Vacation rentals with a pool in Clearwater

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

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

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Guesthouse with Pool in Palm Harbor

This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

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.

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.

Walk to BayCare Ballpark! Pool, Hot Tub, Pets OK

Escape to this pet-friendly Clearwater retreat featuring a private pool & hot tub, fast 1GB Wi-Fi, and a fully stocked kitchen. Relax in stylish comfort with Smart TVs in every room, PlayStation 5, and spacious living areas. Minutes to Clearwater Beach, restaurants, and Phillies Spring Training. Perfect for families, beach lovers & remote workers. Your Florida oasis awaits! 🌴✨ Please note that the minimum age requirement to book is 23 years old.

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Paradise palms oasis Clearwater

Paradise Peaceful oasis house is located in Clearwater Florida with spacious property inside out all remodeled for enjoying quality time for family vacations .Pet allowed 1 dog or cat to 20lb nothing over that.Pet fee $150. Heated swimming pool is on guest request . Water is set for 80 degrees. TIA 15 minutes Clearwater Beach 15 minutes St. Petersburg 15 minutes around its restaurants shoppings beautiful parks. Excellent fishing.

Artsy oasis in Clearwater

This centrally-located Clearwater house is just a short drive to beaches, airports, Dunedin, and downtown Tampa. This single-family home has a private in-ground pool, screened in porch, pergola, fire table, outdoor shower, and a variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in each bedroom, bunkbeds in the bonus room, and two queen sofa beds in the living room. Pet and family friendly.

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.

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!