Holiday rentals with a pool in Saint Joseph Bay

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Top-rated rentals with a pool in Saint Joseph Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A two-story coastal cottage is presented with a covered porch featuring outdoor seating. Lush greenery surrounds the exterior, enhancing the relaxing ambiance. The pale blue façade and white railings contribute to the inviting atmosphere of this retreat.
Home in Port St. Joe
5 out of 5 average rating, 16 reviews

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.

Top guest favourite
The exterior of Villa Blanca is showcased against a vibrant sunset, highlighting the two-story structure elevated on stilts. Outdoor seating and a private pool are visible in the backyard, with palm trees adding a tropical touch to the overall inviting atmosphere.
Home in Port St. Joe
5 out of 5 average rating, 61 reviews

Escape to St Joe Beach at Villa Blanca-Heated Pool

-Welcome to the Chic Beach Retreat, Villa Blanca, where you'll be greeted by ultra tall 26’ ceilings -Private Heated Pool - Gated Separately - Designed for Relaxation & Enjoyment -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 -Pet friendly-2 pup max < 30 lbs -Peekaboo Gulf View

Superhost
An outdoor space is illuminated by warm string lights, featuring a circular pool surrounded by wooden decking. Comfortable seating is arranged nearby, and the sky is filled with soft clouds, creating a serene evening ambiance.
Home in Port St. Joe
4.76 out of 5 average rating, 42 reviews

New! Cozy Home, Pool & Hot Tub, 200 Steps to Beach

Just 200 steps from the beach, this charming home offers the perfect coastal getaway. Whether your looking to relax by the pool, unwind in the hot tub, or enjoy sand and surf, this is the ideal spot for a memorable stay. Inside, you'll find two cozy bedrooms, each with it own adjoining bathroom for privacy and comfort. The main bedroom features a king bed and a spacious jet tub, perfect for relaxing. The second bedroom offers a twin over queen bunk bed, making it great for families or groups.

Top guest favourite
A panoramic view captures a vibrant sunset over the serene Gulf waters, with hues of orange, pink, and purple blending into the sky. Soft waves lap against the sandy beach, where silhouettes of people can be seen enjoying the evening. A wooden fence borders the foreground, adding a rustic touch.
Townhouse in Port St. Joe
4.98 out of 5 average rating, 47 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.

Top guest favourite
A screened porch entrance opens to a clear pathway leading to the pool area. Lush palm trees and well-maintained shrubs are visible, creating a welcoming view of the community's outdoor space.
Cottage in Port St. Joe
4.98 out of 5 average rating, 227 reviews

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! :)

Top guest favourite
An aerial view showcases a large community pool surrounded by palm trees, with the coast visible in the background. Below, a bright living area features a comfortable sectional sofa, a coffee table, and a vibrant green accent wall, providing a welcoming atmosphere.
Home in Port St. Joe
4.96 out of 5 average rating, 56 reviews

Golf Cart Included | Walk to Beach | Pool | Bikes

Indulge in the ultimate coastal getaway near the sandy beaches and clear waters. This peaceful retreat has the modern amenities of a resort with the privacy of a luxury home. Enjoy stylish living areas, a modern kitchen, and a patio overlooking tranquil water. Drive the golf cart to the Village Center to swim in the heated pool or grab a bite. Windmark Beach – 4 min drive Lighthouse – 10 min drive Convention Museum – 12 min drive Book For Lasting Memories In St. Joe—See Details Below!

Top guest favourite
Two beach chairs are positioned on the shore, facing the ocean as the sun sets on the horizon. A bicycle with a basket rests nearby, and a beach cart is in the foreground. Gentle waves lap at the sandy beach, creating a serene atmosphere.
Home in Port St. Joe
5 out of 5 average rating, 55 reviews

Heated Pool/Walk to Beach/ Golf Cart/3 King Beds

🔆 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)

Top guest favourite
The exterior of the home is displayed, featuring a light-colored facade under a bright sky. A yellow four-seat golf cart is parked on the concrete driveway, providing convenient transportation for guests. Green landscaping adds a touch of nature to the entrance.
Home in Port St. Joe
5 out of 5 average rating, 15 reviews

Entire house with In-Law Suite and Golf Cart

This home is the perfect vacation rental for families looking to enjoy the beautiful beaches of Port St. Joe. With four bedrooms, two kitchens, and two living rooms, there is plenty of space for everyone to relax and unwind. Just a quick 2 minute golf cart ride from the beach, guests can spend their days soaking up the sun and enjoying the sand and surf. For those looking to cool off without the sand, the pool is just as close, offering a resort-style experience for all guests.

Top guest favourite
A fenced-in backyard features a large, heated swimming pool adorned with colorful flotation devices. Several lounge chairs are positioned around the pool, and shaded seating is provided under a blue umbrella. Lush greenery complements the serene outdoor space.
Home in Port St. Joe
4.98 out of 5 average rating, 40 reviews

Heated Pool Southern Mermaid Cottage Pet Friendly

Welcome to Southern Mermaid Cottage! Located in the laid back town of Port St Joe just 800 ft from the beach, this is the perfect retreat from day to day life. Come stay with us and unplug without compromising modern amenities and comfort. Top of the line kitchenware, indoor and outdoor dining, fenced-in yard with large heated pool, grill and sitting area, beach gear, bikes, outdoor shower and more, this property will make your next vacation a memorable one.

Guest favourite
A three-story beach home is surrounded by palm trees and tropical landscaping. The exterior features horizontal slats and a covered balcony above the ground level. The ground level includes a paved area with garage doors, offering parking and access beneath the house.
Home in Port St. Joe
4.95 out of 5 average rating, 127 reviews

Coastal 4BR Home W/ Fire Pit, Heated Pool & Decks

Welcome to your coastal escape in Port St. Joe – where ocean breezes, Gulf views & family fun meet just steps from the sand: - Sleeps 8 | 4 bedrooms | 5 beds | 2.5 baths - Private outdoor pool (heated Oct–Mar-Additional Fee) - Fire pit, fenced backyard & decks w/ views - BBQ grill & outdoor dining area - Beach access 300 steps away + beach essentials - Pet-friendly ($150 per pet) - Full kitchen, washer/dryer & family amenities

Guest favourite
Home in Port St. Joe
4.92 out of 5 average rating, 12 reviews

Sandals by the Beach

Professionally decorated, peaceful and inviting 3 bed/ 2 bath villa with two car garage. Patio backs up to green space instead of a neighbor or busy street, and is just steps away from the pool. Pickleball court on the property. Beach, shopping and restaurants all within close proximity. Quiet location away from the busier streets surrounding the development.

Top guest favourite
The bedroom features a queen bed with soft linens, accompanied by a nightstand and a lamp. Natural light enters through a window adorned with blinds, and a ceiling fan adds to the airflow. A subtle artwork is displayed on the wall.
Flat in Port St. Joe
5 out of 5 average rating, 32 reviews

The Cockpit! Walk to Windmark Beach!

Welcome to your cozy beach retreat in Port Saint Joe's sought after Windmark beach! Our 800 sq ft apartment is the perfect home away from home for your getaway.

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