Holiday rentals in Sand Key

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint street. Private yard with grill in a 100 % prime location. Walk to restaurants, breweries, shops, and live music. Stroll to stunning sunsets or drive minutes to award-winning beaches such as Honeymoon Island, Caladesi Island & Clearwater Beach. Designer decor. Sleeps 6. Two king bed suites and a luxury couch that sleeps 2 more. Fully loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today.

Oceanview - Steps away from the beach

Welcome to Cozy Corner at Sea Haven. Beautiful, completely renovated, condo with Gulf views from all rooms in a private 6 unit condo complex. Spacious, open floor plan, with 2 master suites, is fully equipped to be your home away from home. Enjoy stunning sunsets and beach views from your 2 private balconies or walk less than 100 steps to the breathtaking beach of Indian Rocks. 2 bedrooms, 2 bathrooms, beds for 5 guests plus a pack-n-play makes it so even the tiniest guest can enjoy their stay.

Cozy coastal grandmother condo, walk to the beach!

Bright, stylish and quaint. Newly remodeled and furnished to make you feel like you're at your own beach home. Grab your provided beach chair and towel for your short jaunt down to the beach(a football field away) and take a deep breath; let the endless views, waves crashing and sand between your toes take you away. The well appointed kitchen can be used to simply make coffee or a full dinner. Don't feel like cooking? No problem! Indian Rocks Beach offers local coffee, lunch and dinner spots!

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Organic & Modern~90° Heated Salt Pool~Walk 2 beach

Welcome to our Peaceful Sanctuary! A fully organic coastal retreat in Indian Rocks Beach, just a short walk to the Gulf. Enjoy an organic Avocado King mattress, natural bunk beds, organic linens, whole-home water filtration, 5-stage reverse osmosis drinking water, ceramic cookware, heated pool, tropical outdoor shower, fresh herbs, beach gear, pickleball, and board games — designed for wellness-minded families seeking a restorative beach escape. The beautiful beach is a short 5-7 minute walk!

“Sandcastles, Sunsets and Palms”

This 2 bed, 2 bath condo at Crescent Beach Club is located on beautiful Sand Key Island off the western coast of central Florida. It’s unique architecture features two crescent shaped buildings that stand out from the rest. Resort-like peaceful, tranquil and relaxed environment with 24 hour security. Oceanfront pool, private beach access, dry and wet saunas, indoor and outdoor jacuzzis, work out room, tennis courts, billiard room and library. Free WiFi. Food and shopping in walking distance.

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

CBC 1-19F – Spring Availability/Exclusive Savings!

🌅 Oceanfront Clearwater Beach Condo | 19th Floor Gulf Views | Crescent Beach Club 1-19F | Pool, Hot Tub & Private Beach Escape to paradise at this stunning 19th-floor oceanfront condo on Sand Key! Enjoy breathtaking Gulf of Mexico sunsets, panoramic water views, and direct access to the sugar-white sands of Clearwater Beach. Relax on your private beachfront balcony or unwind in the beautifully updated living space overlooking the water. ✨ 5% Off Weekly Stays💲

Amazing water front view home newly renovated

Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Ocean View Beach Condo, Clearwater

Welcome to your own magnificent beachfront oasis at Lighthouse Towers, nestled on the pristine shores of Sand Key Beach in beautiful Clearwater. This updated 2-bedroom, 2-bathroom condo on the 9th floor offers a rare blend of breathtaking Gulf of Mexico views and tranquil Intracoastal vistas, creating an idyllic retreat for both full-time residency and lucrative short-term rentals. Step into this spacious residence and be captivated by the panoramic view

Gulf View on Bay: Newly Renovated

Your cozy getaway awaits in Palm Harbor at this enchanting house. Great view of the Gulf from the living room, back porch and upstairs bedroom. Nice relaxing front deck with rocking chairs. With two spacious bedrooms featuring king beds and a living room that includes a twin bed pullout, guests have plenty of room to relax. The two bathrooms offer both a soothing bathtub and a refreshing shower, perfect for unwinding after a day of adventure.