
Family-friendly vacation 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.

The Oak
Private & Cozy Guest Suite with Kitchen, Dinning space, Spacious Master Bedroom with a King Size Bed and Full bathroom , Smart TV and fast Wifi available. Families with little ones we provide per request Pack n Play which allow your little one (up to 24 months old) play safe and sleep. We also can provide a high chair, outlet covers and formula warmer if needed. Free parking (left side of driveway) Our place has private entrance that leads you to a small but peaceful patio to enjoy the breeze.

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.

Davenport Dream Suite
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. Small computer table. 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’

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

Tranquil Tampa Hideaway
This memorable place is anything but ordinary. This hideaway is fully equipped with 1 queen bed, a full bathroom, and a coffee machine. It comes with dinnerware, silverware, cookware, extra towels, and toiletries. Tampa International Airport - 10 minutes away Downtown Tampa + Ybor City - 20 minutes away Zoo Tampa - 20 minutes away Florida Aquarium - 25 minutes away Busch Gardens + Adventure Island - 30 minutes away Clearwater Beach + St. Pete Beach - 40 minutes away Wifi is included.

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

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

Private apartment perfectly located in Citrus park
A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

Apart Citrus 15 min from Airport/20 min BushGarden
The apartment is located in the community of Carrollwood Meadows, the neighborhood is quiet and peaceful. 5 minutes from Citrus Park Mall, Chili’s Grill and Bar, Olive Garden, and other restaurants 15 minutes from the Airport of Tampa and Raymond James Stadium 20 minutes from Bush Garden Parks and Recreation. 40 minutes from Clearwater Beach 20 minutes from Downtown Tampa

Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Cozy 1 bedroom apartment 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

Hot Tub, Heated Pool, 2 Master Suites, Beach

Harbor Oasis | Hot Tub | Private | Lush Backyard

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Lovely 2-bedroom private Apt. with hot tub.

Rooms with a Pool

Tropical Paradise

Cozy Camper + outdoor shower, fire pit & hottub!

Newly Built Condo: 2BD/2BA Centrally located | TPA
Family- and pet-friendly home rentals

Modern and Comfortable One Bedroom Studio

Entire Guest House near Tampa airport

Taste Of Florida-10 mi from Tampa Airport

Wonderful family friendly home in Dunedin FL

Private pool suite in heart of Tarpon Springs!

Modern & Spacious Retreat with Private Pool!

Cozy studio near RayStadium, TPA, Busch Gar, beach

Brisas Del Mar private space near the airport
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

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Tropical Getaway, Perfect Home & Great Location

Tropical Oasis Retreat w/ Heated Pool

POOL VIEW IN A MODERN CONDO - Feel at Home

Modern Paradise home near Clearwater Dunedin Beach
Quick stats about vacation rentals that are family-friendly in Oldsmar
Total rentals
80 properties
Nightly prices starting at
G$16,742 GYD before taxes and fees
Total number of reviews
2.3K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
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- Pet-friendly rentals Oldsmar
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- Family-friendly rentals Pinellas County
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- 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