
Holiday rentals with beach access in Oldsmar
Find and book unique rentals with beach access on Airbnb
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 $101 SGD per night before taxes and fees

Verified guest reviews
Over 1,060 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

4.8 Average rating
Oldsmar stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with beach access in Oldsmar
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Cozy Main Street Hideaway 4 guests, queen bed
Safety Harbor Main Street Hide Away. 3 blocks away from the beautiful Safety Harbor Main street and all its charm. Restaurants, boutiques, shops, bars, museums, the famous Safety Harbor Spa and pier, perfect place to spot manatees and have a gourmet coffee cup at the same time! Private Guest House with 900 sqft 1bed/1 bath .Ideal size for 1-2 couples or a family of 4 (kids are welcome). Private backyard patio.This is a non-smoking. Come enjoy! No pets allowed. Queen bed and a Murphy double bed
BeachWalkabilityAccess

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
BeachViewLaundry

Dream Retro, Pets Welcome-fenced, near beaches
Step into 1960, skip the ordinary vacation rental and stay somewhere your family will actually remember. From the colorful retro diner and vintage décor to the fenced backyard and playful details throughout the home, every room was designed to make you smile, walk to Publix. Just minutes from Clearwater Beach, you'll enjoy modern comforts wrapped in a one-of-a-kind nostalgic Florida experience. This is Not just a place to stay it’s an experience you’ll talk about long after your vacation ends.
BeachWalkabilityComfort

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!
WalkabilityBeachLayout

🗝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.
BeachWalkabilityIndoor spaces

Cottage in Paradise.
Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.
BeachWalkabilityCheck-in

Spicy Tuna Heated Pool Beautiful Home!
The Spicy Tuna awaits! Spacious Pool Home with 3 bedrooms and 2 baths, in a quiet Palm Harbor neighborhood. All new furniture, mattresses, bedding and towels are waiting for you! Minutes from Honeymoon Island, restaurants, breweries, cafe's, golf and the ever-popular Pinellas Trail. The open floor plan allows guests to sit comfortably while holding conversation. Enjoy a cup of coffee in the morning in the screened lanai or sit outside on the pool patio and enjoy the Florida sun. Enjoy!
WalkabilityBeachSleep quality

Nice Sparkling Clean Home with Pool.
Spacious family-friendly retreat. Three comfortable bedrooms and a cozy sitting room within the Master Bedroom, our home offers ample space for the entire family. With two full bathrooms, everyone can enjoy their own privacy and convenience. Step outside to the inviting pool area with a spacious enclosed patio. A Fully stocked kitchen is equipped with everything for preparing and enjoying delicious meals together. Plate settings for six to a comprehensive array of utensils and pots/pans.
BeachWalkabilityCondition

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.
WalkabilityBeachGetting around

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.
BeachWalkabilityIndoor spaces

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
WalkabilityBeachHospitality

Chic|Pool|PuttingGreen|Beaches
Enjoy a relaxing family getaway in the Sunshine State! Spend days relaxing on the beach and enjoying outdoor fun for the whole group with a bounce house, putting green, and more at this stylish home. Whether you’re traveling with family and friends or on business, this is a great place to discover the beautiful. Clearwater Beach area. 8 Min Walk to Saint George Lake 12 Min Drive to Wall Springs Park 22 Min Drive to Clearwater Beach.
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Popular amenities for rentals with beach access in Oldsmar
Apartment rentals with beach access

Sunset Paradise
ViewBeachComfort

Grey House
WalkabilityBeachKitchen

In Downtown-Porch-Parking-603Mbps-Kitchen
BeachWalkabilityNearby

Studio Oasis! Beach, RayStadium, TPA, Busch Garden
BeachConditionCheckout

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6
BeachViewComfort

Hyde Park "Industrial-chic" with Private Backyard
BeachWalkabilityCondition

Lovely 1 bedroom rental & patio, close to beach
BeachWalkabilityAir conditioning

Bright Clearwater Waterfront Studio | Walk to Sand
BeachViewPets
House rentals with beach access

Clearwater Gem! XL-Pool | Courts & More!.
BeachWalkabilityHot tub

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
ViewBeachAccess

Modern Private luxury Home at TPA
WalkabilityNearbyCleanliness

Heated Saltwater Pool Home 3 Miles to Beach
WalkabilityBeachLong stay

Golf Sim, Heated Pool, Games | Clearwater Dream!
BeachWalkabilityHeating

Luxury Home/Heated Pool/TPA Airport/Disney
ViewBeachCondition

Ocean Sunsets & Downtown Biking Trails
BeachViewParking

Walk to Raymond James · 4BR Villa, Sleeps 8
BeachWalkabilityCheck-in
Apartment rentals with beach access

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
WalkabilityViewLaundry

Beachfront Condo with Centerline Sunsets
BeachWalkabilityNearby

Spacious Key West Retreat, Fun 2 BR, Resort Pool
WalkabilityBeachWifi

Waterfront Condo - Sunset View of Tampa Bay
BeachViewLayout

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
BeachWalkabilityPool

Beachfront Condo in Exclusive Resort
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Beautiful Top Floor Condo in Indian Rocks
BeachWalkabilityHospitality

Rincón Divino MB 2 Balconies, Ocean & Marina Views
ViewWalkabilityBathroom
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $235 SGD | $245 SGD | $272 SGD | $274 SGD | $259 SGD | $206 SGD | $210 SGD | $209 SGD | $212 SGD | $209 SGD | $219 SGD | $209 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 |
Destinations to explore
- Miami Holiday rentals
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- Fort Lauderdale Holiday rentals
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- Tampa Holiday rentals
- Destin Holiday rentals
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- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Img Academy
- Fort De Soto Park
- Cortez Beach
- River Strand Golf and Country Club
- Busch Gardens





