Family-friendly holiday rentals in Hillsborough County

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Top-rated family-friendly rentals in Hillsborough County

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Guest house

4.99 out of 5 average rating, 316 reviews

Paradise Cottage Largo high ground Safe - Beaches

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Guest favourite

Home

4.9 out of 5 average rating, 424 reviews

Beautiful cozy Riverside Heights home

Relax in our elegantly decorated home centrally located in a historic high end neighborhood . This is a beautifully restored home with still a bit of old charm of hardwood floors. After your morning coffee, take a stroll to Armature Works for food , fun and some rooftop views of the Tampa’s skyline while enjoying sun rays. After a full day, take a quick Uber to enjoy some of the best restaurants within a few miles. Please NOTE: There is a separate Mother-In-Law suite in - Armature< 1 mile

Guest favourite

Townhouse

4.99 out of 5 average rating, 430 reviews

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs

Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

Guest favourite

Apartment

4.8 out of 5 average rating, 107 reviews

Beautiful and spacious condo centrally located

As proven by the many reviews, we take cleanliness very seriously. To further insure the cleanliness of the property, we thoroughly disinfect frequently used areas such as: Doorknobs, switches, handles, bedside tables, bathroom sinks, toilets, counters, TV remotes, and thermostat. Condo is walking distance to shopping, food, and entertainment. Within minutes to beaches, Moffit, VA hospital, USF, downtown, Ybor, Malls, Bush Gardens, Zoo, Museums, and more. Orlando is within an hour drive.

Guest favourite

Bungalow

4.85 out of 5 average rating, 393 reviews

'Ole' Florida Cottage - Historical Old NE

This is our 1921 cottage with old Florida charm -GREAT LOCATION! A block from the Bay Beach, parks, and four blocks from downtown St. Petersburg & the Vinoy. A short walk to great restaurants, cafés, bars, galleries, & museums. This clean, charming cottage includes a large enclosed porch with large wicker chairs to relax and enjoy your morning coffee or evening cocktail. Newly renovated bathroom. Ceiling fans, full kitchen, many windows for light & charm. We think you will love it!

Guest favourite

Rental unit

4.84 out of 5 average rating, 448 reviews

* Spacious Hyde Park Apartment *

This location is hard to beat!! This tranquil apartment is one of four, located in a historic building from 1910 in Hyde Park! It is conveniently located within walking distance to Downtown Tampa, shopping and restaurants, yet is located on a quiet peaceful street. In the midst of Hyde Park, close to absolutely everything... The Tampa Convention Center, The Riverwalk, Hyde Park Villages, University of Tampa, Downtown, Davis Island, Tampa General Hospital, Amalie Arena and Bayshore Blvd.

Guest favourite

Rental unit

4.83 out of 5 average rating, 281 reviews

⭐ Affordable modern luxury - Ybor City - 2BD / 2BA

★ 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.

Guest favourite

Farm stay

4.98 out of 5 average rating, 178 reviews

Farm and lake stay at Malfini Cay

PRIVATE GUESTHOUSE...Lakefront -full kitchen living room-very large bedroom-full bath-2.5 acres. Newly decorated/remodeled. 2 flat screen TVs-Roku (Netflix and Spectrum app)-WIFI -laminate flooring-high thread count sheets-comfy queen bed. IKEA sleeper sofa in livingroom. All kitchen appliances with coffee bar/Keurig-W/D. Wooded setting-beautiful views of ski lake. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Guest favourite

Guest house

4.97 out of 5 average rating, 286 reviews

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Guest favourite

Bungalow

4.94 out of 5 average rating, 279 reviews

The Lemon House near Downtown Tampa

Settle in at The Lemon House, our 1949 2/1 bungalow, offers a central location to all of what Tampa offers. North Hyde Park is minutes from UT & Tampa’s Downtown scene: Armature Works, Riverwalk, Historic Hyde Park, The Heights & Bayshore. Prime for conventions, concerts, the port, sport attractions, Zoo, Aquarium, Busch Gardens & Beaches (30mins). Overall central for an eclectic variety of restaurants, parks, breweries and nightlife.

Guest favourite

Guest suite

4.95 out of 5 average rating, 276 reviews

Tranquil poolside guesthouse on the river

The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

Guest favourite

Townhouse

4.96 out of 5 average rating, 183 reviews

★RUSTIC RESERVE★ Walk to Hyde Park, SOHO, Bayshore

Location, Location, Location! Completely updated 2/2.5 condo. Park in your private parking space and walk everywhere. It is located in the heart of South Tampa and within walking distance of SOHO nightlife and Hyde Park restaurants. 5 - 10 min Uber ride to downtown, Amelia Arena, and Ybor. Walk to Bern's Steakhouse, rated as one of the top 5 steakhouses in the nation. I hope you enjoy your stay!