Holiday rentals in Clearwater

4.88 out of 5 average rating, 128 reviews

3 BR/2B pool home WiFI and Brand new furnishings

Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

4.93 out of 5 average rating, 176 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

4.97 out of 5 average rating, 131 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

4.93 out of 5 average rating, 122 reviews

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

Home in Palm Harbor

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

A serene outdoor space features a heated saltwater pool with gentle lighting, surrounded by a screened enclosure. Comfortable seating areas are arranged nearby, with a covered space for relaxation and an outdoor bar in the background, creating an inviting atmosphere for leisure and gatherings.

4.96 out of 5 average rating, 113 reviews

Luxury Oasis • Heated Salt Pool • Near Beaches

Welcome to Paradise Palms 🌴☀️- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Superhost

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.

Apartment in Clearwater Beach

4.9 out of 5 average rating, 428 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.

4.99 out of 5 average rating, 198 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

4.98 out of 5 average rating, 204 reviews

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

4.97 out of 5 average rating, 265 reviews

An open-concept living area is displayed, featuring a cozy seating arrangement and a stylish electric fireplace. A modern kitchen with white cabinetry and granite countertops is visible in the background, alongside a dining area with a round table and upholstered chairs.

Apartment in Seminole

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

4.86 out of 5 average rating, 102 reviews

Flat in Clearwater

Beach Retreat: Modern 1-Bedroom • Pet Friendly

Welcome to your dream vacation destination in Clearwater! Our 1-bedroom apartment offers a comfortable and stylish retreat, featuring a spacious walk-in shower, full-size kitchen, a cozy pull-out couch, and a comfortable queen bed. The icing on the cake? You’re just a short 3.5 miles away from the stunning Clearwater Beach! Perfect for a relaxing getaway with all the amenities you need. 🚭 No Smoking | 🚫 No Parties | ✅ 1 Parking Spot

4.99 out of 5 average rating, 108 reviews

The image captures a serene view of the canal with calm, reflective waters. Lush greenery lines the banks, while several boats are seen docked along the shore. Bright sunlight illuminates the scene, highlighting the tranquility of the waterfront setting.

Home in Palm Harbor

Tarpon Lake Escape LLC

Key West-inspired, newly furnished house on Lake Tarpon. Decorated in bright Key West style! 3 bedrooms, 2 bathrooms, 2 porches, and a ping pong table on a corner lot with over 190 feet of water property. One of the best properties on the lake! Innisbrook Golf Resort is 1/2 mile away Clearwater Beach 15 mi Tarpon Springs Sponge Docks 5 mi Downtown Dunedin 9.6mi Honeymoon Island 8.7mi TPA airport 20mi Raymond James Stadium 20mi

4.82 out of 5 average rating, 210 reviews

A spacious living area features a leather sofa and loveseat centered around a decorative stone fireplace. A wall-mounted television is positioned opposite the seating, and a round mirror hangs above a vintage-style coffee table. Natural light filters in through the windows, enhancing the room's welcoming ambiance.

Bungalow in Clearwater

Sweet Craftsman home, free bikes, near beach & DT

This beautifully renovated 1925 Craftsman style house located minutes to downtown Dunedin, downtown Clearwater and the beaches will make you feel right at home. Whether you are looking for a solo, family, romantic, friends getaway or you are working remotely, this home will provide you comfort, serenity and convenience along with fast Wi-Fi and great location.

Popular amenities for Clearwater holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Clearwater

4.99 out of 5 average rating, 79 reviews

A comfortable sleeping area features a spacious bed with white linens, flanked by two bedside tables, each with a lamp. The wall is adorned with framed images, and soft blue paint adds a calm touch to the inviting space.

Apartment in Clearwater

Clearwater beaches, Zero stairs, Heated pool

5 out of 5 average rating, 56 reviews

A modern kitchen is presented with stylish white cabinetry and a spacious concrete countertop. Two pendant lights hang above the bar seating, which features four black chairs. Stainless steel appliances, including a refrigerator and microwave, are visible, providing a well-equipped cooking space.

Apartment in Clearwater

Wonderful Condo at Avalon - Fully Renovated!

4.96 out of 5 average rating, 80 reviews

Cottage in Clearwater

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Apartment in Indian Rocks Beach

4.96 out of 5 average rating, 72 reviews

Sandy Toes, Happy Vibes elevator & pool

The kitchen features a modern design with turquoise tiled backsplash and white cabinetry. Stainless steel appliances, including a microwave and oven, are present. Open shelving showcases decorative items and plants. The spacious countertop offers ample preparation space, complemented by natural light from the nearby window.

4.96 out of 5 average rating, 49 reviews

Home in Clearwater - Cozy 2BR/2BA Retreat

Apartment in Clearwater Beach

The building structure features multiple balconies with seating and a modern design, illuminated against the evening sky. Reflections of the lights shimmer in the water, enhancing the tranquil waterfront setting. Docking spaces and tiki huts are visible in the foreground.

4.95 out of 5 average rating, 56 reviews

Luxury Waterfront 3b/3BA Condo

Guest house in Clearwater

A bright and airy kitchen and living area are visible, featuring white cabinetry and modern stainless steel appliances. A cozy sectional sofa is positioned near a window, while a subtle area rug adds warmth to the space. A flat-screen television is mounted on the wall, enhancing the functional layout.

4.98 out of 5 average rating, 43 reviews

New private guesthouse walk to downtown Dunedin