Holiday rentals with outdoor seating in Redington Beach

2 bed/1 bath Hummingbird Beach Cottage (4 beds)

This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to 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.

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

15 Steps to the Beach! 2 Bedroom Beach Paradise!

A beachfront space in Indian Rocks Beach with a private patio and beach access. Relax with live music and dining within walking distance or explore the Gulf Beaches. With a full kitchen, two bedrooms, and a dining area for four, you’ll have everything you need for a comfortable and fun stay. While some areas of the condo community are undergoing repairs from recent storms, our unit was unaffected and fully functional. You can still enjoy a beachside getaway! Book your beach escape today!

Ocean Front Condo!

A freshly remodeled beachfront condo with a coastal look. This stunning condo features modern coastal decor, with bright colors, beach-inspired accents, and panoramic views of the ocean. This wonderful condo has a private balcony allowing for the enjoyment of the sea breeze and stunning sunsets. The central location between Clearwater and St. Pete provides easy access to nearby restaurants, shops, and entertainment options, making it the perfect beachfront retreat for relaxation and leisure.

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

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.

Florida Island Beauty@theBeach@Heated Pool

My place is close to white sand beaches and has a heated pool. Price is amazing and its fully renovated in the latest fashion with fun beachy accents! You’ll love my place because of the location, the neighborhood, and the outdoors space. My place is good for couples, solo adventurers, a parent and a child. I have adjusted my prices so they are adjusted accordingly with consideration of the area recovering from hurricane Helene from last year. Photos were taken on August 25th, 2025.

Cozy Gem Near Madeira Beach With Private Patio

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Peaceful 1 house to beach Walk to restaurants

BEACH ACCESS IS STEPS FROM YOUR DOOR! A 30 second walk. 1 of 3 units in a private beachside villa tucked away on a peaceful street. A hidden gem away from busy condos. Wide beautiful beach goes for miles. Walk to many restaurants. Washer/dryer in unit. *Private patio. *Full sized kitchen. *Quiet ductless AC, *Free parking in front. *BEACH supplies provided. 1 bedroom super comfy queen bed, separate living room very comfortable pop-up sofa. 2 more units available; 1 bdm & 2 bdm.

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.