Condo holiday rentals in Clearwater

4.9 out of 5 average rating, 221 reviews

A bright living room features a gray couch with colorful accent pillows, positioned next to a coffee table. Large sliding glass doors open to a view of the patio. A rug with intricate designs lies on the floor, complemented by a cozy accent chair.

Condo in Largo

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

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

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.94 out of 5 average rating, 133 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

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.

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.

4.95 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

UPDATE: This condo community was NOT affected by the hurricane. I am very fortunate. There was NO flooding or wind damage. Kick back and relax at this roomy 1 bed, 1 bath boho beach condo. This community offers a heated pool, bbq grills and reserved, onsite laundry and parking. Stroll down the sidewalk (half mile to beach) and take in the fresh, gulf breezes as you enjoy Indian Rocks Beach. Beautiful sunsets, amazing food and a calm, relaxing beach community awaits you!

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 !

A clear blue sky hangs above a tranquil swimming pool surrounded by lounge chairs and greenery. The pool area overlooks a serene body of water, with a decorative fence and a flag gently waving in the background.

4.93 out of 5 average rating, 218 reviews

4 beds garage Charming Condo - pool & beach access

Perfect, quaint and private two-bedroom townhome on the gulf. Stay on the beach with all the comforts of home. Enjoy beach access anytime but with the luxury of a two-car garage to explore the area without worry. Sit on the enclosed screened balcony to enjoy breakfast with treelined and sunrise views for a secluded escape or benefit from a fully renovated kitchen to cook whenever you please. We are fully committed to expert cleaning between guests.

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

Popular amenities for Clearwater condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.81 out of 5 average rating, 63 reviews

The Clearwater Beach Vibe

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

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

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

5 out of 5 average rating, 5 reviews

Oceanview Seaside Cottage | Walkout Beach Access

A refreshing heated pool is surrounded by comfortable lounge chairs and lush greenery. The area features a charming pergola, complementing the resort-style architecture of the condominium buildings in the background, evoking a relaxing ambiance for guests.

4.9 out of 5 average rating, 81 reviews

Avalon Belle Vue : Pool view + Free Parking

Pet-friendly condo rentals

4.82 out of 5 average rating, 133 reviews

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.

Condo in St. Petersburg

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

4.88 out of 5 average rating, 117 reviews

The balcony area features a pair of sleek white chairs alongside a blue upholstered chair, offering a relaxing space to enjoy coastal views. Glass railings provide an unobstructed sightline to the sandy beach and the shimmering water under a clear blue sky.

Condo in Treasure Island

New Beachfront Resort Condo in Paradise

4.94 out of 5 average rating, 225 reviews

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.

Condo in St. Petersburg

Sea La Vie- Studio by the bay!

4.85 out of 5 average rating, 203 reviews

A balcony with a railing overlooks a marina filled with boats, offering views of the calm water and surrounding greenery. Two chairs are positioned invitingly, providing a space to relax and enjoy the scenery.

Condo in Madeira Beach

Live it Up @Madeira Bay Beach Pool & Marina View

4.76 out of 5 average rating, 472 reviews

A wooden walkway leads through a natural landscape, flanked by tropical vegetation and palm trees. The pathway extends toward the horizon, inviting visitors to the nearby ocean. Soft clouds fill the sky, enhancing the serene setting of Madeira Beach.

Condo in Madeira Beach

Beach Chill Inn #3 - Studio

Condo in Indian Rocks Beach

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

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.

4.8 out of 5 average rating, 103 reviews

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

Condo rentals with a pool

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

4.99 out of 5 average rating, 173 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

4.99 out of 5 average rating, 218 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

5 out of 5 average rating, 19 reviews

4.82 out of 5 average rating, 51 reviews

Waterfront Clearwater Beach #16| Pool | Parking

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

A panoramic view captures the beach at sunset, showcasing soft white sand and tranquil turquoise waters. The sun sets gently on the horizon, casting warm colors across the sky and illuminating the landscape.

4.94 out of 5 average rating, 154 reviews

Beachfront Condo with Centerline Sunsets

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.

4.98 out of 5 average rating, 51 reviews

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