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.

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Superhost
A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.
Guest house in Palm Harbor
4.87 out of 5 average rating, 164 reviews

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.

Top guest favourite
Guest suite in Tampa
4.96 out of 5 average rating, 247 reviews

"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.

Top guest favourite
Two bright yellow chairs are positioned on a grassy area, overlooking a serene lake. The tranquil water reflects surrounding greenery and features a decorative flamingo. A peaceful atmosphere is created by the nearby trees and open space.
Guest suite in Logan Gate Village
4.99 out of 5 average rating, 186 reviews

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.

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.99 out of 5 average rating, 153 reviews

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 favourite
An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.
Guest house in Dunedin
4.85 out of 5 average rating, 131 reviews

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.

Top guest favourite
A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.
Guest suite in Tampa
4.96 out of 5 average rating, 262 reviews

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’

Guest favourite
A cozy sleeping area features a spacious bed adorned with a floral patterned blanket. A desk and chair set is positioned nearby, along with a lamp providing soft illumination. A piece of coastal artwork hangs above the bed, enhancing the serene ambiance.
Flat in Tampa
4.94 out of 5 average rating, 132 reviews

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.

Guest favourite
A well-arranged studio features a spacious bed with a patterned comforter and a ceiling fan above. A kitchenette countertop is equipped with a coffee maker, and a television is mounted on the wall. The bathroom is accessible through a door in the background.
Guest suite in Tampa
4.92 out of 5 average rating, 280 reviews

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

Top guest favourite
The charming cottage features a bright yellow front door, flanked by potted plants. A welcoming porch is screened with white framing. The well-maintained yard is adorned with manicured grass and a path leading to the entrance, with a white picket fence visible in the background.
Cottage in Oldsmar
4.96 out of 5 average rating, 306 reviews

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.

Top guest favourite
A spacious studio features a comfortable bed adorned with a patterned blanket. Soft lighting is provided by bedside lamps and a floor lamp. Blue curtains frame the sliding glass door, which leads to a small outdoor seating area. A modern dresser and ceiling fan enhance the relaxing ambiance.
Home in Tampa
4.97 out of 5 average rating, 444 reviews

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).

Superhost
A cozy bedroom is highlighted by a spacious bed covered with a soft throw. Mirrored closet doors reflect natural light, while a wooden desk and chair offer a functional workspace. A ceiling fan and flat-screen TV enhance the comfort of the space.
Guest suite in Timberlane Woodlake
4.92 out of 5 average rating, 130 reviews

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!

Top guest favourite
A cozy bed is adorned with a vibrant yellow coverlet and accented by decorative pillows. A tray holding a bottle of wine and two glasses is placed on the bed. Soft ambient lighting is provided by a black lamp, with artwork displayed on the wall above.
Guest house in Bay Crest Park
4.98 out of 5 average rating, 247 reviews

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

When is the best time to visit Oldsmar?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 170€ 197€ 209€ 171€ 167€ 157€ 161€ 167€ 149€ 154€ 167€ 167
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°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!