Places to stay near Clearwater Jolley Trolley

Guest house in Clearwater

The living area is furnished with a light-colored sofa and an ottoman, offering comfortable seating. A smart TV is mounted on the wall, and a wooden dining table is visible nearby. A ceiling fan provides airflow, with natural light filtering through a nearby window.

4.93 out of 5 average rating, 112 reviews

Adorable Vintage Style guest house | King size bed

Welcome to the beautiful city of Clearwater, and to our newly renovated Vintage Style Guest house. Conveniently located within 0.5 miles or 7 minutes walking to clearwater downtown, and 3 miles or 7 minutes driving to the famous and award winning Clearwater beach. Easy access to local restaurants, bars, stores, and parks. This comfortable guest home features unique layout with Vintage-modern decor, free WiFi, smart TV, LVT flooring and sleeps up to 4 people. It also offers one free parking.

Apartment in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 481 reviews

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

4.97 out of 5 average rating, 155 reviews

Spacious Key West Retreat, Fun 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.

Superhost

A bright living area features a sectional sofa that invites relaxation. A wall-mounted television displays scenic mountain imagery. Natural light fills the space through large windows, and two round mirrors enhance the open feel. The decor is complemented by light grey flooring.

Home in Clearwater

4.88 out of 5 average rating, 222 reviews

Stop Scrolling! Cozy Home• 3BED Clearwater

MODERN HOME – 3 MILES from Clearwater Beach ✨ Fully renovated 3BR/2BA home with brand-new appliances and stylish decor! Sleeps up to 8 guests comfortably. What’s included: • Full kitchen 🍽️ • TVs 📺 • High-speed Wi-Fi ⚡ • Free street parking 🚗 • Beach chairs & umbrellas 🏖️ Located in a quiet neighborhood, just a 10–15 min drive to the beautiful Clearwater Beach! You’ve just found what you were looking for — no need to keep searching! Book your stay TODAY!

Superhost

Home in Clearwater

4.88 out of 5 average rating, 124 reviews

Private room Clearwater

This is a private room on a residential home with private entrance and bathroom. Equipped with a small kitchenette, queen size bed(firm memory foam), Wi-Fi,smart TV, Netflix, AC, closet, and a table for two. Room has mini fridge, microwave, toaster, coffee maker, dishes and utensils. Perfect for couples. 3.5 miles, 8-12 min drive (depending on traffic) to Clearwater beach 🏖 3 min drive to Downtown Clearwater. 25-30 min drive to Tampa international airport.

A welcoming entrance to The Avalon features a landscaped roundabout with manicured greenery and vibrant flowering plants. A central fountain adds a serene element, while the building's architecture is framed by palm trees and blue skies.

4.95 out of 5 average rating, 111 reviews

Condo Conveniently located to Clearwater Beach

Located close to the beautiful white sand popular Clearwater Beach, with an on-site heated pool. Unit is located on the bottom floor for easy access. This condo is close to shopping and restaurants. Fully stocked kitchen, washer and dryer and everything you need for a perfect stay. There is free wifi, 130 channels of cable TV channels, Hulu and Netflix. King size comfortable bed, enclosed balcony and full access to the gym and club house with free parking.

4.99 out of 5 average rating, 132 reviews

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!

The exterior of a two-story condo building is featured, surrounded by tropical palm trees and well-maintained greenery. A paved walkway winds through the landscape, leading to the entrance of the building. The facade includes large windows, allowing natural light to fill the interiors.

4.86 out of 5 average rating, 144 reviews

Cozy 1 bedroom condo.

Enjoy Clearwater from this beautiful 700 SFT, 1 bedroom condo with year-round access to a heated pool and only a 15 minute drive from Clearwater Beach. 2nd story condo with a single flight of stairs not shared by any other apartments. Safe and quiet gated community. Gym next to the pool. Parking is unassigned with plenty of spots next to the buildings. Beach chairs, umbrella, towels, cooler and other items available for your use.

4.98 out of 5 average rating, 183 reviews

Steps to Heated Pool • Near Beaches • Gated Condo

📍 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.

A vibrant bedroom features a queen-size bed dressed in coral linens with decorative pillows. Shelves display tropical decor, while a large mirror reflects soft light. A matching dresser and small vanity are positioned against the wall, contributing to a warm and inviting space.

4.86 out of 5 average rating, 105 reviews

Avalon At Clearwater Friendly 2 Bedroom

2 Bedroom, 2 Bathroom, Sleeps 6 This apartment is on the second floor, with one flight of stairs to walk ( only 18 steps), an 1100 sq ft two-bedroom, two-bathroom condominium unit with a fully equipped kitchen, dining area, large living room, and a patio-type balcony.Master bedroom includes a queen size bed, private bathroom with a walk-in closet and 50” screen television

4.86 out of 5 average rating, 220 reviews

A spacious room is highlighted by a large bed with a geometric patterned comforter. A desk with a chair is positioned next to the bed, accompanied by wall decor and a standing mirror. Light from a window illuminates the area, creating a welcoming environment.

Flat in Clearwater

Beautiful studio with cute garden (2mile to Beach)

This is a wonderful studio in the beautiful city of Clearwater. Within a few mins driving or biking distance to the famous Clearbeach, you'll enjoy the gorgeous sunset ocean view. Easy access to local restaurants, bars, and stores. No matter you just want to chill out in the sunset or attend the concern in Coachment Park, this studio will be your perfect choice.