Vacation rentals with a fireplace in Johns Pass

Tropical Pool Resort– Close to Beach, Lake, Golf

Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desk areas including one standup desk, a stocked kitchen & fun extras like bike, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

"This is by far the best Airbnb I have stayed at, and I have stayed at quite a few! This place matches the listing and feels just like home. Extremely impressed!" This direct-facing oceanfront condo has a million-dollar view with a panoramic view of the ocean. The secluded private balcony faces oceanfront, revealing the beach and the Gulf of Mexico, also the intercoastal waterway. Breathtaking views from all vantage points for watching the incredible sunsets and dolphins playing in the water.

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Private Pool! Near Beaches & Clean

🌟 Heated pool included in your stay! 🌟 💥10% off week stay.💥 🏡 This home is a 3 bed. and 2 full bath., newly renovated home. It's modern look with amazing amenities and spacious 1500sqft of living space, makes it easy to have an enjoyable vacation near the best beaches of Florida. The backyard is fully fenced with a pool that is also heated during winter months. This home is great for solo adventurers, couples, and families, especially families with young children.

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Oceanfront Condo · Rooftop Terrace · Arcades

Step onto the private rooftop terrace and the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot, nowhere else you'd rather be. Inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores — designed like a magazine spread and stocked for the kind of trip people still talk about long after they've unpacked. ☀️

Cozy Stylish Home w/ Heated Pool & Big Parking

Welcome to Your Cozy & Stylish Home with Heated Pool + Big Parking! Our newly renovated house combines modern style and cozy comfort with rare amenities you’ll love – a heated private pool and a large parking area for up to 8 cars or even an RV. Perfect for a family trip, a friends’ getaway, a work retreat, or just a relaxing stop on your road adventure – this home is designed to make every stay easy and enjoyable!

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...