Family-friendly vacation rentals in Treasure Island

Molloy Poolside Suite - 2 Full

The Suite bedroom has 2 comfy full beds. The full-sized pullout couch is perfect for watching TV on the large, living room flat screen. The bathroom is livingroom accessible and features a tub and shower. The fully equipped kitchen provides everything you need to prepare meals and a quaint dining table. Dolphin watching, fishing charters, and sunset cruises can be booked minutes from the property at John's Pass. The Suncoast Beach Trolley stops right in front of the property and provides easy access to shops, restaurants, and bars. Free Beach Ride is also available as a tip only taxi service. Treasure Island Beach is located 20 minutes from Downtown St. Petersburg and 40 minutes from Tampa. The Molloy will have you wishing your vacation would never end!

Glorious Sunsets - Beachfront 2BR Condo

Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.

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.

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

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* Walk to Beach | Intercoastal Views

🏖️ Welcome to Shore Thing: Your Treasure Island Escape 🏖️ Step into pure coastal paradise just footsteps from the sugar-sand beaches and fresh salt air! 🌊 Vibe: Watch dolphins and manatees drift by before soaking in unmatched Gulf sunsets. 🐬🌅 Space: Unwind in elevated, modern luxury featuring an upscale kitchen and a heated waterfront pool. 🥂 Promise: Our signature service guarantees your ultimate peace of mind. Your dream beach retreat starts right here at 🏖️ Shore Thing 🏖️!

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.

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool

Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

Sunset Beach Cozy Private Condo

This is the place to relax and unwind. Gorgeous Sunset Beach on Treasure Island has miles of white sugar sand beaches and sparkling gulf water. One of the best kept secrets on the Gulf Coast. The condo is one bedroom, one bath on the second floor. Just steps away from the beach. The first floor units are currently under construction due to Hurricane Helene damage. You are walking distance to the world famous Caddys beach restaurant, Kai Tiki, and Taco Bus

SolMate 2/2, kayaks, beach, views, boat slip

Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).

Beachfront Treasure Island | Pool | Penthouse

Enjoy this modern two-story beachfront penthouse in Treasure Island with breathtaking Gulf views, direct beach access, and a beachfront pool. The main level features a queen bedroom, while upstairs offers a king primary suite with a private Gulf-front balcony and a third bedroom with two bunk beds. Beach chairs, wagon, canopy, and beach essentials are included. Walk to Caddy's, beach bars, waterfront dining, and live music on Sunset Beach.

Beachfront 2/2 Condo, Treasure Island,305W Oceana

STUNNING! This 2-bedroom, 2-bath end unit sits directly on Treasure Island Beach with a heated in-ground community pool! Condo comfortably sleeps 6 people with a king-size bed in each bedroom and 2 chairs that convert to twin beds in the living area. PLEASE NOTE: ONLY 1 parking spot comes with the reservation, and it is an assigned parking spot. We will not be able to help you find parking for any additional cars.