
Holiday rentals with a patio in Oldsmar
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Oldsmar

Total holiday rentals
Explore 100 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,770 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Oldsmar holiday rentals include wifi 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 rentals with patio in Oldsmar
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

A perfect Lake House get away
Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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!

Modern Paradise home near Clearwater Dunedin Beach
Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

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.

Newly Renovated Apt in Stunning Safety Harbor!
Tranquility awaits in this beautifully updated 2 bedroom 1 full bath apartment. Tampa Bay's hidden gem is in the heart of Safety Harbor and the perfect place to wind down and relax or explore all the area has to offer. Centrally located just minutes from the beaches, parks, museums, and airports. Just a short walk to downtown to enjoy fantastic dining, festivals, art shows, live entertainment, the pier, the renowned Safety Harbor Resort & Spa, and much more in this quaint little town.

Peaceful Pet friendly 2 BR cottage with hot tub.
Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

Guesthouse with Pool in Palm Harbor
This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

Clearwater Studio Getaway
Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

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.

The perfect lake house getaway near the airport.
Relax with the whole family in this cozy residence in the Tampa Bay area. Enjoy the spacious backyard and unwind in the hot tub with peaceful views of the lake. Set in a centric location near the International Airport, Raymond James Stadium, Busch Gardens, Adventure Island, Citrus Park mall and Florida's best-rated beaches.

Cozy AF Medusa the Bus-Lux
Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.

Palm Paradise
Your poolside paradise awaits in coastal Palm Harbor. With lush, tropical gardens and a vibrant downtown steps away, you may not want to leave, but you are also a few short minutes from Honeymoon Island beach and the best of Dunedin, Tarpon Springs and Clearwater Beach.
Popular amenities for rentals with patio in Oldsmar
Flat rentals with a patio

Lovely 1 bedroom rental & patio, close to beach

Modern 1BR Suite, Near Stadium, Airport & Downtown

Northdale Apartment

2 BR, 1 bath, 2 Queen Beds, Clawfoot Tub!

Waterfront Studio Apartment w/access to Gulf

Coastal Waterview Condo 10 min to Beach

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Happy Place
House rentals with a patio

Private pool, Golf Cart, Completely Renovated!

Sunny Oasis: Villa Retreat

Cozy 3/2 residential with free parking on premises

Cypress Place | Your Serene Retreat near Tampa!

Modern Tropical Oasis • Heated Pool & Firepit

Tropicoquette|Beach|Pool|Airport|Clearwater|STPete

House in Oldsmar near Clearwater / Tampa Hot tub*

Oldsmar Oasis
Apartment rentals with a patio

Nautical Landings West-Honeymoon Island!

Innisbrook Condo 1st Floor next to Island Course

Private Ocean View Beach Retreat with Balcony

Tiki Themed Waterfront Condo on Tampa Bay

Lovely Condo minutes from beach & King bed

Literally: 15 steps to the Pool, GroundFloor Condo

Ocean Breeze • Easy - Heated Pool Access

Walk to Beach, Bars, and Restaurants Nearby
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 SGD | $261 SGD | $278 SGD | $226 SGD | $211 SGD | $213 SGD | $213 SGD | $213 SGD | $213 SGD | $213 SGD | $223 SGD | $223 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
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- Rentals with a fireplace Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a hot tub Oldsmar
- 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 firepit Oldsmar
- Rentals with beach access Oldsmar
- Waterfront rentals Oldsmar
- Hotel rooms Oldsmar
- House rentals Oldsmar
- Rentals with a patio Pinellas County
- Rentals with a patio Florida
- Rentals with a patio 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
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- John's Pass
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Cortez Beach
- Img Academy





