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
Flat in Clearwater
4.88 out of 5 average rating, 110 reviewsStylish Studio 2 blocks to Beach
28 Sep – 5 Oct
Flat in Madeira Beach
4.85 out of 5 average rating, 337 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
8–15 Jul
Flat in Gulfport
4.99 out of 5 average rating, 107 reviewsSpacious Casa Marina in Gulfport
30 Oct – 6 Nov
Flat in Tampa
4.88 out of 5 average rating, 133 reviewsQuaint Davis Island Getaway - close to downtown
5–12 Jul
Flat in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
4–11 Dec
Flat in Clearwater
4.91 out of 5 average rating, 108 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
10–17 Nov
Flat in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
16–23 Oct
Flat in Saint Petersburg
4.89 out of 5 average rating, 145 reviewsThe Oasis
8–15 Sep
Waterfront house rentals
Home in Tampa
4.79 out of 5 average rating, 227 reviewsGuest house on Bayshore in S TPA
16–23 Feb
Home in Holiday
4.91 out of 5 average rating, 106 reviewsFun, Spacious and Modern Waterfront Pool Home
12–19 Apr
Home in Tampa
4.86 out of 5 average rating, 242 reviewsSeminole Heights River Home
10–17 Oct
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
2–9 Oct
Home in Oldsmar
4.85 out of 5 average rating, 67 reviewsPrivate In-Law Suite with Beautiful Bay View
11–18 Jan
Home in Oldsmar
4.99 out of 5 average rating, 73 reviewsFountain House On Timberbay Lake
3–10 Jun
Home in Palm Harbor
5.0 out of 5 average rating, 15 reviewsCasa Del Sole
22–29 Sep
Home in Oldsmar
4.92 out of 5 average rating, 24 reviewsAmazing Private Beach Home
29 Aug – 5 Sep
Waterfront apartment rentals
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
14–21 Dec
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Apartment in Tampa
4.97 out of 5 average rating, 177 reviewsPondView/Pool/Pickleball/Dryer/Washer/Ground Floor
16–23 Sep
Apartment in Indian Shores
4.95 out of 5 average rating, 110 reviews"Sunsational" Indian Shores Getaway!
3–10 Jun
Apartment in Treasure Island
4.97 out of 5 average rating, 119 reviewsFunshine Pointe Capri - Pool on the Intercoastal!
10–17 Sep
Apartment in Tampa
4.91 out of 5 average rating, 103 reviewsWaterfront Condo - Sunset View of Tampa Bay
30 Aug – 6 Sep
Apartment in Redington Shores
4.83 out of 5 average rating, 186 reviewsBeachside 1 Bedroom Condo on Redington Beach!
17–24 Dec
Apartment in Saint Petersburg
4.99 out of 5 average rating, 245 reviewsPRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
9–16 Aug
Quick stats about waterfront rentals in Oldsmar
Total rentals
20 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
€ 28 before taxes and fees
Destinations to explore
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- Rentals with a fireplace Oldsmar
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