
Waterfront vacation rentals in Oldsmar
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Oldsmar
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Oldsmar waterfront rentals
Waterfront apartment rentals

Anchors UP #3, WALK to Beach, 1 bed/1 bath

We cross 102

↱Riverfront Escape w/included kayaks near dwntwn↰

Beach Front Condo!

2 PM Checkin- Heated Pool and Private Balcony

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

The Oasis

Waterfront Modern Chic #1 Clearwater Beach
Waterfront house rentals

Stars by the Sea - Cozy home close to beaches

Casa Del Sole

River Home with Pool, Sunset, Dolphin & Fishing

Quiet Oceanside Getaway - PALM HARBOR, FL

Luxury Waterfront w/ Private Heated Pool

Owls Nest, Beach Heated saltwater pool/Spa pond

The memories house

Waterfront Pool Home with dock
Waterfront condo rentals

Tiki Themed Waterfront Condo on Tampa Bay

Beautiful Beachfront 2-bedroom

Beachfront in exclusive resort

Dock of the Bay, Coastal Elegance | Walk to Beach!

Villa Al Golfo Pristine Waterfront Oasis

Beachfront Condo with Centerline Sunsets

Indian Shores Gulf Front Rental

The Seascape Premier Beachfront Cottage-Gulf View
Quick stats about waterfront rentals in Oldsmar
Total rentals
10 properties
Nightly prices starting at
$41 CAD before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
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- Anna Maria Island
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Fort De Soto Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Fred Howard Park
- Honeymoon Island Beach
- Ben T Davis Beach
- North Beach At Fort DeSoto Park
- Mahaffey Theater
- Don CeSar Hotel
- Marie Selby Botanical Gardens