Pet-friendly holiday rentals in Treasure Island

Penthouse Condo on Water Steps to Beach+Johns Pass

Escape to paradise at our gorgeous, 7th floor waterfront condo in the new Madeira Bay Resort in Madeira Beach. Perfectly located directly across the street from the beach, situated on a gorgeous waterfront marina, & just 1 block from John's Pass Village & Boardwalk, enjoy shopping, dining, bars, water sports, boat/bike rentals & more all in walking distance! Newly furnished & well-stocked w/all the comforts of home, enjoy stunning views of the sunrise, intracoastal waterways, & downtown skyline.

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

The Gull's Nest- Steps From The Sea- Unit 7

Welcome to our charming Treasure Island apartment, just a short stroll from sandy shores. Ideal for couples, families, or solo travelers, it features a spacious bedroom, a combined living room and kitchen, and a bathroom with a bathtub. Enjoy a fully functional kitchen, brand-new washer and dryer, Wi-Fi, cable, smart TV, air conditioning, and free parking. Beach essentials provided. Steps from the beach and local dining, shopping, and entertainment. Check our other listings for larger groups.

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.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

✳ DAYDREAMERS ✳ Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer. PETS MUST BE APPROVED

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Walk to Sunset Beach! 3BR/3BA Home w/New Furniture

🔥 URGENT LAST-MINUTE DEAL! Get 20% OFF Welcome to your Sunset Beach getaway! This fully renovated 3-bedroom, 3-bathroom Treasure Island home blends mid-century modern style with laid-back beachy charm. Just steps from Sunset Beach, it’s perfect for families, couples, or friends seeking a relaxing coastal escape. Enjoy private baths, outdoor dining, parking for 4, washer/dryer, and all the beach gear you’ll need for a memorable stay by the Gulf Coast. Book now and soak up the sun!

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.

#35 Pool Home 3 min. away Treasure Island/8 guests

Treasure Island Getaway – 3BR, 2BA with Private Luxury Pool Welcome to your perfect coastal retreat just five minutes from the beach! This beautifully updated 3-bedroom, 2-bath home offers comfort and style with a touch of luxury. Enjoy a relaxing swim in the private pool, unwind in the spacious living area, and rest easy in the cozy queen-size bed and modern bedrooms. Every detail has been designed for your convenience and enjoyment — a true home away from home in Treasure Island.

Cozy Beach Cottage

Cozy beach cottage located on Gulf Blvd, right across the street from the white sandy beaches of Treasure Island Florida!. This lovely home has everything you need for a relaxing, stress free week on the beach! Fully equiped kitchen for preparing meals in, or enjoy one of the many restaurants that are within walking distance. Located a quarter mile from the famous John's Pass in madiera beach full of an abundance of shops, restaurants and night life! THIS PLACE IS A MUST SEE!

Treasure Island Large Waterfront! Beach Steps Away

Treasure Island's best location. 500' to ourwhite sand beach. 300' to Publix. Famous Ricky T's , Brittz”s Pizza, Foxy’s Caffe,Sloppy Joes and thotel beach bars within a 5 minute walk. All the activities with none of the noise in a quiet two bedroom two bath apartment with full kitchen. A perfect place for you, your family or your friends to relax, connect and enjoy the convenience of a central location. We offer earlier check in and later check out times based on availabilty