Holiday rentals with a pool in Sand Key

Waterfront Townhome w/Game Room & Boat Slip! Walk

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

CBC 1-15E–High-End Stay, Low Seasonal Pricing!

🌴Luxury Beachfront Condo at Crescent Beach Club 15E | Spectacular Gulf Views & Resort Amenities Looking for the perfect coastal escape? Look no further than Crescent Beach Club 15E in Clearwater Beach, managed by Sandy Feet Vacation Rentals! This luxurious 2-bedroom, 2-bath condo on the 15th floor offers breathtaking Gulf of Mexico views from every room. Fully updated with modern coastal décor, this beachfront retreat provides waterfront living at its finest, featuring three private balconies!

The Palm House | Free Heated Pool!

Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

NEW 4 bed 3 bath, heated pool, golf cart, by beach

Welcome to our sun-kissed retreat just a block away from the pristine Gulf of Mexico shoreline! This spacious 4-bedroom, 3-bathroom 2024 built townhouse (with elevator access to all floors) offers the perfect blend of comfort, luxury, and convenience. The fenced in backyard is not shared and the space is yours exclusively! This includes a private heated pool & putt-green. A six-seat golf cart is included with the house to make beach trips and exploration of Indian Rocks Beach easy and fun.

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

Waterfront • 2 King Suites • Walk to Beach • Pool

Escape to Dock of the Bay! ✅ Two KING suites + sofa bed ✅ 5-minute walk to beach ✅ Waterfront views ✅ Full kitchen ✅ Heated pool & sun deck ✅ Beach gear & wagon ✅ Free parking! Discover your perfect couples or family retreat at Dock of the Bay! Enjoy spacious king suites with split layouts for privacy and extras including beach chairs, a beach wagon, and pack & play. Just steps from the beach, this condo offers many amenities, serene views, and warm hospitality for memorable vacations.

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Luxe Pool Residence | Downtown | Central Located

A beautiful, spacious three bedroom - all ensuite and 4 baths home in downtown Safety Harbor featuring a private backyard pool and jacuzzi. Perfect for family vacations with lots of areas to lounge and only one block from Main Street. Includes large bedrooms, living spaces, and a huge open Chef's kitchen as well as outdoor kitchen/grill. There is a separate office and two washers/dryers. High quality furniture and bedding. You will not be disappointed. We look forward to hosting you!

Sandy Feet Retreat

Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!

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.

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Sleeps 8 Near Beach | Pool + Game Retreat

Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game room, outdoor dining, and a sparkling, saltwater swimming pool - with heating provided at no extra cost. mid Oct- April. Just minutes from Madeira Beach, we've equipped you with all the beach essentials for your convenience. Professionally hosted by Tropical Oasis, FL, we've meticulously prepared all the essentials to ensure a memorable stay.