
Holiday rentals with beach access in Oldsmar
Find and book unique accommodation 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 $139 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oldsmar holiday 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 Accommodation with Beach Access in Oldsmar
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

Sunny Oasis: Villa Retreat
Welcome to a stunning 2-bedroom, 2-bathroom villa nestled in the heart of sunny Florida! Whether you're seeking a relaxing beach getaway or exploring all that Florida has to offer, this villa is your perfect destination. Located 15-20 minutes from the beach in a prime location, you'll find a plethora of dining, shopping, and entertainment options nearby, ensuring there's something for everyone to enjoy. Book your stay today and experience the ultimate in comfort, convenience, and coastal charm.

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

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.

Charming Blue Bungalow With Amazing Yard
Don't miss a stay at the Blue Bungalow while enjoying the historic and beachy town of Tarpon Springs. This spacious 2-bedroom 1 bathroom home built in 1936 has been tastefully updated but still has much of it's original charm. Then there's the best backyard with a grill, dining area, a fire pit, cornhole court, and a spacious deck. The home is located minutes from several beaches, a dog park, the Pinellas Trail and Greek town. Restaurants, breweries and fun community events are abundant.

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

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed
PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.

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!

Luxury - Pet Friendly, Farmhouse Bungalow DT Tampa
This unique bungalow has a style all its own. Two Swings is your Home away from Home while being close to everything Downtown Tampa has to offer. 10 minute Walk to University of Tampa, 10 minute Walk to Armature Works, 5 minute to Drive to Downtown Tampa - Amalie Arena, Water Street District, Tampa General Hospital and so much more.

Modern & Spacious Retreat with Private Pool!
Welcome to our exquisite Airbnb in Oldsmar, Florida, where luxury and convenience converge in a SINGLE-story haven. This delightful getaway promises an unforgettable stay for travelers seeking relaxation, outdoor adventures, and a touch of historical charm.
Popular amenities for Oldsmar Accommodation with Beach Access
Apartment rentals with beach access

Waterfront! 10 min to airport/Near stadium

In Downtown-Porch-Parking-603Mbps-Kitchen

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

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

Coastal Waterview Condo 10 min to Beach

Hyde Park "Industrial-chic" with Private Backyard

Grey House

Stay Awhile! Beaches, RayStadium, TPA, Busch Gar
Holiday House Rentals with beach access

Ocean Sunsets & Downtown Biking Trails

The Coastal Calm - Entire Unit

The Boho | Walk to Gulfport Beach & Restaurants

12 Mins to Beach | Patio&Grill | Fenced Yard

Hatties Hill Florida

🗝Home in Tampa Bay for a cozy stay☀️

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

Heated Pool, Golf, FUN! Clearwater Game Villa
Holiday condos with beach access

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

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

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

Sandy Feet Retreat
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $323 NZD | $337 NZD | $373 NZD | $285 NZD | $285 NZD | $286 NZD | $288 NZD | $286 NZD | $292 NZD | $286 NZD | $300 NZD | $286 NZD |
| 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
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- Fitness-friendly rentals Oldsmar
- Rentals with a washing machine 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 a fireplace Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with beach access Pinellas County
- Rentals with beach access Florida
- Rentals with beach access United States
- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy





