
Vacation rentals in Clearwater Beach
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Top-rated vacation rentals in Clearwater Beach
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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.

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.

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!

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! 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 of Mexico 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!

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.

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).

Quiet Beachfront Bungalow on Florida’s Gulf Coast
Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Ocean Breeze • Easy - Heated Pool Access
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

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!

Beachy Bayfront Condo Walk to Beach
🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴♂️🏄♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more. We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.
Popular amenities for Clearwater Beach vacation rentals
Clearwater Beach beach vacation rentals

Relax in a Newly Renovated Beach Front Paradise

BEACHFRONT/Panoramic Views of the Gulf #201

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Beachfront Condo with Centerline Sunsets

1 BR 1 BA, beachfront! Beautiful sunsets!

Winter Storm Escape Sale Ocean View Steps to Beach

Beach, dolphin/manatee sightings, fishing, sunsets

Beach Bungalow -Step in to the Sand! Indian Shores
Family friendly vacation rentals in Clearwater Beach

Blue Sea Renity -Steps to Beach| Heated Pool

Lovely Condo minutes from beach & King bed

Heated Pool, Hot Tub, Golf & Games-12 min to Beach

Tranquil "Ocean Breeze Retreat"

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly

Palm Paradise - Family Amenities+Central Location

Clearwater Gameroom- Pool/Mini golf/Home Theatre

3 Bedroom Waterfront Paradise Sleeps 8
Pet-friendly vacation rentals in Clearwater Beach

Vintage Florida Beach Efficiency

Lemon Cottage Steps from Beach

Pet-friendly Beach Home with Heated Pool & Spa

Bay Lake Cottage

Cottage on Pinellas Bike Trail

Resort living in paradise

Tropical Oasis Retreat w/ Heated Pool

Walk Downtown and to Waterfront, Mins to Beaches
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,741 GYD | G$52,322 GYD | G$61,530 GYD | G$49,810 GYD | G$40,183 GYD | G$41,857 GYD | G$42,485 GYD | G$35,997 GYD | G$33,276 GYD | G$33,276 GYD | G$36,834 GYD | G$38,927 GYD |
| 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 |
All about Clearwater Beach
Located on a barrier island, Clearwater Beach is a slice of paradise that stands apart from its parent city, Clearwater. Although only separated by a ribbon of water, the pair have distinct personalities. Clearwater Beach boasts 2.5 miles of white sand beaches on the Gulf of Mexico, whose warm, shallow waters are favored especially by those seeking a family-friendly getaway. Rows of colorful umbrellas and beach chairs line its perfect shore, where people gather nightly to enjoy the sunset and live music at a festive pier. Clearwater, with its quaint downtown, has its charms, too.
What are the top things to do in Clearwater Beach?
Clearwater Beach
Coated in fine, sugary sand, the island’s main beachfront is well loved for its placid, shallow waters perfect for wading and splashing around. The beach is hugged by a lengthy palm-lined promenade populated by cyclists and pedestrians, and everything you need for a fun day at the beach — food, drink, gear rentals — is available nearby. Two hours before sunset, Pier 60, the beach’s 1,080-foot fishing pier, comes alive with street performers, musicians, and craft vendors as part of its sunset celebration, which happens 365 days a year — weather permitting.
Caladesi Island State Park
Live the life of a (very lucky) castaway for a few hours on this pristine island wilderness. Here you can pilot a kayak through shady mangrove forests, explore inland where slash pine and oak trees grow, or relax on one of the few barrier reef beaches in Florida that has escaped development. Most people who visit Caladesi State Park take a private boat or catch the Caladesi Island Ferry from Honeymoon Island State Park, which is located about a 25-minute drive from Clearwater Beach. If you’re feeling adventurous, you can also walk to the park from Clearwater Beach — but be sure to plan ahead and bring water, as the 3-mile walk can take more than an hour. You can rent kayaks, chairs, and beach umbrellas on the island, as well as nosh on fare like fish and chips at a small cafe.
Sand Key Park and Beach
If you’re looking for a respite from the busier Clearwater Beach, tranquil Sand Key Park and Beach is fewer than ten minutes away by car. While you may leave crowds behind when visiting Sand Key, you don’t have to forgo amenities. This 95-acre park encompasses a beach, nature trail, grills, concession stands, gear rental, and a playground. Benches overlooking a salt marsh offer a chance to spot some of the many birds that live here, including spoonbills and great horned owls.
Quick stats about vacation rentals in Clearwater Beach

Total vacation rentals
Explore 1,340 vacation rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach vacation rentals start at G$10,464 GYD per night before taxes and fees

Verified guest reviews
Over 60,180 verified reviews to help you choose

Family-friendly vacation rentals
710 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 330 rentals that welcome pets

Vacation rentals with a pool
1,070 properties feature pools

Rentals with dedicated workspaces
680 properties have a dedicated workspace

Wi-Fi availability
1,330 of Clearwater Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Beachfront, Self check-in, 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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