Holiday rentals with outdoor seating near John's Pass

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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 Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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 in Pass-A-Grille w/ 2 bikes & 1 board

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Blue Octopus 3~Walk 2 beach & Johns Pass~King Bed

Enjoy old Florida Charm at this refreshed (Dec 22) fishing village apartment with views of the canal and "mini marina" filled with fishing boats and the occasional dolphin! 100 yard walk to Johns Pass, stroll the board walk full of restaurants, shops and water sports. Grab some ice cream and walk to the beach (5-10 mins)for the sunset! You can’t beat this location!*King bed* sleeper sofa*equipped kitchen*fast wifi*2 Smart TVs*Waterfront docks and a designated parking space!

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.

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.