Condo holiday rentals in Clearwater

4.98 out of 5 average rating, 101 reviews

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

Condo in Clearwater Beach

Gentle waves lapping against a sandy shore create a serene coastal scene. The sky is filled with wispy clouds and varying shades of blue, reflecting the tranquil atmosphere of the beach. The shoreline reveals patterns in the wet sand as the water recedes.

4.95 out of 5 average rating, 312 reviews

Steps 2 beach! Beachy and Luxurious! Easy Living!

Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

4.97 out of 5 average rating, 135 reviews

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 the beach 🏄‍♂️ vibes decor & accents 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.

The bedroom features a spacious bed adorned with patterned pillows, complemented by two bedside tables with decorative lamps. Artistic wall frames in muted tones enhance the ambiance. A soft glow is provided by lighting, and sheer curtains allow natural light to filter in.

4.98 out of 5 average rating, 146 reviews

Cozy condo, main floor, min to beach, heated pool

This amazing condo is a 5-minute drive to the beautiful Clearwater Beach, as well as bars, restaurants, and many other attractions. The unit is situated in a lovely, resort-style gated community that features a clubhouse, heated pool, gym, Wi-Fi, and complimentary parking. This perfect retreat offers full privacy as each room provides separate access to the bathroom. The condo is on the main floor, offering easy access in and out, and includes a laptop-friendly workspace. Just come and relax!

A cozy bedroom is illuminated by natural light streaming through large windows adorned with patterned curtains. A spacious bed is dressed with floral bedding, accompanied by decorative pillows. A bedside table holds a lamp, and a framed art piece enhances the calming atmosphere, with the pool view visible outside.

4.94 out of 5 average rating, 125 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

Condo in Clearwater Beach

A wide view of Clearwater Beach showcases soft white sand lined with colorful umbrellas and beach towels. Bathers enjoy the warm waters where turquoise waves meet lighter green ones. In the background, beachgoers can be seen near the resorts and other structures along the shoreline.

4.94 out of 5 average rating, 115 reviews

Beach Haven in South Clearwater Beach

This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

The entrance to the Avalon condo complex is presented, featuring a decorative fountain surrounded by lush greenery and palm trees. A welcoming sign indicates the name of the property. The building showcases a well-maintained façade under a clear blue sky.

4.88 out of 5 average rating, 111 reviews

Amazing main floor condo at Avalon

This one bdr newly renovated is located in Avalon at Clearwater Condo Complex, accommodating up to 3 guests (1 queen size bed + 1 foldable twin size ottoman). All furnishings are new including the patio set for the covered terrace. "In unit" washer and dryer facility. The unit is on the main floor and has everything you need: linen, pillows and covers, bath towels, iron and iron board, hair dryer, coffee maker, blender, dishes and cutlery, pots and pans, beach chairs and cooler.

4.98 out of 5 average rating, 247 reviews

An open living area features a modern kitchen with white cabinetry and a large island with bar seating. A comfortable couch is positioned in front of an electric fireplace, accompanied by a coffee table displaying books and a decorative plant. A wall-mounted TV displays a vibrant underwater scene.

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.

4.85 out of 5 average rating, 124 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

4.99 out of 5 average rating, 148 reviews

Seasalt Breeze - Easy pool access, Free parking.

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

A comfortable living area is presented with a spacious sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on a wooden accent wall, enhancing the cozy atmosphere. The open layout leads towards a bright kitchen visible in the background.

4.94 out of 5 average rating, 122 reviews

Golf Cart, 2 bed 2 Bath, Heated Pool

The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

An exterior view of a yellow condo building is depicted, featuring palm trees and shrubs. A pathway leads to a private entrance, while large windows allow ample natural light. The surrounding landscaping creates a welcoming atmosphere in the gated community.

4.96 out of 5 average rating, 135 reviews

Bright and Spacious 1Bed/1Bath condo.

Enjoy your getaway in this relaxing, clean, bright, and cozy 1 bedroom/1 bath condo on the 1st floor of a gated community, fully equipped for your stay including beach chairs, umbrella and a cooler. You will have a private entrance to the condo, free parking, a heated pool open all year, a clubhouse with a basic gym. We are conveniently located 15 minutes away from Clearwater Beach and an easy 30-minute drive to Tampa International Airport.

Popular amenities for Clearwater condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.93 out of 5 average rating, 54 reviews

A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.

Condo in Belleair Beach

Beachfront Oasis / Pool, Beach Access & Ocean View

A cozy living room corner is designed with a comfortable sectional sofa adorned with cushions in shades of yellow and black. Artwork featuring abstract designs is displayed on the walls. A round coffee table sits in front, complemented by a small yellow ottoman.

