Holiday rentals in Sand Key

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!

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. Walk 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.

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!

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

CBC 2-10C - Beachfront-Pool-Hot Tub-Gym-Tennis!

💎Escape to your dream getaway in Sand Key, where stunning views of the Gulf of America await! This beautifully decorated 1-bedroom, 2-bath coastal condo offers the ultimate beachside vacation experience. Step inside and be greeted by a bright, airy space, featuring a spacious living room with a plush leather sofa bed and a smart TV for relaxing nights in. Slide open the doors to your private balcony, where you can sip your morning coffee while soaking in the sweeping views of the Gulf.

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away.

Beach Across the St | No Stairs |Parking in Front!

Just 150 feet from the beach, this renovated 1 bedroom, 1 bath condo is the perfect coastal escape. Simply walk across the street to the beach, or explore several restaurants just a short stroll away. Enjoy parking directly in front of the unit and easy ground level access with no stairs. Inside, you’ll find a comfortable, welcoming space to relax after a day in the sun. Ideal for couples or solo travellers looking for convenience, comfort and an unbeatable beach location.

On Private Beach! Full Kitchen Ground Level Unit 7

Fully remodeled in 2025! We’re back & better than ever! ON Private Beach 1 bd/1ba with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features a full kitchen & 1 king bedroom + pullout sofa sleeping 4 guests. Smart TVs, we furnish linens, towels, toiletries, beach chairs/towels & gas grill. 1 free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.

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

Your private Waterfront Pool home!

Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

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...