
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 €70 per night before taxes and fees

Verified guest reviews
Over 1,060 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

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

RETRO dream home, fully fenced, close to beaches!
Florida Retro dream home is fully fenced and just minutes from Clearwater’s beautiful beaches! Dance to the jukebox, create art on the peace fence, and leave your mark on the chalkboard wall. Enjoy a one-of-a-kind 1960s-inspired home- grill, fire pit, beach gear, games, fast Wi-Fi, self check-in, and modern comforts. Walk to Publix, shops, and restaurants—everything you need is just minutes away! Not just a place to stay it’s an experience you’ll be talking about long after your vacation ends.

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!

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.

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory Foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts. Enjoy beach 🏄♂️ vibes decor in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

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

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.

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!

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

Waterfront! 10 min to airport/Near stadium

In Downtown-Porch-Parking-603Mbps-Kitchen

Parker Manor Apartment

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

THE SALT LIFE! 10 steps to the beach!

Coastal Waterview Condo 10 min to Beach

Newly Remodeled 2 Bedroom Condo

On Private Beach! Full Kitchen, Ground Level Unit5
House rentals with beach access

Heated Pool and Spa | 5 min to beach

The Boho | Walk to Gulfport Beach & Restaurants

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Spicy Tuna Heated Pool Beautiful Home!

Piece of paradise in Indian Rocks Beach.

🗝Home in Tampa Bay for a cozy stay☀️

Clearwater Gem! XL-Pool | Courts & More!

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Condo rentals with beach access

Lovely Condo minutes from beach & King bed

BBC216 - Gulf Breezes & Beachfront Vibes!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Spectacular beach to bay views from this resort.

Amazing views on beachfront

Five Star Beachfront Condo Newly Renovated

Walk to Beach, Bars, and Restaurants Nearby

Sandy Feet Retreat
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €163 | €171 | €189 | €144 | €144 | €145 | €146 | €145 | €148 | €145 | €152 | €145 |
| 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 fireplace Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with outdoor seating Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a washer and dryer Oldsmar
- Rentals with pools Oldsmar
- Family-friendly rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a patio Oldsmar
- Hotel rooms Oldsmar
- House rentals Oldsmar
- Rentals with beach access Pinellas County
- Rentals with beach access Florida
- Rentals with beach access United States
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