
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.

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 ā Raymond James Stadium 11 miles 18ā Citrus Park Mall 1.9 miles, 6 ā Busch Garden 11 miles, 33 ā Adventure Island 11 miles, 28ā

"Chic/cozy Petite Studio ā¢"Spa-Inspired Shower. 1ā
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, youāll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65ā 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 Peteās, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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.

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.

California
Hi there , this beautiful studio apartment is a very romantic and peaceful place to stay., very central in one of the best areas in Tampa , also near Tampa internacional airpor, Publix , Walmart a few minutes away. The apartment has also a Murphy bed and a laundry both locked for a an extra charge (AS REQUEST FOR AN EXTRA CHARGE), So if you want to have a real good time in a comfortable studio apartment this is the place to stay -Second bed- 30 per day - Landry- āā$ 20

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!

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

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.

Tiny House Oasis | Best Location | Outdoor Shower
Despite its size, this tiny home has all you need! This ideal and quiet space is located in downtown Safety Harbor literally around the corner from Main Street. This light, private and airy gem comes completely equipped to hang out for a while. See what all the tiny home excitement is about! Now with new AC mini split for quieter and more comfortable air.

Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmarās 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.

Lovely 1-bedroom rental 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
Family-friendly home rentals with a hot tub

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyardšāļøš

Peaceful Pet friendly 2 BR cottage with hot tub.

The perfect lake house getaway near the airport.

Rooms with a Pool

La Casa Tranquil,1of4 units onsite/ Heated Pool!

FREE Heated Pool & Spa l Book your Winter Vacation

3 Bedroom Waterfront Paradise Sleeps 8

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

Farm and lake stay at Malfini Cay

Taste Of Florida-10 mi from Tampa Airport

Bay Lake Cottage

Luxury Modern Tiny Home

Tropical Oasis Retreat w/ Heated Pool

Walk Downtown and to Waterfront, Mins to Beaches

Modern & Spacious Retreat with Private Pool!

Cabin 1 - Marigold Moments
Family-friendly home rentals with a pool

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

Luxury Waterfront Balcony, Heated Pool and more

Sunny Oasis: Villa Retreat

Seasalt Breeze - Easy pool access, Free parking.

Private pool suite in heart of Tarpon Springs!

Modern Waterfront Condo - Captivating Sunset Views

Literally: 15 steps to the Pool, GroundFloor Condo

Clearwater Gameroom- Pool/Mini golf/Home Theatre
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £148 | £171 | £181 | £149 | £145 | £137 | £140 | £145 | £129 | £134 | £145 | £145 |
| 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 £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 ā averaging 4.8 out of 5!
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- Rentals with a hot tubĀ Oldsmar
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- Family-friendly rentalsĀ Pinellas County
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- Family-friendly rentalsĀ United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club




