
Apartment holiday rentals in Caladesi Island
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Top-rated apartment rentals in Caladesi Island
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Modern and Cozy Condo 6 Minutes from the Beach !
This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

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.

850sf Spacious Condo, 3 min walk to beach
Prime Clearwater Beach location with exceptional walkability. Located in a quiet area just north of Pier 60, within walking distance to restaurants, bars & pier. A public playground & pickleball courts are immediately next door. The beach is 1.5 blocks away (5-min walk), & the pool shown in photos is on the next block (2-min walk). Fully equipped for beach days, with a beach wagon, chairs, umbrella, towels & toys—so you can enjoy full days on the white sand beach and in the beautiful water.

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!

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 Side Florida Charm 1/1 Condo 60 Steps To Sand
Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

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.

4 beds garage Charming Condo - pool & beach access
Perfect, quaint and private two-bedroom townhome on the gulf. Stay on the beach with all the comforts of home. Enjoy beach access anytime but with the luxury of a two-car garage to explore the area without worry. Sit on the enclosed screened balcony to enjoy breakfast with treelined and sunrise views for a secluded escape or benefit from a fully renovated kitchen to cook whenever you please. We are fully committed to expert cleaning between guests.

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...

Brand New, Beautiful and Specious Waterfront Condo
Come relax and enjoy your stay in this brand new, specious, bright, well appointed 3rd floor condo. We are located on Clearwater Beach, just 10 minutes away walking distance from the best beach in USA, great local restaurants and entertainment. Sand Key Park is located within walking distance across Sand Key Bridge witch offers breath taking panoramic views of Clearwater Beach and Down Town Clearwater!

Beach Front Madeira Beach
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.

Sea La Vie- Studio by the bay!
*Newly Designed* Keep it simple at this peaceful and centrally-located condo! Sea La Vie is located on the top (4th) floor with amazing views of the intercoastal waterway. Step out onto the balcony in the morning to sip coffee and watch the dolphins play and go back out at night with wine to watch a stunning sunset! This cozy studio is packed with everything you need to enjoy paradise!
Popular amenities for Caladesi Island apartment rentals
Weekly apartment rentals

Sonrisa 5 in Belleair Beach

Tranquil Location King Beds Off Dunedin Causeway

"Haven at the Shores" 2/2 Beachfront

Beachfront Dream Condo

Two Bedroom Deluxe, Clearwater A400

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

Sea Side Sunsets Unit C

Charming Intracoastal Condo - 3 min walk to beach!
Pet-friendly apartment rentals

Flash Deal! Pool • Walk to Beach & Dining!

"The Merry Yacht" excellent location

Waterside Studio in the heart of TI, walk to beach

BBC216 - Gulf Breezes & Beachfront Vibes!

Beachfront in exclusive resort

Casa de B.O.B ... Best on Beach

3 bedroom w Semiprivate Beach Access

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

COASTAL CHIC! Luxury Apartment with Oceanviews

Captain's Cove Waterside Condo 103 We are open!

Beachfront Bliss! Directly on Gulf with pool!

Coastal Condo with Pool Near Beach & Intracoastal

Beachfront with Oceanview Balcony in Quiet Area

Spectacular beach to bay views from this resort.

Modern Waterfront Condo - Captivating Sunset Views

Sunset Resort Condo – Clearwater Beaches & Bikes
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- 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
- Jannus Live
- St Pete Beach
- Anna Maria Public Beach
- Hard Rock Casino
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Busch Gardens




