
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.

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.
LocationValueAccuracy

Private waterfront balcony, heated pool, hottub
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete
FamilyLocationBeach

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.
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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! 🤍
ValueLocationLong stay

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.
LocationValueWalkability

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.
LocationValueShared spaces

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.
ValueFamilyParking

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.
FamilyLocationOutdoor spaces

S Tampa, Walk to Bayshore (King Bed)
You’ll be close to everything in Tampa Bay when you stay at this centrally-located 2/1 condo in the heart of South Tampa! Located in an upscale neighborhood, enjoy the comforts of walking to nearby boutique’s, coffee shops & restaurants or take a 5 minute Uber ride to UT or Downtown Tampa. Walk to Bayshore, SOHO, Hyde Park & World Renowned Berns Steakhouse! Visit St. Pete & Clearwater beach, 30min car ride. Early check in/late check out available upon request.
FamilyValueAir conditioning

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.
ValueFamilyLong stay

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚
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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 !
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Popular amenities for Hillsborough County condo rentals
Weekly condo rentals

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
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Ocean Breeze • Easy - Heated Pool Access
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INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO
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3 bedroom condo with a pool on Boca Ciega Bay
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Waterfront Condo With Pool and Multiple Views!
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Amazing views on beachfront
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Indian Shores Gulf Front Rental
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Five Star Beachfront Condo Newly Renovated
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Pet-friendly condo rentals

Beach Retreat II
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Waterside Studio in the heart of TI, walk to beach
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BEACHFRONT Condo - Belleair Beach Club - RENOVATED
ValueFamilyLong stay

Sea La Vie- Studio by the bay!
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Updated Condo-Heated Pool-Private Balcony
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Beach Chill Inn #3 - Studio
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Sunset Beachfront Retreat | Steps 2 Sand & 5*s
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Penthouse Condo on Water Steps to Beach+Johns Pass
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Condo rentals with a pool

August 18-26th discounts! Beachfront 2/2 w/Jacuzzi
LocationFamilyCleanliness

Wonderful Condo - Renovated & Steps to Pool!
LocationFamilyView

Rincón Divino MB 2 Balconies, Ocean & Marina Views
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Beach Front Gulf View at John’s Pass Medeira Beach
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Condo Conveniently located to Clearwater Beach
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Tropical Beachfront Penthouse-Beach Cottages
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Beach Front at “The Shore”
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Villa Madeira 604 Luxury Gulf Beachfront Getaway
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- LEGOLAND Florida Resort
- Dunedin Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- ChampionsGate Golf Club
- John's Pass
- Epperson Lagoon
- Fort De Soto Park
- Island H2O Live!
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
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