
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 ﺩ.ﺇ 294 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.

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

Modern Private luxury Home at TPA
Enjoy a stylish experience at this centrally-located place 3 BD 2 100% private convenient and comfortable Home.Perfect for travelers looking for relax and explore Tampa Bay area. Minutes away from beautiful beaches, Downtown Tampa, and delicious restaurants, coffee shops and grocery stores. New Tesla Wall conector J1772 available. Only 3 miles to Buccaneers Stadium and 2 miles to Yankees Spring Season Stadium. Tampa International Airport 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

Retro Dream Near Clearwater Beach & Pet Friendly
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.

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.

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.

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 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...

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 Oldsmar beach access rentals
Apartment rentals with beach access

Charming 1 BR Key West Style apt by Spring Bayou

In Downtown-Porch-Parking-603Mbps-Kitchen

Hyde Park "Industrial-chic" with Private Backyard

Coastal Waterview Condo 10 min to Beach

Stay Awhile! Beaches, RayStadium, TPA, Busch Gar

Sunset Paradise

NEW! Luxurious King Bed! 10 Steps to the Beach!

Mid-Century Modern #4 Waterfront Clearwater Beach
House rentals with beach access

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Spicy Tuna Heated Pool Beautiful Home!

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

Clearwater Gem! XL-Pool | Courts & More.

🗝Home in Tampa Bay for a cozy stay☀️

Swim-Out Bedrooms, Waterfall pool, Peace Place

Beautiful Tampa Bay Pool Home Near Gulf Beaches

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room
Condo rentals with beach access

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!

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

Tiki Themed Waterfront Condo on Tampa Bay

Beach Front at “The Shore”

Lovely Condo minutes from beach & King bed

Indian Shores Gulf Front Rental

☼ SUNNY CONDO MINUTES FROM GORGEOUS BEACHES

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 683 | ﺩ.ﺇ 712 | ﺩ.ﺇ 790 | ﺩ.ﺇ 797 | ﺩ.ﺇ 753 | ﺩ.ﺇ 599 | ﺩ.ﺇ 610 | ﺩ.ﺇ 606 | ﺩ.ﺇ 617 | ﺩ.ﺇ 606 | ﺩ.ﺇ 635 | ﺩ.ﺇ 606 |
| 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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