Family-friendly holiday rentals in Johns Pass

You Belong on a Beach ! Walk to Beach - Food - Bar

Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️Escape to Shore Thing🏖️ RENOVATED 2025 🌅Mesmerizing Sunsets: Capture breathtaking sunsets. 🐬 Spot Dolphins & Manatees: Experience the magic of marine life. ✨ Elegant Interiors: Revel in my chic, coastal, modern decor. 🚶 Steps from the Beach: Just a short stroll to the sandy shores and crystal-clear waters. 🍽️ Gourmet Kitchen: Cook your meals in the fully equipped, high-end kitchen. 👩‍💼 Customer-Centric Service: I am here to ensure your stay is nothing short of perfection.

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

New 3 bedroom Condo Across from the Beach

Beautiful , New 3 bedroom Condo - directly across from the Beach. With Gorgeous marina views from 2 of the 3 bedrooms . Over sized patio looking directly on to the Marina . Located next to John's Pass Village (Restaurants and Shops) . The condo features a 3 bedrooms, 2 full bathrooms and a pull out sofa and can accommodate up to 8 guests. High speed WIFI on site and 3 smart TV's in the Unit. Washer and dryer in the condo. Please heart ❤️ our listing for future reference

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

Wake up just feet from the water, and hear the Sea Gulls at the freshly renovated Boat House! Behind Johns Pass village, this stand alone apartment (NOT A BOAT) has a view of the canal filled with boats, and frequent visits from dolphin! Shops, restaurants, nightlife and the beach, all just a short walk from you! 100 yard walk to Johns Pass, stroll the board walk, grab some ice cream and take a short walk to the beach!*Queen bed*fast wifi*Smart TV*Waterfront docks and view!

Gulf of Mexico Beach Retreat | Madeira/John's Pass

We are grateful to share that the Resort and beautiful condo are Guest Ready! The location is amazing! Walk across the street and you are at the beach. We provide your beach essentials including chairs, an umbrella and a beach buggy. A heated pool and hot tub, parking space for one vehicle and high speed WiFi make this a complete package deal. John's Pass is now open as are most area restaurants and stores, welcoming you to back to this vibrant beach community.

Beach Place Bliss on Madeira Beach by John's Pass

This is a spacious 1400 square foot ocean front corner condo. The balcony has a great full view of the beach. There have been many new updates to the condo. New floor tilling was installed, along with the bathroom showers. Also we have new bedroom furniture, refrigerator, dish washer, and clothes washer and dryer. Enjoy great views of the beach and beautiful sunsets from the privacy of your first floor balcony.