
Family-friendly holiday rentals in Oldsmar
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oldsmar
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Tampa Little House Castilla
This memorable place is anything but ordinary. If you are looking for a quiet, relaxing and private stay this is the right place, an unforgettable experience very comfortable for your needs in an exclusive neighborhood of Tampa close to the airport Este lugar memorable es cualquier cosa menos ordinario. Si busca un estadia tranquilo , relajante y con privacidad este es el lugar indicado,una experiencia inolvidable muy cómoda a sus necesidades en un barrio exclusivo de tampa cerca del aeropuerto

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Lovely cozy guest studio
Kick back and relax in this calm, stylish space. Our apartment has all you need to spend an amazing time in our beautiful city, 8 minute drive from the tampa international airport, many malls no more than 15 minutes away from each other, as well as supermarkets and pharmacies 3 minutes away from our stay. Fire rescue is 1 minute from our stay. You will be greeted with all the amenities you’d want such as a cozy bed, clean and organized space. Last but not least Enjoy your stay. Thank you

Guest House in prime location!
This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

California
Hi there , this beautiful studio apartment is a very romantic and peaceful place to stay., very central in one of the best areas in Tampa , also near Tampa internacional airpor, Publix , Walmart a few minutes away. The apartment has also a Murphy bed and a laundry both locked for a an extra charge (AS REQUEST FOR AN EXTRA CHARGE), So if you want to have a real good time in a comfortable studio apartment this is the place to stay -Second bed- 30 per day - Landry- ——$ 20

Soothing Breeze
This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Sunset studio.
MY APARTMENT IS LOCATED IN GREAT POSITION OF ACCESS TO DIFFERENT PLACES OF THE TAMPA BAY. 1-TAMPA INTERNATIONAL AIRPORT --- 6.8 MILES --10 MIN. 2 -TAMPA BAY PORT ---- 12 MILES .-- 25 MIN 3 -DOWNTOWN TAMPA --- 11 MILES --- 19 MIN 4- YBOR CITY ----13 MILES----21 MIN 5 - RAYMOND JAMES STADIUM.---- 6.5 MILES -14 MIN 6-WHISKEY JOE'S BEACH .....6.2 MILES---10 MIN 7- CLEARWATER BEACH ---22 MILES--35MIN 8- BUSH GARDEN, ADVENTURE ISLAND --12 MILES---25 MIN

Hotel "Amanecer" a paradise where you will find peace.
Cozy apartment in the sunshine state! This fantastic, recently renovated piece of heaven has all the benefits of a private suite at a single room rate. Centrally located in the heart of Tampa Bay, you'll be minutes away from enjoying all of Tampa's top attractions (Tampa International Airport, Clearwater Beaches, Bush Gardens, Adventure Island, and more) and will absolutely enjoy your stay.

Lovely 1-bedroom rental 10 min from TPA
Enjoy easy access to everything from this perfectly located home base. We are just 10 mins away from the airport. Our home is located in a quite neighborhood where you can relax and rest. This place was recently renovated so you will be enjoying modern luxury.

Yumy and Yoa House
Welcome to my room in a quiet neighborhood with a good location in Tampa Bay. The room is 15 minutes from the airport, 30 minutes from Clearwater Beach. The room has a private entrance, parking and excellent conditions for the personal use of customers.
Popular amenities for Oldsmar family-friendly rentals
Family-friendly home rentals with a hot tub

Harbor Oasis | Hot Tub | Private | Lush Backyard

La Casita, 1 of 3 rentals on-site/pool/near beach

Rooms with a Pool

Resort Condo Close to Beach/Free Bikes

Tropical Paradise

Centrally Located Cozy 1-bed Private Cottage!

“Couples Retreat” Horses gated jacuzzi pool Apt1

HOT TUB & Free Wine !, Ping-Pong, Outdoor Theatre
Family- and pet-friendly home rentals

Modern and Comfortable One Bedroom Studio

Farm and lake stay at Malfini Cay

Renovated chic Parisian studio

Luxury Modern Tiny Home

Private pool suite in heart of Tarpon Springs!

Modern & Spacious Retreat with Private Pool!

Private Guest House

Lakefront Farm Tiny Home
Family-friendly home rentals with a pool

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

Waterfront Condo - Sunset View of Tampa Bay

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach

Studio with Pool

Heated & Screened in Pool-All Essentials Provided

Dunedin 5 STAR! Heated POOL+10 Mins to Beach

Tropical Getaway, Perfect Home & Great Location

Tropical Oasis Retreat w/ Heated Pool
Quick stats about holiday rentals that are family-friendly in Oldsmar
Total holiday rentals
Explore 90 holiday rentals in Oldsmar
Nightly prices starting at
Oldsmar holiday rentals start at $77 AUD per night before taxes and fees
Verified guest reviews
Over 2,460 verified reviews to help you choose
Pet-friendly accommodation
Find 40 rentals that welcome pets
Holiday rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
90 of Oldsmar holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oldsmar rentals
4.8 Average rating
Oldsmar stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Destin Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- House rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a fireplace Oldsmar
- Pet-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with beach access Oldsmar
- Rentals with pools Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Rentals with a patio Oldsmar
- Hotel rentals Oldsmar
- Family-friendly rentals Pinellas County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Fort De Soto Park
- Busch Gardens