
Condo holiday rentals in Caladesi Island
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Top-rated condo rentals in Caladesi Island
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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!

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.

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

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. 🚤☀️

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...
Popular amenities for Caladesi Island condo rentals
Weekly condo rentals

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

Waterfront Condo Patio Walk To Beach Treasure Isle

"Haven at the Shores" 2/2 Beachfront

Your Island Escape! • Discounted Summer Rates

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

City Glam~Walk to Hyde Park Bayshore SoHo +Parking

Beachfront with Oceanview Balcony in Quiet Area

BBC310 Renovated Beachfront Condo W/Pool
Pet-friendly condo rentals

"The Merry Yacht" excellent location

Beach Chill Inn #4 - Studio

Waterside Studio in the heart of TI, walk to beach

Heron's Hideaway- Studio by the bay!

BBC216 - Gulf Breezes & Beachfront Vibes!

Penthouse Condo on Water Steps to Beach+Johns Pass

Beach Retreat I

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

Serenity by the Sea * Steps to the Ocean*

"Jewel At The Shores" Gulf Front, sleeps 5

LandsEnd Top Floor Beach Front with Stunning Views

Captain's Cove Waterside Condo 103 We are open!

Direct Beach Access, Heated Pool, Restaurants!

Two Bedroom Deluxe, Clearwater A400

Modern and Cozy Condo 6 Minutes from the Beach !

Gulf Strand Beach Resort
Destinations to explore
- Seminole Holiday rentals
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Busch Gardens




