Holiday rentals in Clearwater Beach

4-Min Walk to Beach | King Suite | Kid-Friendly

Escape to this beautifully renovated 3BR, 2BA family retreat just steps from the beach. This open layout home sleeps 8 & comes with a fully stocked kitchen, Pack ’n Play, booster seat, beach toys, board games & Netflix & Disney for movie nights. Enjoy the shaded outdoor space to grill, play some outdoor games or relax & enjoy a fire at sunset. The home also offers an outdoor shower & washer & dryer for easy cleanup after beach days. Relax, unwind & make lasting memories just steps from the Gulf!

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

NEW! High End King Mattress! 10 Steps to the beach

AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium King Casper Wave Hybrid Snow Mattress which retails at $4,000, to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything in town including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

Waterfront Penthouse Rooftop Casita 5-min to Beach

Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Elevator is accessible, and fully furnished with a boat slip and lift. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully finished living area with spectacular views and a Viking outdoor grill,tops off this rare rooftop dream. 5 min walk and you will be at Sand Beaches, restaurants, and shopping.

Luxury Oasis • Heated Salt Pool • Near Beaches

Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Sunrise Rock Retreat

Great retreat home away from home w/ private in-ground pool, minutes to the beach. Sunrise Rock Retreat is spacious beautiful 3 bedroom & 3 bathroom home. This home features an in-ground swimming pool with a spacious travertine deck. It is located 4 miles from Indian Rocks Beach, 7 miles from Clearwater Beach, and 24 miles from Tampa. This property provides a private resort feel while giving you access to a variety of opportunities for site seeing, biking, beaches, and relaxation.

New Beach Retreat– Hammock, PAC-MAN, Steps 2 Sand.

Sandy Feet Cottage is a newly remodeled beach retreat just 2 minutes from Indian Rocks Beach. Enjoy an open layout, new furnishings, a spa-style bath, and a private yard with fire pit, hammock, and patio. Walk to dining, bars, and shops—your stylish Gulf Coast escape. ***NEW AIRBNB PRICING UPDATE*** Starting mid-October 2025, Airbnb will display all-in pricing—including a 15.5% Airbnb service fee (charged directly by Airbnb to the host), plus cleaning and pet fees if applicable!

CBC 1-3E – 4 Balconies, Gulf & Intercoastal Views!

🦩Prepare to be enchanted by this breathtaking Gulf-front condo at Crescent Beach Club Resort on Sand Key Beach! Perched on the 3rd floor, this 2-bedroom, 2.5-bathroom retreat offers stunning panoramic views of the Gulf of America and the Intracoastal Waterway, giving you the best of both vistas. Don’t miss the chance to experience the luxurious lifestyle of Crescent Beach Club Resort and enjoy a variety of activities right at your doorstep.

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Beach house, pool table, golf cart, private dock!

Beach and water surround you. Beautiful inside and out! Enjoy the modern and bright open kitchen, dining and living areas with plenty of room for the family to relax, have fun and share memories. Every detail has been carefully thought out, and updated. Everything's brand new! This is an upscale, coastal, two-story waterfront home. You rent the entire property, three bedrooms, three baths and do not share the property with anyone.

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...