Beach apartment holiday rentals in Longboat Key

Dock of the Bay, Coastal Elegance | Walk to Beach!

Dockside 204 -- Sittin’ on the Dock of the Bay … at Dockside Condominiums. Looking for a beautiful beach home on one of the top-rated beaches on the Gulf coast? Check out our exquisitely-decorated condo located in the heart of Clearwater Beach. We’re right on the bay and within 100 yards of the sugar sand beach, beachwalk, restaurants, shops, night life, and more. The views are spectacular and you will enjoy watching the boats, dolphins, and manatees from your dining room window and balcony.

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️Escape to Shore Thing🏖️ RENOVATED 2025 🌅Mesmerizing Sunsets: Capture breathtaking sunsets. 🐬 Spot Dolphins & Manatees: Experience the magic of marine life. ✨ Elegant Interiors: Revel in my chic, coastal, modern decor. 🚶 Steps from the Beach: Just a short stroll to the sandy shores and crystal-clear waters. 🍽️ Gourmet Kitchen: Cook your meals in the fully equipped, high-end kitchen. 👩‍💼 Customer-Centric Service: I am here to ensure your stay is nothing short of perfection.

Quiet condo with heated pool- 4min walk to beach!

Experience the ultimate beachside getaway in our cozy 1st floor unit in a gated condo. Great choice for those wanting to relax like a Floridian with a pool and the beach just steps away. Enjoy this quiet section of Upham beach for your perfect vacation! Our condo comfortably accommodates up to 5 guests with a king bed, a memory foam sofa bed, and an air mattress. Washer and dryer, plus parking for 2 cars. Blocks away you’ll find dozens of restaurants, as well as grocery stores and shopping

Condo in Paradise

Welcome to our newly remodeled Condo! New Kitchen with quartz counters, stainless steel appliance, An open concept to the dining and living room. All new tile, new bathroom. A fresh coat of paint. Two 55 inch smart TV's. Has a great view of the Gulf from the Balcony where you can sip your coffee in the mornings and enjoy sunsets at night. Conveniently located next to a free trolley stop. Great central location close to everything you will need. Steps from the amazing white sand beach.

5 *Waterfront Condo,3 BDR.2 Baths, Pool, HOT-TUB.

PLEASE ENTER DATES for Accurate Pricing . AIRBNB SUPER HOST 5 * RATING . LUXURY 5 * WATERFRONT CONDO/3 BEDS/2 BATH/ POOL/HOT TUB. . AUG.THRU ALL OF 2025 -2026/ RATES DISCOUNTED. VIEW CALENDAR FOR ALL 2025-2026 Availability. We are located In THE Heart OF Clearwater BEACH, a 5 minute walk to the #1 Beach in the USA, Great Local Restaurants ,SHOPS, Entertainment Nearby, Enhanced cleaning procedures that followed CDC guidelines and recommendations are still in place to ensure safety .

2 bedroom in great location

Welcome to your perfect beachside escape! This beautifully remodeled, spacious 2-bedroom condo offers the ideal blend of comfort and location. Nestled along the scenic Intracoastal Waterway and just steps from the beach. Soak up the sun or watch dolphins play while you lounge by the pool. Walk to nearby restaurants, shopping, and vibrant entertainment. Whether you're planning a family getaway or a relaxing retreat, this charming condo has everything you need for a memorable stay.

Beach KING Bedroom Sleeps 4-2 FIREplaces FREE PARK

BEST BEACH LOCATION!!!! COMPLETELY PROFESSIONAL DECORATED 1 BEDROOM ALL NEW across street from Beach TRUE 1 King Bedroom renovated directly on Gulf blvd. Steps to the beach. New pullout queen sofa 2 electric fireplaces, 2 flat screen TVs. heated pool. Walk or uber to all, You don't need a car. Beach chairs but you can also rent chairs and umbrellas right on the beach. Restaurants, bars, water attractions, fishing,boating. washer & Dryer on site. FIRST FLOOR!

Best Siesta Key Condo

Rarely Available! Beautiful, open floor plan is the perfect location vacation. Condo is stocked with everything you will need to enjoy your stay. The resort is quiet and peaceful with direct access to the most beautiful private white sand beach. Also enjoy the Intra Coastal waterway with fishing and boat dock right on the property in our backyard next to the huge pool and bbq. This is the best of both worlds!!! Individually managed by owners.

Steps Away 1st Floor-Bikes/Beach Access/ WI-FI

This ground floor apartment is located in a nine-unit condo complex. It's a few minutes walk to the lighted public crosswalk that crosses Gulf Blvd to the Madeira Beach Public Beach Access. The 385 sq. foot unit is perfect for two people. We are a mile from John's Pass Village. Limited beach equipment, bikes, beach towels, Wi-Fi, and Smart TV's included. Wireless WI-FI. Security latch on door. Four people can stay but it would be tight.