
Apartment holiday rentals in Caladesi Island
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Caladesi Island
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Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Innisbrook Condo 1st Floor next to Island Course
Host is picking up the 14.1-16.5 Airnbn service fees. Innisbrook Gated Golf Resort we have a 1st floor Condo w/walk-out patio. Close to beaches with family activities, restaurants and dining. You’ll love our place because of the location, the ambiance, the neighborhood, the outdoors space, etc. *Please be advised that the amenities; pools, tennis, golf are only available to owners w/ membership and not guests of AirBnb unless a member is with you. Bars/Restaurants are open to airbnb.

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 Steps to Sand - New Remodeled Bathroom
Escape to our cozy 1-bed, 1-bath gulfside condo for ultimate relaxation. We have a newly renovated bathroom with a walk-in shower. Unwind on the front porch or walk to the beach just moments away. Nestled in a peaceful coastal area, discover nearby restaurants within a 10-min walk. Short term or long term stays (ask for SNOWBIRD deals). NO Pets are allowed. Check local swim advisories. The community shower is located near the beach & round picnic tables. These tables are for the community.

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.

Five Star Beachfront Condo Newly Renovated
A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

3Bedroom Beachfront Condo-Gulf View-On the Sand!
Visit our freshly re-nourished beach and escape to paradise at our beachfront condo on Indian Rocks Beach! Enjoy direct gulf access to a private beach and breathtaking views of Gulf of America/Mexico. Perfect for sunset watching and dolphin sightings. This 3-bedroom condo offers a prime location, just steps from the sand and a short walk to local restaurants and bars. Ideal for families seeking a memorable vacation! Beach gear including towels, chairs and umbrellas are included

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

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...

Quiet Locale King Beds 1 Mile To Honeymoon Island
Welcome to Mai Tai Suites Dunedin With over 200 online reviews ☞ 2 King Beds ☞ Parking Onsite 1 Space ☞ No Cleaning Fee ☞ Wifi ☞ 2 Smart TVs (largest is 65 inches) ☞ Dog Friendly ☞ Fully Equipped + Stocked Kitchen ☞ Self Check-In ☞ Onsite Washer + Dryer ☞ Beach Towels & Cooler Provided 》35 Mins to airport 》2 Mins to Honeymoon Island 》15 Mins to Clearwater Beach 》 Not Small Child Friendly age 13+ is OK
Popular amenities for Caladesi Island apartment rentals
Weekly apartment rentals

August discounts! Beachfront 2/2 w/Jacuzzi

2BR | Oceanfront, Backyard Beach, Fully Equipped

Oceanfront · Steps to Sand · Free Kayaks

Belleair Beach 215 Beachfront Gem Steps from Sand

Beachfront Oasis / Pool, Beach Access & Ocean View

Beachfront Dream Condo

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

1BR Directly on Gulf of Mexico Summer 26 Savings
Pet-friendly apartment rentals

Last Minute Deal! Pool • Walk to Beach & Dining!

Ocean Breeze • Easy - Heated Pool Access

Beach Retreat II

Sea La Vie- Studio by the bay!

Beachfront in exclusive resort

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

Walk to Beach, Bars, and Restaurants Nearby

Luxury Seashell Oceanfront Condo with Pool
Apartment rentals with a pool

Tiki Themed Waterfront Condo on Tampa Bay

Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI

3 bedroom condo with a pool on Boca Ciega Bay

Spacious contemporary Beach Condo - oceanfront

Oceanfront Condo Corner Unit2BR/2BA Great Location

Beachfront Belleair Beach Condo Est. rental 2016

Four Shores #1 Beach Condo Direct Gulf w Pool&Spa

Beachfront Bliss! Directly on Gulf with pool!
Destinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park





