! Both bedrooms have queen beds and en-suite bathrooms. Beach chairs, towels, cooler, & bodyboard provided for your days at the beach. Located .5 mile from pristine beaches of Port St. Joe and convenient to local shops, restaurants and attractions.

Family Beach Retreat with Golf Cart and Beach Gear
🌟🌟NEW OWNER - SPECIAL RATES!!🌟🌟 ⭐ Escape the crowds of 30A, PCB, & Destin ⭐ 0.3 miles to beach access ⭐ Perfect for families, couples, or groups ⭐ 0.7 miles to Windmark Village ⭐ 2 community pools (1 heated Oct–Apr) ⭐ Fully stocked kitchen ⭐ 6-Seat Golf Cart included ⭐ Beach equipment included ⭐ 3.6 miles to Reid Avenue/downtown PSJ ⭐ Bunk room perfect for kids!

The Bay Shack 4BR + MIL Suite, Port St. Joe
Welcome to The Bay Shack in Windmark Beach— your coastal retreat in Port St. Joe, Florida, situated on the St. Joseph Bay and minutes to Mexico Beach and Cape San Blas. This spacious 4-bed, 3-bath home includes a 3BR/2BA main house plus a private 1BR/1BA mother-in-law suite with its own entrance, ideal for multi-generation families or couples traveling together. Unwind after a beach day on the covered porch, cook fresh local seafood in the fully equipped kitchen, and catch stunning sunsets.

Lindy Lu’s Beach Retreat
The whole group will enjoy easy access to everything from this centrally located place. From the moment you walk through the door, you’ll feel the relaxed beach vibe. Discover historic Port St Joe which boasts great restaurants with live music, and enjoy pristine uncrowded beaches, perfect for shell collecting and spotting coastal wildlife. The location is unbeatable - near walking/biking trail, just steps away from pool and Pickleball court, and a short drive to our beautiful beaches.

Cute House on Cape - Walk to Beach - Dog Friendly!
-Cape San Blas -Brand new construction in gulf-side Villa Del Sol -Community boardwalk to the beach (5 minute walk to the sand) -Community pool -Two community pickleball courts -Patio with partial views of gulf & bay -Open floor plan -Beautifully decorated -Stocked kitchen -High speed internet with WIFI -Roku TVs (BYO passwords) -Wagon with beach chairs, umbrella & towels -Weber charcoal grill NOTE: As Villa Del Sol is a new community, there is some construction in the neighborhood.

Nash In The Sand
Welcome to Nash in the Sand. Your Luxury Beach Home Rental in Windmark Beach. This new construction luxury designed home has everything you need for an Amazing beach vacation. Located within walking distance or short golf cart ride to the BEACH. This single family home offers coastal luxury with 4 spacious bedrooms. 2 bathrooms, fully stocked kitchen, laundry room, front and back porches, Flooring consists of LVP, quartz countertops, stainless appliances, luxury linens and pillows.

Arcade, Golf Cart, Bikes, 2 Kitchens plus more
Experience laid-back coastal living in this bright and spacious 4-BR, 3-BA home in WindMark Beach. Enjoy free parking, beach gear, and a 6-seater golf cart for easy getting around. The home comfortably sleeps up to 10 guests and features a private in-law suite with its own kitchen, two separate living areas, and a fun arcade space. Located minutes from the beach and WindMark Town Center’s dining, pool, and entertainment, with quick access to Port St. Joe and Cape San Blas.

2 mins to beach, Poolside + Hot Tub, Fully Stocked
Best location in Port St. Joe! - Spikeball & cornhole - Yoga mat - 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! :)

Golf Cart! E-bikes! Heated Pool! Arcade! FirePit!
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!

Golf Cart EVCharger POOL Walk to Beach 2 Kitchens
New 2023 luxury beach retreat in Windmark—boardwalk 2 houses away + resort pool walkable. Includes a 2025 6-seater golf cart + Tesla Level 2 EV charger + bikes/beach gear. Perfect for a large family: 4BR/3BA with a private in-law/teen suite + TWO full kitchens. Walk or ride our bikes 700 feet to the beach. Located in North Windmark closest to Mexico beach. Beautiful peek a boo views of the ocean from your back porch. Walk to the boardwalk.
Popular amenities for Port St. Joe rentals with a pool
House rentals with a pool

Dream Vacation

Villa Blanca-Private Pool - Walk to St. Joe Beach

Steps2Pool/Mins2Beach/GolfCart/FirePit/Beach Equip

Private pool/2 min walk/bunk room/lg living area

A Twist of Lime

Salty Beach Cottage|Pool|Golf Cart for 6| Bikes

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

The Salty Scallop
Apartment rentals with a pool

Condo with boat slip

Wonderful 3/3 condo with 2 covered balconies

Grand Balcony Views, Pool, Hot Tub

Luxury Mexico Beach Condo Gulf views (First Catch)

Enormous 3/3! Panoramic ocean view! Infinity Game

Smokey's Sunset at Mexico Beach

2bd/2bh condo directly across the st from beach.

Beach, Breeze, Balcony Dreams
Other holiday rentals with a pool

Simple Pleasures w/private pool, pet friendly!

Heaven's Walk - Gulf Front, Pool & Elevator, 5bdrm

Cape San Blas | Pool, Hot Tub & Beach Access

Entire house with In-Law Suite and Golf Cart

Cozy Cottage 6 of 6 with Pool Views| 2BR | Pool

Twin Gables, Private Pool & Pet Friendly

Walk to resort pool & Beach!

Tipsy Turtle Oceanfront Beach House!
When is the best time to visit Port St. Joe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €157 | €165 | €212 | €179 | €201 | €258 | €273 | €189 | €171 | €169 | €158 | €160 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
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- St. Andrews State Park
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