
Holiday rentals with beach access in Oldsmar
Find and book unique rentals with beach access on Airbnb
Top-rated rentals with beach access in Oldsmar
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Lovely 2-bedroom private Apt. with hot tub.
Enjoy a stylish experience at this centrally located lovely 2-bedroom loft Hot-Tube Apartment. This apartment has a separate entrance and free parking, really close to all amenities and tourist attractions in the beautiful Tampa Bay! New Tesla Wall conector J1772 compatible with all American made electric vehicles available. Only 3 miles to Buccaneers Stadium and 2 miles to Yankees Spring season stadium. Tampa International Airport is only 6 miles. 10 mins to Tampa Lighting’s Home Amalie Arena

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

The Zen Den Studio
Welcome to our home away from home, where you can relax and take it easy or enjoy all the excitement close by. Our Seaside Studio sleeps 2 guests comfortably, one queen size bed, one queen sofa bed, 1 full bath, and a fully stocked kitchen. Our studio provides all the amenities of a home with an extraordinary location close to all of your vacation needs. You can take a walk to the Blue Jays Stadium, you are 1 Mile to Downtown Dunedin where restaurants and shops awaiting to please your palate.

Lakefront home near beaches w/ waterview, pets ok
Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

🗝Home in Tampa Bay for a cozy stay☀️
A convenient escape located in tampa, FL. This 3 bedroom 2 bath has been beautifully prepared and decorated to give you an amazing tampa experience! Can fit up to 8 people but for comfortability 6-7 is recommended using sofabed. Our home is perfect for travelers looking for a private, clean and pleasant space, as well as families or couples enjoying a vacation. Everything is located within 20 minutes from the house, such as the airport, the riverwalk, Hyde park, and more lovely attractions.

Private pool, steps to gulf, fishing, bike trails
Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

Serenity Bungalow Downtown
Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

Hyde Park "Industrial-chic" with Private Backyard
This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Tropical Paradise
Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Private Ocean View Beach Retreat with Balcony
Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Overlooking Downtown Dunedin Two Bedroom apartment
Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First floor 2 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more, or just relax and watch the action from the front porch.

Private pool, Golf Cart, Completely Renovated!
Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!
Popular amenities for rentals with beach access in Oldsmar
Apartment rentals with beach access

Vintage Florida Beach Efficiency

Anchors UP #2, WALK to Beach, 1 bed/1 bath apt.

NEW! Ocean Breeze! 10 Steps 2 beach! Beach view!

Oasis Terrace

Cozy little getaway

Grey House

Cozy Luxury Apartment

Cozy coastal grandmother condo, walk to the beach!
House rentals with beach access

Ocean Sunsets & Downtown Biking Trails

The House of Relaxation

Piece of paradise in Indian Rocks Beach.

SALE! Cute 2 Bedroom- Downtown Dunedin! Book Now!

Casa St.George, Centrally Located, Pool, Game Room

Clearwater Gem! XL-Pool | Pickleball | & More!

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Tropical Pool Retreat in Tarpon Springs
Apartment rentals with beach access

Captain's Cove Waterside Condo 103 We are open!

Beach Across the St | No Stairs |Parking in Front!

Heron's Hideaway- Studio by the bay!

Coastal Condo with Pool Near Beach & Intracoastal

Lovely Condo mins away from Honeymoon Island

Resort living in paradise

Walk to Beach, Bars, and Restaurants Nearby

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 SGD | $214 SGD | $213 SGD | $209 SGD | $209 SGD | $210 SGD | $212 SGD | $210 SGD | $214 SGD | $210 SGD | $220 SGD | $210 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with beach access in Oldsmar

Total holiday rentals
Explore 10 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Oldsmar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oldsmar rentals

4.9 Average rating
Oldsmar stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Pet-friendly rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a hot tub Oldsmar
- Waterfront rentals Oldsmar
- Rentals with pools Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Rentals with outdoor seating Oldsmar
- Hotel rooms Oldsmar
- House rentals Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a firepit Oldsmar
- Rentals with a patio Oldsmar
- Rentals with beach access Pinellas County
- Rentals with beach access Florida
- Rentals with beach access United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Busch Gardens




