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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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Guest favourite
A cozy master bedroom is depicted with soft blue walls and ambient lighting from two bedside lamps. A spacious bed, adorned with a neutral-tone blanket, is centered against the wall. An air conditioning unit is mounted above, ensuring comfort during warmer days.
Guest suite in Tampa
4.91 out of 5 average rating, 379 reviews

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.

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
4.86 out of 5 average rating, 159 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
A modern seating area is depicted with a sleek black sofa adorned with a colorful throw and decorative pillows. A small table holds a vase of flowers. Through the door, a balcony area can be seen, framed by light curtains and greenery visible outside.
Guest suite in Tampa
4.97 out of 5 average rating, 648 reviews

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’

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, 139 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
A well-maintained entryway is showcased, featuring a covered area with patterned stone flooring. A potted plant and a small table with decorative flowers are positioned beside a chair. The entrance leads to a white front door, framed by light-colored walls and fencing.
Flat in Tampa
4.87 out of 5 average rating, 165 reviews

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

Top guest favourite
A cozy sleeping area features a wooden headboard and a red bedspread on a spacious bed. Two nightstands with lamps flank the bed, while decorative wall plates are displayed above. A sliding mirror closet door is visible on one side of the room.
Guest suite in Tampa
4.95 out of 5 average rating, 290 reviews

Villa Isabella

This is a relaxing place for a couple, a clean, organized, and cozy place for work or vacation. If you want to enjoy the sunshine state, you are more than welcome to come and visit us. The place is private and has its own entrance where guests could get in and out at their own convenience. The entrance door has a smart lock, the code, and the check-in instructions will be given on the same day two hours before the check-in. The check-in will be at 3 pm and the check-out at 11 am.

Superhost
A compact kitchen is presented with light-colored cabinetry and a granite countertop. A stainless steel microwave and a coffee maker are positioned on the countertop. Natural light enters through a window beside the door, enhancing the bright and clean aesthetic.
Flat in Tampa
4.84 out of 5 average rating, 196 reviews

Hotel "Amanecer" un paraíso donde encontrarás paz.

Acogedor apartamento en el estado del sol! Este fantástico pedazo de cielo recientemente renovado tiene todos los beneficios de una suite privada a una tarifa de habitación individual. Con una ubicación céntrica en el corazón de la bahía de Tampa, estará a minutos de disfrutar de todas las atracciones principales de Tampa (aeropuerto internacional de Tampa, playas de Clearwater, Bush Gardens, Aventure Island y mucho más) y disfrutará absolutamente de su estadía.

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

Superhost
A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.
Flat in Tampa
4.84 out of 5 average rating, 175 reviews

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.

Guest favourite
An outdoor seating area features two black woven chairs and a glass-top table, shaded by a large umbrella. A clean white fence provides privacy, while small white stones cover the ground, creating a neat appearance. A door leads into the guesthouse interior.
Flat in Tampa
4.76 out of 5 average rating, 258 reviews

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

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, 303 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.

Superhost
A well-furnished bedroom features a spacious bed layered with patterned bedding. A large mirror reflects the room's layout, while a sleek television is mounted on the wall. A small workstation and closet space are visible in the background, providing a modern and functional atmosphere.
Flat in Tampa
4.91 out of 5 average rating, 232 reviews

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.

Popular amenities for Oldsmar family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Oldsmar

  • Total rentals

    90 properties

  • Nightly prices starting at

    € 43 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace