
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.

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.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”
Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Monterey Suite at Citrus Park
You will enjoy a sparkly clean Studio Suite with a private patio area and a peaceful lake view, comfortable adjustable queen bed, full bathroom, cute kitchen and computer station with high speed internet. Conveniently located ,14 minutes to airport/toll , walking distance to Super Walmart. Minutes to Citrus Park Mall , AMC Theaters , Publix, Costco, Sprouts, Airport, Busch Gardens, Raymond James Stadium, NY Yankees Training Camp, Upper Tampa Bay Trail were you can rent bikes and many more.

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

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.

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’

Corner Bay Apartment
Welcome to our cozy apartment, your perfect getaway. Situated just minutes from Tampa International Airport, and popular attractions like Clearwater and St Pete beaches; the Buccaneers (Raymond James Stadium); the famous Yankees Stadium, Tropicana Field, BushGardens, Zoo Tampa at Lowry Park and the Florida Aquarium. This cozy retreat is ideal for couples or solo travelers looking to explore the Tampa area. Enjoy a morning coffee before venturing out to explore the bay.

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

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.

Private Studio-1 Exquisite space/King Bed/Near TPA
Enjoy your stay in Tampa in this cozy, newly remodeled studio! This studio is located at the center of Town and Country and is a short drive from Tampa International Airport (7 miles, which is 14 minutes away from the studio).

Cozy Red Door Studio
Keep it simple at this peaceful and centrally located place. Very cozy and private with a carport parking spot. Close to beaches, shopping, Tampa International Airport, Busch Gardens and more!

Beautiful Studio near Tampa Airport (TPA)
Kick back and relax in this calm, stylish space. Brand new, very clean studio with with a spa style bathroom, kitchenette and private patio. Work space can be add if you need it, just ask.
Popular amenities for Oldsmar family-friendly rentals
Family-friendly home rentals with a hot tub

La Casita, 1 of 3 rentals on-site. Heated Pool!

Cozy AF Tiny-House Oasis

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

Comfort In Holiday

Peaceful Pet friendly 2 BR cottage with hot tub.

Lovely 2-bedroom private Apt. with hot tub.

Rooms with a Pool

Cozy Camper + outdoor shower, fire pit & hottub!
Family- and pet-friendly home rentals

Modern and Comfortable One Bedroom Studio

Studio with Pool

Suite w/ Private Entrance

Modern & Spacious Retreat with Private Pool!

Cuddle Sack near RayStadium, TPA, Busch Gar, beach

Beautiful Private entry & yard, non shared space.

Cabin 1 - Marigold Moments

Private Guest House
Family-friendly home rentals with a pool

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

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

Tiki Themed Waterfront Condo on Tampa Bay

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Clearwater Retreat • Gated Community + Heated Pool

Private pool suite in heart of Tarpon Springs!

Tropical Oasis Retreat w/ Heated Pool

Modern Waterfront Condo - Captivating Sunset Views
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 170 | € 197 | € 209 | € 171 | € 167 | € 157 | € 161 | € 167 | € 149 | € 154 | € 167 | € 167 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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 € 43 per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
90 of Oldsmar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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
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- Rentals with pools Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with beach access Oldsmar
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- Rentals with a patio Oldsmar
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- Rentals with a firepit Oldsmar
- Rentals with a fireplace Oldsmar
- Family-friendly rentals Pinellas County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Anna Maria Island
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- Busch Gardens Tampa Bay
- Raymond James Stadium
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- North Beach
- River Strand Golf and Country Club
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