
Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Oldsmar
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 apartment 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
$38Â SGD 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 Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- 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 firepit Oldsmar
- Rentals with beach access Oldsmar
- Rentals with a washing machine 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