Holiday rentals in Treasure Island

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Beach, dolphin/manatee sightings, fishing, sunsets

Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

2 Bed/2 Bath Waterfront Condo With Dock Sleeps 6

Welcome to Paradise! Serenity awaits in this spacious condo. Boasting a full kitchen and nearly 1000 sq. ft., you can truly stretch out and relax. This peaceful property offers picturesque waterfront views with a private porch to sit back and enjoy watching the sun rise & the dolphins play. Located just 1 block from the beach, you will enjoy ease of access with the provided beach chairs, umbrella, cart, cooler & towels. You'll love how close the nearby grocery store, restaurants & shopping are!

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.

3BR Water View Condo | Boat Access+Near Gulf

A 3BR / 2BA waterfront condo with a cozy, family-friendly feel in an amazing location walking distance to local restaurants, a grocery store, and downtown. Kayak on the Intracoastal Waterway right from the dock, watch dolphins play in the water, or head to the beautiful white sand beach just steps away. Boat slip available for $75/day. Unwind in the shared downstairs common area featuring a flat-screen TV, picnic tables, swings, ping pong, darts, and more games for the whole family to enjoy.

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.

1 Min to Beach/Live Music/Great Food Mitchell’s #4

Wake up steps from Sunset Beach, and the best beach bars on the island! Welcome to Mitchell's Sunset Beach Vacation Rentals! This retro-inspired gem offers cozy, vintage charm with modern comforts. Located 100 steps (we've counted!) from white sand beach of Sunset Beach, live music (7 nights a week!), delicious dining, & coffee shops. It's the perfect spot for a fun-filled getaway. We've been family owned for almost 50 years, when you stay with us you're treated like family!

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

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).

Island Time Stay: Happy Hour

Check out our large studio cottage located on Gulf Blvd in Treasure Island, FL. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass Village in Madeira Beach. We have a crosswalk conveniently located in front of the property. You can stop traffic with the push of a button to safely walk across the street toward the boardwalk.

Treasure Island Waterfront

Escape to a peaceful waterfront condo in Treasure Island’s Isle of Capri. This bright 1-bedroom retreat features canal views, a private patio, fast Wi-Fi, free parking, self-check-in, complimentary e-bikes, and an e-scooter. Walk to Treasure Island Beach, John’s Pass, restaurants, and nightlife. Enjoy the shared fishing dock, BBQ grill, and relaxing Florida Gulf Coast atmosphere perfect for couples and small families.