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Apartment holiday rentals in Caladesi Island

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Top-rated apartment rentals in Caladesi Island

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Guest favourite
A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.
Apartment in Largo
4.9 out of 5 average rating, 226 reviews

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

Guest favourite
A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.
Apartment in Belleair Beach
4.71 out of 5 average rating, 517 reviews

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.

Superhost
The spacious kitchen features granite countertops and modern appliances, including a refrigerator and oven. Bar seating with four stools complements a round dining table set with decorative plates. Natural light is filtered through windows, enhancing the bright atmosphere of the open layout.
Apartment in Clearwater Beach
4.79 out of 5 average rating, 311 reviews

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.

Guest favourite
An aerial view displays the beachfront condominium alongside Indian Rocks Beach, highlighting white sandy shores and a tranquil atmosphere. People can be seen enjoying the beach, with colorful umbrellas scattered across the sand. The proximity of the property to the shoreline is prominently featured.
Apartment in Indian Rocks Beach
4.88 out of 5 average rating, 377 reviews

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!

Guest favourite
Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.
Apartment in St. Pete Beach
5 out of 5 average rating, 166 reviews

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! 🤍

Top guest favourite
Apartment in Indian Shores
4.9 out of 5 average rating, 173 reviews

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.

Top guest favourite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Apartment in St. Petersburg
4.98 out of 5 average rating, 284 reviews

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.

Top guest favourite
A clear blue sky hangs above a tranquil swimming pool surrounded by lounge chairs and greenery. The pool area overlooks a serene body of water, with a decorative fence and a flag gently waving in the background.
Apartment in Indian Shores
4.93 out of 5 average rating, 227 reviews

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.

Guest favourite
Apartment in Indian Rocks Beach
4.97 out of 5 average rating, 156 reviews

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...

Guest favourite
A private balcony offers water views of the serene bay, featuring comfortable seating with two chairs and a small table. Lush greenery enhances the setting, and a decorative area rug adds color to the space.
Apartment in Clearwater
4.95 out of 5 average rating, 128 reviews

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!

Top guest favourite
Apartment in Madeira Beach
4.99 out of 5 average rating, 103 reviews

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.

Guest favourite
A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.
Apartment in St. Petersburg
4.94 out of 5 average rating, 226 reviews

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!

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