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 vibrant sunset paints the sky in warm hues of orange and yellow, as the sun sinks below the horizon over a tranquil ocean. The image conveys a serene coastal atmosphere, resonating with the proximity to nearby beaches.
Guesthouse in Clearwater
4.9 out of 5 average rating, 432 reviews

Minutes to Beaches w/King Bed Private Updated

This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

Top Guest favourite
A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.
Home in Palm Harbor
5 out of 5 average rating, 135 reviews

Coastal Escape: heated saltwater pool & playground

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

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, 188 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
4.98 out of 5 average rating, 161 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
Apartment in Tampa
4.95 out of 5 average rating, 284 reviews

Private & Comfortable Stay Near Airport

Private modern 1BR apartment ideal for long-term and work stays. Includes 1 bedroom, 1 bathroom, equipped kitchen and small dining area. Features private entrance, private patio, fast Wi-Fi, Smart TV, air conditioning and free parking for two cars. Quiet and comfortable for professionals, nurses or students. Convenient location near airport, hospitals, shopping and main roads. We are available 24/7 through the Airbnb app. Monthly discounts available for extended stays and corporate booking.

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.
Guesthouse in Dunedin
4.82 out of 5 average rating, 137 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
Apartment in Tampa
4.91 out of 5 average rating, 357 reviews

cozy small apartment in the middle of tampa

Centrally located in the heart of Tampa Fl. This apartment has been recently renovated with WIFI, TV and Netflix included in the Bedroom. The apartment is just 10 minutes from Tampa International Airport, 10 minutes from the Tampa bucs Stadium, 12 minutes from Downtown Tampa, 10 minutes from Busch Gardens Tampa Bay, 10 minutes from the Zoo and just 35 minutes from Clearwater Beach and so much more ! You will love staying minutes from finest restaurants Tampa Bay has to offer.

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, 270 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 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, 294 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,

Guest favourite
The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.
Apartment in Clearwater
4.99 out of 5 average rating, 214 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Guest favourite
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.
Apartment in Tampa
4.84 out of 5 average rating, 178 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.

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.

Popular amenities for Oldsmar family-friendly rentals

When is the best time to visit Oldsmar?

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Avg. price$295 AUD$341 AUD$361 AUD$296 AUD$289 AUD$272 AUD$278 AUD$289 AUD$258 AUD$266 AUD$289 AUD$289 AUD
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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 $74 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,520 verified reviews to help you choose

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    90 of Oldsmar holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oldsmar rentals

  • 4.8 Average rating

    Oldsmar stays are highly rated by guests—averaging 4.8 out of 5!