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!

Waterfront Heated Salt Pool | Dock | Kid Friendly

Escape to your waterfront retreat just 0.3 miles from Treasure Island Beach. Swim in the heated saltwater pool, fish off the dock, or dock your boat onsite for sunset cruises and island hopping. • 3 bedrooms, 4 beds (2 kings, queen, & futon w/ mattress topper) —sleeps 7 • 2,057 sq ft • Full kitchen & outdoor BBQ grill • Smart TVs and beach gear • Crib, stroller & high chair After dinner at a local seafood spot, unwind on the patio with sunset drinks. Your perfect getaway awaits - book now!

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 ♥ U2 ♥

✳ 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

New Beachfront Resort Condo in Paradise

Treasure Island’s newest condo resort! 992 sq ft of luxury directly on the beach. Oversized 2 bedroom condo. Your contemporary unit has 2 bedrooms and 2 full bathrooms, and a pull-out couch in your open concept living area. Just beyond your living room is your beautiful view. Head out to your private balcony through the retractable sliding doors. Here you might choose to enjoy a cup of coffee while watching the sky lighten with the dawn or grab a cool drink to take in a or a magical sunset.

Treasure Island | Beach & Relax | Pet Friendly

Enjoy an unforgettable getaway in this cozy apartment, located just a few minutes' walk from the beautiful Treasure Island Beach. - Palm Beach-inspired style - Pet-friendly — bring your furry friend along - Comfortably sleeps up to 4 guests - 1 bedroom | 1 full bathroom - Queen-size sleeper sofa - Fully equipped kitchen - Only a 6-minute walk to Gulf Boulevard - Fast, reliable WiFi - Fresh towels & linens provided - Convenient shared laundry area with washer & dryer - Flat-screen TV

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Walk to the beach in 5 mins 🏖️ + fully renovated luxury retreat Wake up to sunshine, sip coffee just steps from the shore, and unwind in a beautifully designed 2BR/2BA getaway made for relaxation. ✔ Prime location — short walk to the beach ✔ Comfortable, spacious layout perfect for couples or small groups ✔ Designed for a stress-free, feel-at-home stay Whether you’re here for beach days, sunset walks, or a peaceful escape, this is the kind of place guests wish they booked longer.

Just steps to the white sand!

Plenty of space here with all the amenities!! Why be cramped in a condo or hotel when you can have the whole house with a big back yard with privacy fencing. This charming home is just a 2 minute walk to the beach and a short 10 minute walk to John's Pass boardwalk, restaurants, and shops. This home is fully equipped with beach chairs, beach cart, beach towels, and other accessories. This home is clean and in the perfect location to enjoy the most beautiful beaches in the country.

Luxury Home N/Heated Pool/Rooftop/Steps to Beach

New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome with heated salt water POOL located near a canal and the gulf just two blocks from the beach. Please note the pool is shared with the other side of the duplex. You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to the beach, restaurants, and volleyball. Close to Johns Pass, 2 miles. Please ask for the golf cart availability and a fee.

Relaxing Retreat Near Treasure Island Beaches

⭐️⭐️⭐️⭐️⭐️ Exceptional Service & Accommodations Recently updated, this modern 3-bedroom, 2-bath home features a sleek, open kitchen with brand-new appliances, granite countertops, and a stylish breakfast bar—perfect for both everyday living and entertaining. Ideally located for beach lovers, this property is just a short stroll to Treasure Island’s sugar-white sands, as well as nearby restaurants, shops, and local attractions—making it the perfect coastal getaway.