Family-friendly holiday rentals in Hillsborough County

Charming private guest house.

Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

Multi-Award Winning & Top 5% Rated on Airbnb 2025

“The Pickett Fence” is a recognized Historic Farmhouse Inn that was built in 1920’s. ~SORRY, NO CHILDREN!~ Included: *Free WiFi *FireStick, Netflix, Hulu, Peacock, MAX *Paramount+ *3 large bedrooms W/TV & Fire-stick *2.5 baths *Chef Gourmet Kitchen & amenities *Private Hot-tub for 6 with Bluetooth Only minutes away to- 😍 Ybor Downtown Amalie Arena Convention C. Riverwalk Raymond Stadium Adventure Is. Busch Gardens USF T.I.A International Mall Westshore Mall 20-25 Minutes to- Beaches

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.

Home away from Home

Our 1100 sf Home Away from Home has been completely renovated from head to toe! It's also close to everything that Tampa has to offer. Restaurants, breweries, downtown, the airport, sports/concert arenas, the zoo, the aquarium, Ybor & the Riverwalk. Don't feel like eating out? Fire up the grill or utilize the full kitchen. Ready to relax? As the day ends, enjoy a glass of wine on the back patio or take a sunset walk along the Hillsborough river, across the street at Rivercrest Park.

Farm and lake stay at Maison de L'eau Douce

LAKEHOUSE PRIVATE cabin-farmhouse décor-full kitchen/living room-cozy bedroom/full bath-W/D- 2.5 acres-2 flat screen TVs with Roku (Netflix, Spectrum cable app, and more)-bamboo hard wood flooring- high thread count sheets-very comfy queen bed. IKEA Sleeper sofa in livingroom. Kitchen: gas range-dishwasher-microwave-Keurig machine. Wooded setting-large deck with views of the lake. WIFI. Gas grill/firepit. HOUSEBROKEN PET FRIENDLY. WE NOW CHARGE A PET FEE (see below for details).

Tampa Heights Bungalow (Close to UT, Downtown)

Bungalow style home located in historic Tampa Heights. Really convenient to everything. Just minutes from Downtown Tampa, University of Tampa, Raymond James Stadium or Busch Gardens. All the furnishings are set up for your enjoyment and comfort. You will have the entire house which is located in a great area just north of Armature Works and the Riverwalk. Whether you are visiting Tampa for business or pleasure, you will be much more comfortable here than staying in a hotel.

Luxury Holistic Oasis by Bayshore/Hyde Park/SoHo

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Bliss...Serta iComfort Foresight & Nectar gel memory foam mattresses. SoapBox spa quality toiletries and amenities. Walk to Bayshore Blvd (0.2mi) or SoHo/South Howard Ave (0.4mi). Centrally located near Bayshore Blvd, Hyde Park & Palma Ceia. Hyde Park Village, Tampa Convention Center & Tampa General Hospital are a 6-minute drive.

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.

Backyard Bungalow in Old Seminole Heights

Newly renovated "studio" In-law suite built in 1947. The suite is flooded with natural light and exposure from all angles. Access to backyard. Full kitchen w/ stainless steel appliances, A/C and stackable washer/dryer (detergent is not provided) Complimentary: coffee, tea, basic condiments and spices, shampoo/conditioner, body wash, three complimentary bottles of water (for arrival only), coffee maker and toaster in suite.