Condo holiday rentals in Clearwater Beach Island

Newly Reno Luxury Condo 30 Steps to Paradise

POOL NOTICE The condominium association has scheduled a pool renovation project from September 12 through approximately October 5, 2026. During this time, the pool will be closed and unavailable for guest use. The beach and all other amenities are expected to remain available. Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk f

Location · Value · Parking

2 Bedroom 2 Bath 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. 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, w/ a beach wagon, chairs, towels & toys—so you can enjoy full days on the sand. Second floor condo w/ washer & dryer & free onsite parking.

Value · Location · Nearby

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!

Location · Value · Comfort

Modern design in tropical paradise

This beautiful 6-person modern chic condo hotel suite has views of the Gulf of Mexico across the sandy white beach from your private balcony. Your 2 bedrooms include 2 King beds, 2 full large bathrooms and a half bathroom in the hallway. With the use of the full-sized sofa bed, this suite will accommodate 6 people looking for a relaxing get-away. Enjoy watching the sunset into the Gulf of Mexico while enjoying a pre-dinner drink or look for dolphins who love to frolic in the early morning surf.

Value · Family · Comfort

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Location · Family · View

Spacious & Fun Key West Retreat, 2 BR, Resort Pool

🌴 😎 Stunning Key West Style Retreat featuring: - Memory Foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts. Enjoy beach 🏄‍♂️ vibes decor 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.

Location · Value · Nearby

Sandy Feet Retreat

Enjoy your stay with STUNNING VIEWS from your Very Own Balcony! This home is Fully Equipped and designed for your convenience. The Master Suite overlooks the Intra-Coastal & has its own Jacuzzi tub w/ separate shower. This End Unit allows ample lighting throughout. Located directly across the street from the infamous Shephards, and just steps to the Sugary White Sand, Clearwater Beach is known for! Walking distance to several Restaurants, Bars, Shops, & Tourist Attractions!

Value · Family · Hot tub

#2- SALE! Beautiful 2/2 Condo-ON the Sand!

Newly painted & refreshed beachfront condo, located directly on beautiful North Clearwater Beach! Unit is located on the 3rd floor with gorgeous views of the Gulf of Mexico. 2 Bedrooms, 2 bathrooms with a private balcony overlooking the beach. Sleeps 6 with the futon & an air mattress. WiFi included, Smart TV's, beach chairs, towels, toys, etc. Just bring yourselves and you are ready to go! Fully equipped full-sized kitchen with enough supplies to get you started.

Family · Value · Amenities

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Value · Location · TV

Free parking - Heated Pool - 10 min to Beach

📍 Stay in The Avalon at Clearwater, a gated community with a heated pool, fitness center, clubhouse, and free parking. Walk to Publix, restaurants, cafés, and shopping. Just 15 minutes to Clearwater Beach, 20 minutes to Tampa Airport, and convenient to Dunedin, Safety Harbor, Honeymoon Island, St. Petersburg, and other top Gulf Coast attractions. Perfect for beach getaways, business travel, snowbirds, and extended stays.

Location · Value · Access

Dockside~Waterfront~Walk to Beach~Central Location

Welcome to Dockside Escape-305, your Clearwater Beach home away from home! This is a 2bd/2ba 1100 sq ft non-smoking condo located in the heart of south Clearwater Beach on the intracoastal waterway. Enjoy coffee on the balcony while watching dolphins, or take your latte to go for a short 1.5 block walk to the public beach access. Everything is within walking distance of this condo! Contact us if you have any questions.

Family · Value · View

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...

Family · Location · Laundry