Condo holiday rentals in Hillsborough County

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Top-rated condo rentals in Hillsborough County

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Guest favourite
A resort-style pool is surrounded by vibrant greenery and palm trees. Lounging chairs are arranged beside the water, creating a relaxing outdoor space. The sky is bright with a few clouds, complementing the tranquil atmosphere of the community.
Condo in Tampa
4.73 out of 5 average rating, 415 reviews

SUN/BIZ Getaway/King bed/resort Pool/pickleball

Great business getaway, less then 15min. from downtown! Peaceful quiet relaxing! Modern one bedroom condo for business, pleasure, or getaway. King size bed in private bedroom. Sofa bed, and Queen air mattress, can sleep up to 4 people. Close to all Tampa has to offer, as well as beaches, Busch Gardens Disney World all driving distance Enjoy the Florida sun relaxing in a hammock by the resort style pool! Additional fees $25 to check in 1hr. early $20 if ID not submitted in 2hrs on day of booking

Top Guest favourite
Condo in Clearwater
4.97 out of 5 average rating, 134 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.

Top Guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Condo in Treasure Island
4.99 out of 5 average rating, 208 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Top Guest favourite
A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.
Condo in Tampa
4.98 out of 5 average rating, 232 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Top Guest favourite
Condo in Tampa
4.99 out of 5 average rating, 422 reviews

Breathtaking Penthouse Views of Downtown Tampa Bay

Spoil yourself with luxury in this spacious and modern high rise. Breathtaking views of Downtown Tampa and the Bay from the unit and walk-out balcony over 20 stories up! Much nicer than any downtown hotel. Conveniently located 10 minutes from airport and close to everything in downtown Tampa...Amalie Arena, Convention Center, Riverwalk, Florida Aquarium, grocery stores, restaurants, museums, theaters, parks, shopping. Just a short drive to Ybor, Busch Gardens, beaches, airport, and more.

Top Guest favourite
An open kitchen features a spacious island with modern bar stools alongside a stylish countertop. Stainless steel appliances, including a stove, are visible. A desk area with industrial-style accents complements the space, while a cozy seating arrangement is situated to the right.
Condo in Tampa
4.97 out of 5 average rating, 154 reviews

Beautiful & Amazing Loft Oasis!

Clean, new and private sanctuary in historic Tampa Heights. Central Air, Strong Wi-fi and Washer/Dryer. This suite has flexible self check in, equipped with TV, Full Kitchen, Coffee Maker, Hair Dryer and Complimentary Coffee. Walking distance to Armature Works, Tampa Riverwalk and Ybor City. 3 min drive to I-275 and I-4. 10 min drive to Tampa airport, downtown Tampa, Amalie Arena, Busch Gardens. 15 min to Raymond James Stadium, Florida Amphitheater, 35 min to nations best beaches.

Top Guest favourite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Condo in Tampa
4.95 out of 5 average rating, 342 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Guest favourite
A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.
Condo in Tampa
4.92 out of 5 average rating, 522 reviews

Tropical Waterfront Escape

Custom-designed, privately owned condo that is both relaxing and peaceful. Located in the only all-water-front resort in the city makes this one of Tampa's best hidden secrets! The space is one of a kind and comes fully furnished and equipped with everything you could possibly want or need including a gourmet kitchen, heated pool, restaurant/bar, outdoor fitness circuit, volleyball courts, tiki huts, relaxing firepit, high speed WiFi ... and that's just the beginning!

Guest favourite
A modern living area features a gray sofa adorned with colorful pillows. A white coffee table is placed on a soft area rug. Large sliding glass doors provide direct views of the waterfront, while palm trees can be seen just outside, enhancing the tropical ambiance.
Condo in Tampa
4.89 out of 5 average rating, 182 reviews

Luxury Blue Haven - Stunning Tampa Bay Views!

Experience breathtaking waterfront views from your private balcony at Sailport Waterfront Suites, Tampa. This stunning 1BR/1BA condo is beautifully renovated and offers direct water views, providing the perfect balance of relaxation and adventure for you and your group. Enjoy easy access to exciting local attractions while indulging in the peace and tranquility of this desirable location. With an array of amenities, your stay is sure to be comfortable and memorable.

Top Guest favourite
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.
Condo in Clearwater
4.99 out of 5 average rating, 145 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

Top Guest favourite
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
4.96 out of 5 average rating, 191 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩‍💼 Service with Heart — Your comfort always comes first

Guest favourite
An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.
Condo in Redington Beach
4.86 out of 5 average rating, 352 reviews

Royal Orleans at Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

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