
Waterfront holiday rentals in Oldsmar
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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

Lux Beach Condo Waterfront Pool and Balcony

We cross 102

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

Ocean Front Condo!

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

Pearl Suite, Luxury Bayview, Balcony, Heated Pool

The Oasis

Waterfront Modern Chic #1 Clearwater Beach
Waterfront house rentals

Stars by the Sea - Cozy home close to beaches

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

Waterfront Resort with HEATED POOL!

Luxe Private Waterfront Getaway with Pool in Ozona

Owls Nest, Beach Heated saltwater pool/Spa pond

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Beautiful two bedroom w/ pool table & free parking

Beautiful Waterfront Home on the Alafia River.
Waterfront apartment rentals

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

Heron's Hideaway- Studio by the bay!

Tampa Bay Near by Airport & Stadium

Rocky Point paradise

Updated Condo-Heated Pool-Private Balcony

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

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

The Seascape Premier Beachfront Cottage-Gulf View
Quick stats about waterfront rentals in Oldsmar
Total rentals
10 properties
Nightly prices starting at
₹2,648 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 beach access Oldsmar
- Family-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a firepit Oldsmar
- Hotel rentals Oldsmar
- House rentals Oldsmar
- Rentals with pools Oldsmar
- Rentals with outdoor seating Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a washing machine and dryer 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