
Places to stay near Clearwater Jolley Trolley
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Top-rated vacation rentals near Clearwater Jolley Trolley
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Lovely Condo minutes from beach & King bed
Kick back and relax in this calm, stylish space.Minutes away from Clearwater Famous Beach.You will be pleased with high ceilings and open floor plan.King size bed in the Bedroom with balcony and 55" smart Tv. Walk-in closet and updated bathroom. Spacious covered patio style balcony. Full-size washer and dryer inside the unit. Fully updated and equipped kitchen. Specious living room with a sleeper sofa that can sleep two quests and 65"smart Tv. Heated outdoor pool, gym, fast wifi internet, cable

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Walk to Downtown and Waterfront - Private Yard
Steps to Main Street and minutes to beaches, yet tucked away on a quaint prime downtown street. Private yard with grill in terrific location. Walk to restaurants, breweries, shops, and live music. Walk to Dunedin's stunning sunsets or drive minutes to award-winning beaches such as Honeymoon & Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury leather couch that sleeps 2 more. Loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today!

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.

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 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.

Clearwater Studio Getaway
Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

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.

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.

Ocean Breeze • Easy - Heated Pool Access
📍 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.

Hmmm...Peace and Tranquility! Just Relax!
30 min from Tampa International Airport and in 15 minutes from St Pete International Airport, you get to this Location. The resortlike complex, is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. We hope you and your loved ones make joyful memories filled with laughter, memorable moments, a restful and safe vacation at our place.

Home away from home!
Enjoy a comfortable private studio in Clearwater, perfect for up to 3 guests. Features a queen bed, sofa bed, private bathroom, fully equipped kitchen, Netflix, and free private driveway parking. Relax in the private fenced courtyard, where smoking is permitted. Located approximately 5 miles from Clearwater Beach, close to restaurants, shopping, and entertainment. Thoroughly cleaned after every stay!

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.
Popular amenities for vacation rentals near Clearwater Jolley Trolley
Condo rentals with wifi

Seaside Paradise at Clearwater - Resort Style

Private Ocean View Beach Retreat with Balcony

The Avalon-Luxe & Relax Corner Condo, Free Parking

Charming Condo Minutes From Gorgeous Beaches

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Amazing views on beachfront

Amazing main floor condo at Avalon

Cozy Vacation Condo Near Clearwater Beach
Family-friendly house rentals

Specious home W/ Heated Pool ! ! ! Great Location.

Coastal Escape: Heated Pool, Playground&Family fun

Heated Saltwater Pool Home 3 Miles to Beach

Palm Oasis | Heated Pool | Near Beaches

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Hot Tub, Heated Pool, Minutes to Clearwater Beach

Paradise palms oasis Clearwater

Retro Dream Near Clearwater Beach & Pet Friendly
Apartment rentals with air conditioning

Renovated Retreat

Upper Old Oaks Bungalow 15 min to Clearwater Beach

Beach Bliss Getaway- Stylish 1 Bedroom Apt

Relaxing beach gateway

Tropical Paradise

Loving Apartment!

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Coastal Retreat Near Madeira Beach With Game Room
Other great vacation rentals near Clearwater Jolley Trolley

Wonderful Condo at Avalon - Fully Renovated!

Providence Cove | Heated Salt Pool • Sleeps 12

Avalon. Clearwater. Cozy condo. Pool view.

Pool/Work Station/Patio/Self Check In/Full Kitchen

Serenity Pool Side Condo, Clearwater

Harbor Villa | Waterfront Pool & Spa | Firepit

Clearwater Duplex Near Downtown | Minutes to Beach

Designer Home | 10 Min to Dunedin Waterfront
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Cortez Beach
- Anna Maria Public Beach





