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

Lovely 2-bedroom private Apt. with hot tub.
Enjoy a stylish experience at this centrally located lovely 2-bedroom loft Hot-Tube Apartment. This apartment has a separate entrance and free parking, really close to all amenities and tourist attractions in the beautiful Tampa Bay! New Tesla Wall conector J1772 compatible with all American made electric vehicles available. Only 3 miles to Buccaneers Stadium and 2 miles to Yankees Spring season stadium. Tampa International Airport is only 6 miles. 10 mins to Tampa Lighting’s Home Amalie Arena

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

The Zen Den Studio
Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

Coastal Waterview Condo 10 min to Beach
Welcome to The Adrienne House, our enchanting vacation rental property in the heart of Clearwater, Florida! Be captivated by the breathtaking waterfront views, located just a stone's throw away from vibrant downtown Clearwater, Sound Amphitheater, famous Pinellas Trail, picturesque towns of Dunedin and the world-famous sugar sands of Clearwater Beach! After a day of exploration and excitement, retreat to elegantly decorated home a touch of Florida charm. We hope to see you soon!

Private pool, steps to gulf, fishing, bike trails
Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

Serenity Bungalow Downtown
Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

Hyde Park "Industrial-chic" with Private Backyard
This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Tropical Paradise
Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Overlooking Downtown Dunedin Two Bedroom apartment
Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First floor 2 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more, or just relax and watch the action from the front porch.

SOL Retreat • Owner Managed • No Chores
Sol – This fully renovated 1946 Indian Rocks Beach cottage blends historic charm with modern comfort. Just 177 steps to the white sand beach, and minutes to Clearwater and St. Pete Beach. Walk to coffee shops, shopping, and great restaurants. Each bedroom includes a white noise machine for restful sleep. Enjoy fast Wi-Fi, smart TVs, and a cozy outdoor space—perfect for relaxing after a day in the sun.

Ocean Sunsets & Downtown Biking Trails
Bring the family to this unique property. Bikes rentals close by, free parking, outdoor grill, beach supplies, smart TVs, backyard lounge area, outdoor Jenga, hosts that go above and beyond to make sure you LOVE your stay. Walking distance to charming downtown Dunedin with plenty of shops/bars/breweries/restaurants/playgrounds. Walk two blocks to the ocean and watch the sunset over the gulf.
Popular amenities for Oldsmar beach-access accommodations
Apartment rentals with beach access

Vintage Florida Beach Efficiency

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

Margaritaville Across The Street From Beach Access

Ocean Front Condo!

Best Location - Close to Everything and the Beach

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Cozy coastal grandmother condo, walk to the beach!

Cuddle Sack near RayStadium, TPA, Busch Gar, beach
House rentals with beach access

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

CasaBella

The House of Relaxation

Golf Sim, Heated Pool, Games | Clearwater Dream!

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Tropical Pool Retreat in Tarpon Springs

Paradise Villa Central Tampa-Walk to Bucs Stadium
Condo rentals with beach access

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

Beach Across the St | No Stairs |Parking in Front!

Heron's Hideaway- Studio by the bay!

Lovely Condo minutes from beach & King bed

Beachfront in exclusive resort

Spectacular beach to bay views from this resort.

Indian Shores Gulf Front Rental

Walk to Beach, Bars, and Restaurants Nearby
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 CAD | $233 CAD | $231 CAD | $227 CAD | $227 CAD | $229 CAD | $230 CAD | $229 CAD | $233 CAD | $229 CAD | $240 CAD | $229 CAD |
| 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 vacation rentals with beach access in Oldsmar

Total vacation rentals
Explore 20 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oldsmar vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oldsmar rentals

4.9 Average rating
Oldsmar stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a washer and dryer Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with pools Oldsmar
- Rentals with a patio Oldsmar
- Hotel rooms Oldsmar
- Rentals with a firepit Oldsmar
- Rentals with a hot tub Oldsmar
- House rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Pet-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with beach access Pinellas County
- Rentals with beach access Florida
- Rentals with beach access United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- Lakewood National Golf Club
- The Don CeSar




