
Condo vacation rentals in Hillsborough County
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Top-rated condo rentals in Hillsborough County
Guests agree: these condos are highly rated for location, cleanliness, and more.

Perfect Location - Mins from TPA, Stadiums & Ybor
Enjoy a stylish experience at this centrally-located home. Staying in our 2 bedroom, 1 bath duplex home is staying in functional luxury! The retro kitchenette with sink, keurig, micro, fridge, griddle and toaster, truly set the vibe. 2 miles from TPA Airport, BUCS & Yankees Stadiums, Westshore & International mall. 15 minutes to Ybor City, Downtown & popular beaches.30 minutes to Busch Gardens & USF! Excellent WIFI. Bathtub/shower. Beautiful plant oasis on the front patio! Relaxation awaits you!

Lovely Waterview Condo/ heated pool
Entire suite waterfront condo. Quiet peaceful place with an amazing front waterview is very central to access the entire Tampa Bay area. Just 5 mins from Tampa International Airport10 mins to Raymond James stadium, 10 mins to International Mall , 15 mins to downtown Tampa , Ybor city and more, We are located in Tampa Bay in a condominium ( but we are not part of it) Private balcony, unit is equipped and accommodated with the essentials to provide you a great stay during visit in Tampa FL.

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Little Harbor Resort #109 Tampa Bay FL Beach, Pool
Little Harbor Resort is a paradise packed with amenities. Enjoy 2 pools, Jacuzzi, Beach on Tampa Bay (not Gulf), 2 restaurants, Tiki Bar, tennis, pickleball, basketball, playground, fishing charters, sightseeing cruises, and Freedom Boat Club. The Inn at Little Harbor River Delight Studio is a ground-floor, non-smoking studio which features a kitchenette, fridge, microwave, sink, in counter hotplate, dishwasher, coffee maker with two luxurious queen beds, and captivating island decor.

⭐Modern Condo - Ybor City / mins from Downtown
★Located in the heart of Ybor city's historic 7th Avenue. A short walk to some of the best restaurants, bars, and concerts in South Tampa; yet far enough from the noise and crowd. Free trolley down the street to Downtown Tampa. Meticulously designed in a modern contemporary style with high quality furniture. ★ Please note, due to condo regulations, we can accommodate no more than 4 adults. However, young children and toddlers are welcome, with a maximum total occupancy of 5 guests.

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand
Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

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.

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun
Entire ground floor De Luxe condo with washer/dryer in the unit located within minutes of Tampa Bay's main attractions like Bush Gardens, Hard Rock Casino, Tampa Aquarium, Top Golf, Ybor City, I Fly, shopping and beaches. Enjoy this lovely ground floor Condo with a relaxing community pool and convenient Keyless entry (owner on site if needed). Only 10 min to Downtown Tampa, convention center. Newly Renovated pool, tennis, volleyball, Pickleball, Disc Golf and 24/7 Gym.

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!

Location! 1 Block from Bayshore / SOHO / Hyde Park
Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Children’s or Adult Gasparilla Parade weekends per HOA policy.

Bright Clearwater Condo, Heated Pool, Near Beaches
📍 Stay in The Avalon at Clearwater, a gated community with a heated pool, fitness center, clubhouse, and free parking. Walk to Publix, restaurants, cafés, and shopping. Just 15 minutes to Clearwater Beach, 20 minutes to Tampa Airport, and convenient to Dunedin, Safety Harbor, Honeymoon Island, St. Petersburg, and other top Gulf Coast attractions. Perfect for beach getaways, business travel, snowbirds, and extended stays.
Popular amenities for Hillsborough County condo rentals
Weekly condo rentals

Beachpoint @ Little Harbor

Relax in a Newly Renovated Beach Front Paradise

Treasure Island Waterfront

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Live-Love-St Pete! Hipster 1 bdrm Studio in DTSP!

Beach Chill Inn #3 - Studio

The Cozy condo at Belleview Gulf #371

Madeira Beach Retreat. Views, Pool, Location!
Pet-friendly condo rentals

Penthouse,intercoastal, 3/3 views/heated pool

Waterfront Resort Condo w/ Pool

Lovely Condo minutes from beach & King bed

Beach Retreat I

Studio retreat by the lake

Luxury Seashell Oceanfront Condo with Pool

Beach Retreat #24 • Walk to Beach + Pool

Sunny St. Pete Getaway with Dolphins
Condo rentals with a pool

The Mad Pearl

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Boho Beach Condo

Luxury Beach Condo - 3BR/3BA

3 bedroom condo with a pool on Boca Ciega Bay

2/2 Oceanside Modern Condo with Amazing Ocean View

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

Salty Air Retreat
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Lido Key Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Hard Rock Casino
- ChampionsGate Golf Club
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
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