
Waterfront vacation rentals in Oldsmar
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Oldsmar
Guests agree: these waterfront rentals 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

Beach Front Condo!

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

2 PM Checkin- Heated Pool and Private Balcony

Beachy Bayfront Condo Walk to Beach

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

The Oasis

Waterfront Studio | Heated Pool | by Madeira Beach

Caddys Shack
Waterfront house rentals

Stars by the Sea - Cozy home close to beaches

Luxurious Relaxation Home - Pool Games / 8PPL-4BR

Quiet Oceanside Getaway - PALM HARBOR, FL

Pool~Waterfront~Central~Tiki Bar~Tampa, FL

Waterfront Resort with HEATED POOL!

Tampa Luxe Waterfront Private Pool, Hot Tub & More

3BR Waterfront House I Raymond James Stadium

Guest studio on Bayshore in So. Tampa
Waterfront condo rentals

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

Tampa Bay Near by Airport & Stadium

Sea La Vie- Studio by the bay!

The Flamingo, Balcony Waterview, Heated Pool!

Rocky Point paradise

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

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Amazing views on beachfront
Quick stats about waterfront rentals in Oldsmar
Total rentals
10 properties
Nightly prices starting at
€ 26 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
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
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- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
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- Rentals with outdoor seating Oldsmar
- Rentals with a patio Oldsmar
- Hotel rentals Oldsmar
- Rentals with pools Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with beach access Oldsmar
- Rentals with a washer and dryer Oldsmar
- House rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Family-friendly rentals Oldsmar
- Waterfront rentals Pinellas County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Fred Howard Park
- Ben T Davis Beach