
Holiday rentals in Clearwater Beach
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Top-rated holiday rentals in Clearwater Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Marie's Oasis‐4 min walk to sandy white beaches!
Marie's Oasis is a fully remodeled 3 bedroom, 2 full bath beautiful retreat for guests. There is plenty of room for the whole family with our oversized bedrooms, full kitchen & cozy living room. The spacious outdoor patio includes a shaded gazebo with bar, an outdoor kitchen and one of the LARGEST POOLS in the neighborhood! We are just a 4 min walk from the beach. Just a short walk south, you will find yourself among some of our favorite shops and restaurants. It's so fun you wont want to leave!

NEW! High End King Mattress! 10 Steps to the beach
AMAZING LOCATION! Located within crawling distance of the sugary white sands of the world famous Clearwater Beach! Equipped with a Premium King Casper Wave Hybrid Snow Mattress which retails at $4,000, to ensure an amazing nights sleep. Located in a small building with just 6 units, only 1 house from the beach. Walking distance to practically everything in town including many great restaurants, bars, shops, Pier 60, the marina & more, yet still located on a quiet street. No car is necessary!

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6
🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Lemon Cottage Steps from Beach
1925 beach cottage with king size bed, new kitchen with granite countertops LG stainless steel double over, just 130 steps to the sand with no streets to cross. Sofa bed in living room total 2 sleeping areas. Great location with Frenchy s Rockaway Grill and Crabby s just 2 blocks away and Pier 60 5 blocks walk Enjoy a commercial size hot tub right out your back door with large wood party deck tin roof gazebo or private hot tub in Balinese style Cedarwood Hut

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

CWB Retreats at Baymont Lofts - Loft A
Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.

Luxury Beach Bungalow | Walk to Dining & Sunset
Welcome to Mango! Nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits! 🥭

2BR | Oceanfront, Backyard Beach, Fully Equipped
Experience luxury coastal living at Indian Shores in this beautifully appointed beachfront retreat at Sunplace. Featuring 2 spacious bedrooms with a king and queen bed, plus a full-size roll-out bed and Pack ’n Play, this fully equipped condo is perfect for families and groups. Enjoy direct beach access, stunning Gulf surroundings, resort-style amenities, and easy access to local dining, shops, and nearby Clearwater Beach.

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...

Resort living in paradise
1-bedroom, 1-1/2 bath modern chic condo hotel suite can accommodate 5 people. It features a King bed, with a Nectar memory foam mattress and a full bathroom in the master bedroom, a den area with a twin sofa bed that can accommodate an additional 2 people on the full-sized sofa bed. Enjoy people-watching from three to four stories above the activity. You can even catch a glimpse of the beach to the west.

Modern Pet-Friendly Beach House w/ Heated Pool & S
Unwind in this serene 2‑bed, 2‑bath Clearwater retreat featuring a heated saltwater pool, spa, and sun‑soaked tanning deck. Nestled in a quiet, welcoming neighborhood near Honeymoon Island, Dunedin, and Clearwater Beach, this oasis is perfect for relaxing, reconnecting, and creating unforgettable memories with the ones you love.
Popular amenities for Clearwater Beach holiday rentals
Other great holiday rentals in Clearwater Beach

Boutique Stay Near the Bay | Walk to Downtown.

Heated Pool•Gym•Sauna•Hot Tub•Fire Pit & 7 Beds!

Four Bedroom Presidential, Clearwater A820

GulfPort Paradise, Bali-like Oasis with Pool

Beach in 90 Seconds w/ Hot Tub, Coffee Bar & Games

New Waterfront house pool hot tub golf cart kayaks

Premium Beachfront! Amazing Views! ~201 Surfside

Beachfront Luxury Corner Unit, Balcony, Pool
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $247 SGD | $314 SGD | $379 SGD | $308 SGD | $248 SGD | $259 SGD | $262 SGD | $222 SGD | $206 SGD | $206 SGD | $227 SGD | $240 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals in Clearwater Beach

Total holiday rentals
Explore 1,330 holiday rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 62,730 verified reviews to help you choose

Family-friendly holiday rentals
680 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 330 rentals that welcome pets

Holiday rentals with a pool
1,100 properties feature pools

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wifi availability
1,310 of Clearwater Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Clearwater Beach rentals

4.8 Average rating
Clearwater Beach stays are highly rated by guests – averaging 4.8 out of 5!
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