
Condo holiday 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.

Beach, dolphin/manatee sightings, fishing, sunsets
Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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.

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.

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

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.

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! 🤍

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.

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.

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Ocean Breeze • Easy - Heated Pool Access
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 Hillsborough County condo rentals
Weekly condo rentals

Wonderful Condo at Avalon - Fully Renovated

Brand New condo with water views, Pool/Beaches

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Stylish NEW one bedroom condo Clearwater beach

Condo Conveniently located to Clearwater Beach

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

Bright and Spacious 1Bed/1Bath condo.

City Glam~Walk to Hyde Park Bayshore SoHo +Parking
Pet-friendly condo rentals

Breathtaking Waterview Condo!

New Beachfront Resort Condo in Paradise

Sea La Vie- Studio by the bay!

Beach Chill Inn #3 - Studio

Resort living in paradise

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

Beach Days & Family Fun - Last Minute Openings

⭐Modern Condo - Ybor City / mins from Downtown
Condo rentals with a pool

Luxury Waterfront Balcony, Heated Pool and more

Beachfront Oasis / Pool, Beach Access & Ocean View

Renovated Condo! Across the Street From The Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

POOL VIEW IN A MODERN CONDO - Feel at Home

Beachfront with Oceanview Balcony in Quiet Area

Sea Side Sunsets Unit C

Flamingo Waterfront Condo | Balcony with Views!
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Anna Maria Public Beach
- Jannus Live
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Hard Rock Casino
- Bok Tower Gardens
- North Beach At Fort DeSoto Park
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