
Holiday rentals with beach access in Oldsmar
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Oldsmar
Guests agree: these rentals with beach access 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

Comfy 1BR Near Beaches & Sponge Docks
Enter your private oasis & enjoy our spacious 1 bd in scenic Tarpon Springs. Relax on the comfy couch or oversized chair. Treat yourself to free snacks, cold water & coffee, tea or hot cocoa w/ the Keurig in the fully equipped kitchen! Enjoy a hot shower or bath. Extra toiletries supplied. Games & books available. Comfortable Queen size bed ensures a great sleep. Only 3 miles from Howard Park Beach & Sponge Docks. Sunset Beach 1.3 miles. Innisbrook Golf Resort 3.9 miles! Private Entrance

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!

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.

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.

Relaxing Pond View - Beaches - Bikes - Fire Pit
* Honeymoon/Caladesi Islands (10min) * Pinellas Trail - bike/walk/run * Walk/bike to St Joseph Sound (great for sunsets) * Downtown Dunedin & Tarpon Sponge docks (10min) * Screened patio w/fan & lights * Fenced yard w/grill, view of the pond, a fire pit * Beach chairs, towels and beach toys provided- even some fishing poles for the pier! * 2 adult bikes provided
Popular amenities for rentals with beach access in Oldsmar
Apartment rentals with beach access

Vintage Florida Beach Efficiency

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

Beachy Bayfront Condo Walk to Beach

Best Location - Close to Everything and the Beach

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

Cozy little getaway

The Breezeway #2 only a 2 min walk to the Beach!

Cozy coastal grandmother condo, walk to the beach!
House rentals with beach access

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

Casa Del Sole

Beautiful Tampa Bay Pool Home Near Gulf Beaches

🗝Home in Tampa Bay for a cozy stay☀️

Chic|Pool|PuttingGreen|Beaches

Tropical Pool Retreat in Tarpon Springs

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Paradise Villa Central Tampa-Walk to Bucs Stadium
Apartment 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!

Lovely Condo minutes from beach & King bed

Rocky Point paradise

Resort living in paradise

Waterfront Condo with Heated Swimming Pool

Walk to Beach, Bars, and Restaurants Nearby

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 144 | € 146 | € 145 | € 143 | € 143 | € 144 | € 144 | € 144 | € 146 | € 144 | € 151 | € 144 |
| 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 with beach access in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at € 52 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oldsmar holiday 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 washing machine and dryer Oldsmar
- Rentals with pools Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a hot tub Oldsmar
- Fitness-friendly rentals Oldsmar
- House rentals Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a patio Oldsmar
- Hotel rooms Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a firepit Oldsmar
- Waterfront rentals 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




