
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!

Waterfront Modern Chic #1 Clearwater Beach
This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

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.

Beach Haven in South Clearwater Beach
This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

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).

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.

Winter Storm Escape Sale Ocean View Steps to Beach
Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

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

Golf Cart, 2 bed 2 Bath, Heated Pool
The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

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.
Popular amenities for Clearwater Beach vacation rentals
Clearwater Beach beach vacation rentals

Beachfront Oasis / Pool, Beach Access & Ocean View

BEACHFRONT/Panoramic Views of the Gulf #201

Lux Condo w/ 2 balconies, Ocean & Marina views

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

1 BR 1 BA, beachfront! Beautiful sunsets!

Popular Beachside Studio w Relaxing Patio & Palms!

Beach Bungalow -Step in to the Sand! Indian Shores

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Pet-friendly vacation rentals in Clearwater Beach

Vintage Florida Beach Efficiency

Lemon Cottage Steps from Beach

Luxury Beach Cottage | Walk to Dining & Sunset

Cottage on Pinellas Bike Trail

Resort living in paradise

Walk Downtown and to Waterfront, Mins to Beaches

Relaxing beach gateway

Beach Retreat #24 • Walk to Beach + Pool
Family friendly vacation rentals in Clearwater Beach

Oceanfront View, Spacious Townhouse, Heated Pool

Wonderful Condo at Avalon - Fully Renovated

Blue Sea Renity -Steps to Beach| Heated Pool

Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach

New private guesthouse walk to downtown Dunedin

Lrg Heated Pool | Fire Pit | Game Rm | Family Fun

Palm Paradise - Family Amenities+Central Location

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly
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$43,714 GYD | G$52,290 GYD | G$61,493 GYD | G$49,780 GYD | G$40,158 GYD | G$41,832 GYD | G$42,459 GYD | G$35,975 GYD | G$33,256 GYD | G$33,256 GYD | G$36,812 GYD | G$38,904 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$10,458 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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