4.97 out of 5 average rating, 90 reviews

Welcome to your vacation home

5 out of 5 average rating, 19 reviews

4.96 out of 5 average rating, 52 reviews

Renovated, free Parking only 10 min to the beach

5 out of 5 average rating, 11 reviews

Condo in Belleair Beach

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Superhost

Condo in Clearwater Beach

4.82 out of 5 average rating, 51 reviews

Waterfront Clearwater Beach #16| Pool | Parking

A spacious heated pool is surrounded by palm trees, loungers, and a decorative island. The pool area features sunlit tiles, offering a refreshing escape. Nearby, a covered seating area with tables adds to the inviting atmosphere of the community.

4.89 out of 5 average rating, 84 reviews

Clearwater Vacation Rental Condo/Heated Pool

Condo in Independence Square

An open living area showcases large sliding glass doors with stunning ocean views. A comfortable seating arrangement features a dark leather couch and coordinating throw pillows. A modern ceiling fan hangs above, while a dining table is set with a centerpiece and blue accents.

5 out of 5 average rating, 20 reviews

Sea Side Sunsets Unit C

Pet-friendly condo rentals

Superhost

A view from the balcony showcases lush tropical palm trees framing the serene waters of the bay. A small boat can be seen gliding through the calm water, enhancing the tranquil atmosphere. Vibrant greenery is present in the foreground, completing the coastal scene.

4.82 out of 5 average rating, 133 reviews

Breathtaking Waterview Condo!

4.9 out of 5 average rating, 178 reviews

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

Condo in Treasure Island

Waterside Studio in the heart of TI, walk to beach

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

4.94 out of 5 average rating, 225 reviews

Sea La Vie- Studio by the bay!

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

5 out of 5 average rating, 102 reviews

Beach Days & Family Fun - Last Minute Openings

4.8 out of 5 average rating, 103 reviews

Two wicker chairs with cushions are positioned around a small table on a balcony overlooking the beach. The expansive view reveals the Gulf of Mexico and a clear sky with scattered clouds. Beachgoers can be seen in the distance enjoying the shoreline.

Condo in Indian Shores

Casa de B.O.B ... Best on Beach

A cozy living area features a teal sofa adorned with yellow and white cushions. A round coffee table sits atop a decorative rug. Natural light streams in through the large window, which is dressed in sheer white curtains, illuminating the space alongside a vibrant wall art piece.

4.93 out of 5 average rating, 68 reviews

Happy Clearwater Condo in The Avalon/King bed/gym

4.83 out of 5 average rating, 180 reviews

A bright and airy living area features a comfortable couch facing a modern television. A coffee table sits in the center, with a view of the intracoastal waterways visible through large sliding glass doors that lead to the balcony.

Condo in Madeira Beach

Lovely Water View Condo, Top Floor, Steps to Beach

4.93 out of 5 average rating, 14 reviews

2/2 WFRT condo, golf cart, dock, 2 blk to beach #4

Condo rentals with a pool

4.96 out of 5 average rating, 159 reviews

A serene beach scene captures a sunrise over the ocean, with soft sand and gentle waves. A pair of wooden chairs is positioned on the shoreline, offering a perfect spot to enjoy the view. Lush grass borders the sandy area, enhancing the tranquil setting.

Condo in Indian Shores

Good Times and Tan Lines @ #105intercoastal

A resort-style pool is situated within a gated community, featuring clear blue water and a gently curving shape. Surrounding the pool are lounge chairs, a shaded seating area, and lush landscaping with palm trees, enhancing the tranquil setting.

4.9 out of 5 average rating, 225 reviews

Very cozy quality place close to Clearwater Beach.

4.95 out of 5 average rating, 104 reviews

A heated swimming pool is surrounded by neatly arranged loungers, with palm trees providing shade. A clear sky and vibrant sunset colors reflect on the water's surface. The pool area is enclosed by a black fence, ensuring a private and relaxing environment.

Condo in Largo

Boho Beach Condo

4.98 out of 5 average rating, 51 reviews

A dining area features a spacious white table surrounded by six chairs with blue cushions. Soft lighting is provided by a decorative pendant light, and a wood accent wall adds a natural touch. A mirrored wall complements the open atmosphere.

Condo in Indian Shores

Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

4.98 out of 5 average rating, 282 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

4.87 out of 5 average rating, 76 reviews

A spacious balcony is visible, featuring white outdoor chairs. The view includes a clear blue sky, ocean waves, and the sandy beach. The surrounding area shows a neighborhood with several buildings and a street leading to the beach.

Condo in Madeira Beach

Ocean Sunset View, Steps to Beach

4.96 out of 5 average rating, 196 reviews

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

Condo in Treasure Island

~Shore Thing~ Coastal Exquisite Waterfront Condo

A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.