House holiday rentals in Hillsborough County

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 144 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

4.98 out of 5 average rating, 213 reviews

A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.

Home in Town 'n' Country

The T and C Club

Welcome to The T and C Club! A featured home for the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

4.81 out of 5 average rating, 121 reviews

Home in Carrollwood

Family-friendly getaway home in the heart of Tampa

Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.

4.98 out of 5 average rating, 269 reviews

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd, near Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins (with the option to convert to a King) custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after area.

4.92 out of 5 average rating, 171 reviews

Tampa 3BR | Hot Tub | Near Airport & Downtown

3-bedroom, 2-bathroom retreat that seamlessly blends urban convenience with cozy tranquility. Tucked in close proximity to downtown, you'll revel in the ease of accessing the city's dynamic attractions, exquisite dining, and abundant entertainment options. ✔ 3 Cozy Bedrooms ✔ Stand Alone Bathtub ✔ Hot Tub ✔ Airy Open Living Space ✔ Well-Appointed Kitchen ✔ Smart TVs in every Bedroom and the Living Room ✔ High-Speed Wi-Fi ✔ Convenient In-Unit Laundry ✔ Complimentary Parking

A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.

4.95 out of 5 average rating, 300 reviews

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

Beautiful historic bungalow located in the heart of Tampa, close to everything the city has to offer. Featuring a rustic boho design, our home provides a relaxing retreat just 5 minutes from Downtown Tampa. Enjoy the convenience of free parking and easy self check-in, along with a fully stocked kitchen, SMART TVs, and a laundry room. The bohemian atmosphere makes it ideal for vacations, romantic getaways, family visits, concerts, sporting events, or work trips.

4.98 out of 5 average rating, 193 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

4.99 out of 5 average rating, 176 reviews

Hacienda Hideaway w/ heated pool

Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.

A cozy bedroom is highlighted by large windows that allow ample natural light. A spacious bed is adorned with soft bedding and decorative pillows in neutral and warm tones. A fresh plant is visible through the window, adding a touch of nature to the interior.

4.94 out of 5 average rating, 112 reviews

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball

Welcome to Havana Loft, located in Tampa, Florida—experience Cuban-inspired charm without a passport. Immerse yourself in the perfect blend of vintage vibes and modern comfort while making the most of an incredible outdoor oasis. Bask in the sunshine, fire up the grill for a delicious meal, unwind by the cozy firepit, or challenge your crew to a game of bocce ball or crush them in a game of cornhole!

4.81 out of 5 average rating, 135 reviews

Walk to Raymond James · 4BR Villa, Sleeps 8

Escape to our Paradise Villa: Your Tampa Oasis Awaits! This cozy villa is minutes from Raymond James Stadium, Tampa International Airport, cruise ports, and downtown. Near Al Lopez Park, ZooTampa, and Busch Gardens, it’s perfect for football fans, families, or cruise travelers. Book now and discover why our Paradise Villa is Tampa’s hidden gem—your perfect stay starts here!

4.88 out of 5 average rating, 375 reviews

Beautiful Home In S Tampa Near Water & Downtown

Beautifully renovated 4-bedroom home featuring 2 king and 2 queen beds, a state-of-the-art chef’s kitchen, and 3 full baths. Includes WiFi, laundry, AC/heat, and a private office/library. Steps from Bayshore, UT, downtown River Walk, and the Convention Center—perfect for families, business stays, and event travel. Guest house available upon request.

An inviting single-story home features a warm yellow exterior. A well-kept front yard includes palm trees and lush greenery, while a concrete driveway leads to a garage. Large windows allow natural light to illuminate the entrance, enhancing the welcoming appearance of the property.