
Vacation rentals in Oldsmar
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Oldsmar
Guests agree: these stays are highly rated for location, cleanliness, and more.

"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.

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

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

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

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’

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

Washington
This stylish and brand new place to stay is perfect to guests that want to getaway to a romantic and peaceful environment and at the same time very friendly place for couples that come with children looking for safety and confortable stay. This suite has all that you need, a queen bed, separate kitchen very useful with coffee machine and a beautiful and modern bathroom. The outdoor is very spacious and airy.

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.

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.

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.

Private Studio-2, Exquisite space/King Bed /TAMPA
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).

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!
Popular amenities for Oldsmar vacation rentals
Other great vacation rentals in Oldsmar

Sunny Oasis: Villa Retreat

Entire Guest House near Tampa airport

The Oak

Cozy Private 2BR FL condo

Bay Lake Cottage

Guest House in prime location!

Luxury Modern Retreat I Spacious, Private & Serene

Home away from home
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,973 ZAR | R3,232 ZAR | R3,215 ZAR | R2,835 ZAR | R2,765 ZAR | R2,679 ZAR | R2,523 ZAR | R2,593 ZAR | R2,644 ZAR | R3,025 ZAR | R2,817 ZAR | R2,835 ZAR | 
| 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 | 
Frequently Asked Questions
- Where should I stay in Oldsmar? - Make yourself at home in Oldsmar by choosing from our most frequently booked neighborhoods. We have over 200 vacation rentals in East Lake Woodlands, over 560 vacation rentals in Oldsmar, and over 560 vacation rentals in The Grove Of Laforest. 
- Are there pet-friendly vacation rentals in Oldsmar? - Four-legged friends are welcome in Oldsmar. Choose from more than 60 vacation rentals for guests traveling with pets. 
- Are there vacation rentals with a dedicated workspace in Oldsmar? - Yes! Work meets play with ease at over 80 vacation rentals in Oldsmar featuring dedicated workspaces. Stay connected and productive in your home away from home. 
- Are there Oldsmar vacation rentals on Airbnb with pools? - Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Oldsmar, available on Airbnb. Make a splash and soak up the sun in style! 
- Do house rentals in Oldsmar have a bbq area? - Absolutely! We offer over 20 house rentals with a bbq area in Oldsmar. Enjoy a tailored experience with all the comforts you desire. 
- Do house rentals in Oldsmar have air conditioning? - Absolutely! We offer over 80 house rentals with air conditioning in Oldsmar. Enjoy a tailored experience with all the comforts you desire. 
- Do hotel rentals in Oldsmar have wifi? - Absolutely! We offer over 10 hotel rentals with wifi in Oldsmar. Enjoy a tailored experience with all the comforts you desire. 
- Do hotel rentals in Oldsmar have a gym? - Absolutely! We offer over 10 hotel rentals with a gym in Oldsmar. Enjoy a tailored experience with all the comforts you desire. 
- How much does it cost to stay in house rentals in Oldsmar? - Experience the best of Oldsmar with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home. 
- Are there family-friendly house rentals in Oldsmar? - Oldsmar has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers. 
Quick stats about vacation rentals in Oldsmar
 - Total vacation rentals- Explore 140 vacation rentals in Oldsmar 
 - Nightly prices starting at- Oldsmar vacation rentals start at R346 ZAR per night before taxes and fees 
 - Verified guest reviews- Over 4,000 verified reviews to help you choose 
 - Family-friendly vacation rentals- 90 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 60 rentals that welcome pets 
 - Vacation rentals with a pool- 80 properties feature pools 
 - Rentals with dedicated workspaces- 80 properties have a dedicated workspace 
 - Wi-Fi availability- 140 of Oldsmar vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oldsmar rentals 
 - 4.8 Average rating- Oldsmar stays are highly rated by guests—averaging 4.8 out of 5! 
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Family-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with pools Oldsmar
- Rentals with a washer and dryer Oldsmar
- House rentals Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a fire pit Oldsmar
- Hotel rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with beach access Oldsmar
- Rentals with outdoor seating Oldsmar
- Anna Maria Island
- John's Pass
- Raymond James Stadium
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Dunedin Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Fred Howard Park
