Holiday rentals in Clearwater

4.95 out of 5 average rating, 112 reviews

Home in Clearwater Beach

Waterfront Coastal Bliss at Brightwater w/ Heated

PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

4.94 out of 5 average rating, 17 reviews

Apartment in Sand Key

CBC 1-15E–High-End Stay, Low Seasonal Pricing!

🌴Luxury Beachfront Condo at Crescent Beach Club 15E | Spectacular Gulf Views & Resort Amenities Looking for the perfect coastal escape? Look no further than Crescent Beach Club 15E in Clearwater Beach, managed by Sandy Feet Vacation Rentals! This luxurious 2-bedroom, 2-bath condo on the 15th floor offers breathtaking Gulf of Mexico views from every room. Fully updated with modern coastal décor, this beachfront retreat provides waterfront living at its finest, featuring three private balconies!

4.94 out of 5 average rating, 85 reviews

Apartment in Clearwater

POOL VIEW, FREE WI-FI/Parking, 1bed, 1bath

Come relax in newly renovated fully furnished, 1 bedroom/1 bath condo with generous floorspace facing the pool. This piece of heaven incorporates superb features such as private entry, cathedral ceiling and no upstairs neighbors which makes it very quiet and bright in the same time. Suitable to a family of 4 with a King bed in the master bedroom and a very comfortable Queen memory foam murphy bed in the living room. For families traveling with a baby we provide a high chair and a pack'n'play.

4.98 out of 5 average rating, 164 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

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

A modern living room features a comfortable sofa and an accent chair. A large wall-mounted television displays a serene beach scene. A decorative table holds a small plant, and a piece of abstract art adorns the wall, enhancing the space's inviting atmosphere.

4.91 out of 5 average rating, 106 reviews

Clearwater House!Near the beach!Newly renovated!

Enjoy your stay in this newly renovated home centrally located in the heart of Clearwater and the Tampa Bay Area! Family vacation, work conference, friends vacation, exploring Florida? Look no further! The home has everything you need for the perfect getaway including luxurious bedding to the max! Everything you need is within arms reach. #1 Beach in the country CLEARWATER BEACH only 20 min drive, TPA Airport 20 min away, charming Dunedin Downtown 15 min away and many more places to visit!

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.

4.94 out of 5 average rating, 100 reviews

Adorable Vintange 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.

5 out of 5 average rating, 12 reviews

A serene outdoor area features a sparkling pool and a raised jacuzzi, both surrounded by a patio with colorful planters. An umbrella casts shade over a seating area, while vibrant yellow and blue accents add a lively touch to the space.

Home in Safety Harbor

Luxe Pool Residence | Downtown | Central Located

A beautiful, spacious three bedroom - all ensuite and 4 baths home in downtown Safety Harbor featuring a private backyard pool and jacuzzi. Perfect for family vacations with lots of areas to lounge and only one block from Main Street. Includes large bedrooms, living spaces, and a huge open Chef's kitchen as well as outdoor kitchen/grill. There is a separate office and two washers/dryers. High quality furniture and bedding. You will not be disappointed. We look forward to hosting you!

4.91 out of 5 average rating, 55 reviews

Home in Palm Harbor

Private Pool! Tropical Beaches! Palm Harbor, FL

Located 10-15 minutes from beaches. 3 bedrooms , 2 full baths- primary with bathroom and SEP pool access, large guest room, 3rd room offers a twin day bed. and bunk beds. Huge warm living room. kitchen with dinette. Formal dining area. Cable/internet, stereo, Large private back yard with pool (heated for $100 per wk). Under 25LB dog requires a $210 Non refundable fee. PLEASE NOTE there is One security camera (see pics). NO Parties. Come visit the city of Palm Harbor,FL!

4.98 out of 5 average rating, 108 reviews

A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.

Home in Largo

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Apartment in Clearwater Beach

A covered balcony offers views of the Intracoastal Waterway, where palm trees line the shore. Two wicker chairs and a small glass-topped table are positioned for relaxation, while a ceiling fan provides a cooling breeze.

4.97 out of 5 average rating, 36 reviews

Walk to Beach (8 min), Pool, Hot Tub, Bay View

HOSTED BY: SANCTUARY VACATION HOMES Best location in Clearwater Beach. Located on the waterfront, it’s a short 9 min walk or 2 min drive to the beach. Also close by is Coronado Drive, where you will find Starbucks, Surfstyle Beach Shop, and many more stores and restaurants for your convenience. We are under a 10 min drive to pier 60 and the Clearwater Marine Aquarium. Pets allowed for a fee of $15 per day per pet (2 max) and an additional $100 cleaning fee.

5 out of 5 average rating, 6 reviews

Clearwater w Pickleball Court, Cinema, Heated Pool

Get ready for the ultimate Clearwater vacation! Whether you are here to perfect your serve or relax by the water, our 3-bedroom, 2-bath getaway is designed for non-stop entertainment. Insdie The home features 3 beautifully appointed bedrooms, each furnished with a plush Queen bed. Step outside to your private sanctuary featuring a heated swimming pool and a brand-new professional-grade pickleball court.

Apartment in Clearwater Beach

A communal heated pool is surrounded by lush palm trees and vibrant landscaping. The pool area features a gently curving shape with lounge chairs positioned nearby. The backdrop includes a six-story building, and a clear sky enhances the inviting atmosphere of the space.

4.89 out of 5 average rating, 35 reviews

Location! Spacious Condo I 5 Minutes to Beach/Shop

Welcome to our peaceful and spacious 6th-floor beach condo! Located in the lively center of South Clearwater Beach, this two-bedroom, two-bathroom and a queen-size sleeper sofa retreat provides a serene getaway just steps from the top-rated beach in the country. Dive into the allure of Clearwater Beach, famous for its immaculate beaches, exquisite eateries, and lively evening entertainment.

Popular amenities for Clearwater holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Clearwater

5 out of 5 average rating, 41 reviews

An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.

Townhouse in Dunedin

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

Superhost

Home in Indian Rocks Beach

4.75 out of 5 average rating, 8 reviews

Manatee Hideaway Intracoastal View & Walk to Beach

Apartment in Clearwater Beach

4.78 out of 5 average rating, 18 reviews

Sun Haven~Remodeled~Waterfront~Walk to Beach

Home in Sun City Center

5 out of 5 average rating, 5 reviews

Come visit where everyone plays in the water.

5 out of 5 average rating, 22 reviews

Heated Pool & Spa Oasis Near Clearwater Beach

4.95 out of 5 average rating, 20 reviews

The exterior of a single-story home features a light blue facade and a two-car garage. A stone pathway leads to the front entrance, surrounded by a well-maintained lawn and trees providing shade. The sky above is clear with blue hues.

Home in Seminole

Pool home pet friendly close to Mad beach

Superhost

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

4.78 out of 5 average rating, 59 reviews

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

The living space features a combination of seating options, including bright blue chairs and a vibrant yellow couch, arranged around a coffee table. A large television is mounted on a grey wall, and the adjacent dining area includes a wooden table surrounded by white chairs, with a decorative runner.