
Condo vacation rentals in Caladesi Island
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Top-rated condo rentals in Caladesi Island
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BEACHFRONT/Panoramic Views of the Gulf #201
Looking for a serene and relaxing beachfront vacation or do want a vacation full of fun-filled activities? Either way, you've found it! This tastefully decorated beachfront awaits you and your family. As you plan your day, start with breakfast on the balcony. Ready for the beach? You're just a few steps away from the white sand and uncrowded beach. Looking for activities, there are many in the area to choose from. Don't forget the amazing sunsets to be enjoyed and you may even see a dolphin.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. 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. The condo is walking distance to shopping, banking and many restaurants and bars.

Indian Shores Awesome Coastal Beach Condo! 2Br/2Ba
-Come spend a relaxing getaway at our coastal beach house themed condo! - Steps from the beach! - Very bright with windows in every room and large sliding glass doors which leads to a large balcony! -A very spacious condo with room for 4-6 guests. Free WIFI. No pets or smoking allowed! -Located on the famous Gulf Blvd, just 2 minutes walk from one of America's finest white sand Gulf beaches! -Safe walking and biking paths to some of the areas finest restaurants! - Heated Community Pool!

Modern, Luxurious Beach Condo -Steps To The Beach!
Come enjoy your piece of paradise on this luxurious, newly renovated beach condo, just 40 steps from the beach! The condo has two bedrooms with two private baths, and a living space with an extra half bathroom. The recently updated kitchen has new stainless steel appliances, granite countertops, and a spacious breakfast bar. The living room has a 51 inch TV and 2 leather pull-out couches. Free private parking for two cars. Beach chairs, umbrellas, towels and 2 bicycles are included!

Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

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.

The Seascape Premier Beachfront Cottage-Gulf View
Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

Oceanfront View, Spacious Townhouse, Heated Pool
🌊 This 2BR, 2BA beach home offers breathtaking water views from every bedroom, each with its own TV. The 1st floor features a spacious living room with large TV, full kitchen, and bath, while the 2nd floor hosts both bedrooms and another bath. Relax on the balcony, enjoy the heated pool, BBQ grill, or sun loungers. With beach essentials, elevator access, and stunning views, it’s perfect for your coastal getaway. 🚤☀️
Popular amenities for Caladesi Island condo rentals
Weekly condo rentals

Beach Front Penthouse with Views

Tranquil Location King Beds Off Dunedin Causeway

May 28-June 6 Avail! Beachfront 2/2 w/Jacuzzi & FP

Waterfront Condo Patio Walk To Beach Treasure Isle

WTFT 2BR/2BA Condo golf cart, dock near beach #1

NEW*Luxe Condo*Steps 2 Beach*Park 2 Cars*Private

2 Bed/2 Bath Waterfront Condo With Dock Sleeps 6

Beachfront with Oceanview Balcony in Quiet Area
Pet-friendly condo rentals

Luxury condo at Avalon Club

Penthouse,intercoastal, 3/3 views/heated pool

"The Merry Yacht" excellent location

Beach Chill Inn #4 - Studio

Heron's Hideaway- Studio by the bay!

BBC216 - Gulf Breezes & Beachfront Vibes!

Beach Retreat I

Sunny St. Pete Getaway with Dolphins
Condo rentals with a pool

Serenity by the Sea * Steps to the Ocean*

LandsEnd Top Floor Beach Front with Stunning Views

Location, Comfort & Indulgence is key here!

Direct Beach Access, Heated Pool, Restaurants!

Beachfront balcony view heated pool hot tub

Gulf Strand Beach Resort

Tropical Beachfront Penthouse-Beach Cottages

Perfect Ocean Sunset view Madeira Beach/Johns Pass
Destinations to explore
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