
Vacation rentals with beach access in Oldsmar
Find and book unique beach access rentals on Airbnb
Quick stats about vacation rentals with beach access in Oldsmar

Total vacation rentals
Explore 10 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at G$16,731 GYD per night before taxes and fees

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Over 1,090 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oldsmar vacation rentals include wi-fi 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!
Top-rated beach access rentals in Oldsmar
Guests agree: these beach access rentals 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.

Cottage in the heart of Tampa close to everything
Centrally located, safe & desirable neighborhood by Hillsborough River. Corner lot, Free covered parking, easy self checkin, Bohemian style decor & vibe, stocked kitchen, SMART TVs, Laundry Rm, Fireplace. Outside Fire Pit, Picnic Table w/BBQ Grill, Hammock. Close to Lowry Park Zoo, Downtown/Convention Center, Riverwalk, Armature Works, Ybor City, Busch Gardens, Hyde Pk, Midtown, Airport, Beaches & More. Perfect for Vacation, Romantic Getaways, Family Visits, Concerts, Hockey/Football, & Work.

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!

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.

Cozy Main Street Hideaway
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 (Family with kids welcome). Private backyard patio with fire place. This is a non-smoking. Come enjoy! No pets allowed.

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.

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 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!

Beach 5-Min (Near Tampa & Clearwater)
Quick 5 minute drive to the beach! Highlights - fire pit - 2 travel cribs/pack-n-play - high chair - baby lounge bouncer (Must request baby gear when booking) Comfortable 2 bedroom & 2 full bath home with an open floor plan in a quiet neighborhood and only 2 miles to the beach! Walking distance to grocery store, bike path and more! State DWE6218902 County STR26-00218 Parking for 2

Relaxing Pond View - Beaches - Bikes - Fire Pit
* Honeymoon/Caladesi Islands (10min) * Pinellas Trail - bike/walk/run * Walk/bike to St Joseph Sound (great for sunsets) * Downtown Dunedin & Tarpon Sponge docks (10min) * Screened patio w/fan & lights * Fenced yard w/grill, view of the pond, a fire pit * Beach chairs, towels and beach toys provided- even some fishing poles for the pier! * 2 adult bikes provided
Popular amenities for Oldsmar beach access rentals
Apartment rentals with beach access

Anchors UP #3, WALK to Beach, 1 bed/1 bath

On Private Beach! Full Kitchen Ground Level Unit 7

NEW! High End King Mattress! 10 Steps to the beach

Beach Front Condo!

Mid-Century Modern #4 Waterfront Clearwater Beach

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

“Oasis Terrace”

Best Location 2 -Close to Everything and the Beach
House rentals with beach access

CasaBella

Luxury Home Tampa / Heated Pool/TPA Airport/Disney

Honeymoon Luxury Residence with Heated Pool &Sauna

The Shore House

Best Waterfront - Boat launch just across the St!

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

Casa del Tren - Rare Availability + Serious Fun!

Waterfront Palm Harbor Retreat w/Dock+Near Beaches
Condo rentals with beach access

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Relax in a Newly Renovated Beach Front Paradise

2 Blocks To Beach: Walk to Restaurants & Bars-2BR

Beach Front at “The Shore”

Amazing views on beachfront

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

Sandy Feet Retreat

*Shore Thing* Walk to Beach | Intercoastal Views
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,900 GYD | G$40,573 GYD | G$44,965 GYD | G$34,299 GYD | G$34,299 GYD | G$34,508 GYD | G$34,717 GYD | G$34,508 GYD | G$35,135 GYD | G$34,508 GYD | G$36,181 GYD | G$34,508 GYD |
| 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 |
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- Rentals with a patio Oldsmar
- Hotel rooms Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with a washer and dryer Oldsmar
- Fitness-friendly rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- House rentals Oldsmar
- Family-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with pools 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
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
- North Beach At Fort DeSoto Park





