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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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, 663 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
Guest suite in Tampa
4.96 out of 5 average rating, 253 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
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, 160 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

Superhost
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
4.82 out of 5 average rating, 136 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.

Guest favourite
A circular sign featuring the word 'Welcome' in white, crafted with a decorative cursive font. The sign is accented with a black and white checkered bow and adorned with greenery, providing an inviting entryway touch.
Guest suite in Tampa
4.82 out of 5 average rating, 293 reviews

Quiet, clean and cozy room

This room is a great place to rest, cozy, clean and organized, close to city attractions such as 8 minutes from Busch Garden and Adventure Island, 7 minutes from Tampa Zoo, 13 minutes from Ybor City and Downtown Tampa, 14 minutes from the University of Tampa, 11 minutes from USF and Moffit Cancer Center, 15 minutes from the Port of Tampa and The Florida Aquarium, 12 minutes from Tampa Airport, 10 minutes from I 275 North and South. It is a quiet neighborhood,

Top guest favourite
Guest house in Town 'n' Country
4.99 out of 5 average rating, 290 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Top guest favourite
A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.
Guest house in Safety Harbor
4.98 out of 5 average rating, 109 reviews

Luxe Apartment | Water Views | Covered Balcony

Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!

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, 268 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

Guest favourite
Two bright yellow chairs are positioned across from each other on a patterned area rug. A small round table with a decorative design sits between them. A cozy sleeping area is visible in the background, featuring a bed with light-colored bedding and framed artwork on the walls.
Guest suite in Tampa
4.95 out of 5 average rating, 180 reviews

Renovated chic Parisian studio

Perfect for a couple or a couple of friends! Our studio is vibrant, modern, and a fun take on Parisian interior style. ***The studio is a private unit of a standing triplex house with its own entrance. Located in a central area of Tampa. 10 minutes from the airport, 30 minutes from our beaches, and 20 minutes from Downtown!

Top guest favourite
A work area is positioned near a window, featuring a sleek desk and an adjustable white chair. Light gray curtains frame the window, allowing for natural light. A small lamp and decorative item are placed on the desk, contributing to the space's functional design.
Home in Tampa
4.86 out of 5 average rating, 143 reviews

My Little White Space .

My apartment is located an excellent position of access to different places of Tampa bay .Apartment with independent entrance.Near to: Tampa international airport-4miles Mall international plaza-4 miles Downtown Tampa 8.7 miles Raymond James stadium Beaches within 5 miles. NO CHILDREN OR PETS WILL BE ADMITTED.

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, 307 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, 452 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).

Popular amenities for Oldsmar family-friendly rentals

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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 £37 per night before taxes and fees

  • Verified guest reviews

    Over 2,520 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    60 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!