
Condo vacation rentals in Caladesi Island
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Top-rated condo rentals in Caladesi Island
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Tropical Beachfront Penthouse-Beach Cottages
Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

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.

Condo w/ Pool, Hot Tub and Restaurant! Book now !
Plan your unforgettable stay at this 1 bedroom condo at Beso ( not a studio) with 2 Balconies for your morning coffee or beautiful sunsets The location is perfect to walk to town where you’ll find many Quaint shops, restaurants and Breweries Free Wi-fi Free parking Only 10 min to honeymoon island and the ferry to Caladesi Island 15 minutes to Clearwater Beach 2 salt water Pools and a hot tub Marker 8 Tiki Bar and restaurant 28 mile trail across St. Bicycle rental through the office for a fee

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.

Blue Sea Renity -Steps to Beach| Heated Pool
Welcome to Blue Sea Renity — your peaceful 1-BR beach retreat just 2 minutes from the sand in Indian Shores, Florida. With a heated pool, free on-site parking, and a full complement of beach gear (chairs, cooler, umbrella, cart) — everything you need for a relaxing Gulf-coast stay is right here. Designed for solo travelers, couples, small families, or remote-work getaways, our condo blends modern comfort with true beachside ease. Browse the photos, pick your dates, and let the vacation begin!

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! 🤍

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

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

Wonderful Condo at Avalon - Fully Renovated

Chateaux Beachfront Condo/Top Unit - Indian Shores

Chambre 103- Beachfront, Pool, Hot Tub,Johns Pass!

Stylish NEW one bedroom condo Clearwater beach

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

1BR Directly on Gulf of Mexico w/ Stunning Views!

Beachfront Condo Corner Unit2BR/2BA Prime Location

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

Waterside Studio in the heart of TI, walk to beach

Lovely Condo minutes from beach & King bed

Sea La Vie- Studio by the bay!

Beach Chill Inn #3 - Studio

Resort living in paradise

Beach Days & Family Fun - Last Minute Openings

Luxury Gulf View Condo in Indian Shores

SHEEK and Glam- heated pool Updated! 3 mi to beach
Condo rentals with a pool

AWESOME PENTHOUSE CONDO ON GULF OF MEXICO

Indian Rocks Beach Front Charmer at the Reef Club

Family-Friendly 3BR Beachfront Retreat Seaside 202

Gulf Front, Dual Balconies, Heated Pool, Views!

Beachfront Belleair Beach Condo Est. rental 2016

Balcony Overlooking Dunedin. 2/2 luxury

"Beach SUN-sation" Upscale Oceanfront Corner Unit!

Beach, dolphin/manatee sightings, fishing, sunsets
Destinations to explore
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- Tampa Palms Golf & Country Club
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- Hard Rock Casino
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- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Gulfport Beach Recreation Area
- The Don CeSar
- Lakewood National Golf Club




