
Holiday rentals with outdoor seating in Oldsmar
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Oldsmar
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”
Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

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

Bay Lake Cottage
You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Villa Isabella
This is a relaxing place for a couple, a clean, organized, and cozy place for work or vacation. If you want to enjoy the sunshine state, you are more than welcome to come and visit us. The place is private and has its own entrance where guests could get in and out at their own convenience. The entrance door has a smart lock, the code, and the check-in instructions will be given on the same day two hours before the check-in. The check-in will be at 3 pm and the check-out at 11 am.

Soothing Breeze
This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Entire Guest House near Tampa airport
Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Luxe Apartment | Water Views | Covered Balcony
Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!

Renovated chic Parisian studio
Perfect for a couple or a couple of friends! Our studio is vibrant, modern, and a fun take on Parisian interior style. ***The studio is a private unit of a standing triplex house with its own entrance. Located in a central area of Tampa. 10 minutes from the airport, 30 minutes from our beaches, and 20 minutes from Downtown!

Louisa's Cottage
This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Private Suite with King Bed in Safety Harbor
Guest suite unit with private king bed. Located in Safety Harbor nearby downtown with close access to shops, restaurants, and more. Features a beautiful patio area to watch the sunset or sunrise with a waterfront view. The suite features high quality furniture, bedding, and appliances.

BeachBunkies Cottage 1. Four miles to the beach!
Welcome to the Beach Bunkies Cottages in historic Dunedin Fl. The cottages are located just 3 miles from charming downtown Dunedin, 4 miles from the stunning Honeymoon Island & Gulf coast. Both Cottages have fully accessorized kitchens and share some outside amenities.
Popular amenities for outdoor seating rentals in Oldsmar
House rentals with outdoor seating

Peaceful Pet friendly 2 BR cottage with hot tub.

Beautiful cozy Riverside Heights home king bed

Mins to Beach/Studio Home/walk to dwtn/FreeParking

The perfect lake house getaway near the airport.

Charming House 2B/2B Centrally Located Tampa Bay

Tropical Oasis Retreat w/ Heated Pool

Bucs Bungalow Stadium Home, King Bed Suite, Gym

Coastal Escape: heated saltwater pool & playground
Apartment rentals with outdoor seating

Cozy Gem Near Madeira Beach With Private Patio

Azalea Home

La Casa Tranquil,1of4 units onsite/ Heated Pool!

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

Book Now! SALE! Cute Studio- Downtown Dunedin!

Rincón del Amor

Casita Palma ~ Old Hyde Park (Casita Palma)

Modern 1BR Suite + EV Charger • Near Stadium & TPA
Apartment rentals with outdoor seating

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

Bright and Spacious 1Bed/1Bath condo.

Clearwater Retreat • Gated Community + Heated Pool

Breathtaking Penthouse Views of Downtown Tampa Bay

Casa de B.O.B ... Best on Beach

Villa Al Golfo Pristine Waterfront Oasis

Modern Waterfront Condo - Captivating Sunset Views

SHEEK and Glam- heated pool Updated! 3 mi to beach
When is the best time to visit Oldsmar?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 167 | € 181 | € 192 | € 150 | € 141 | € 142 | € 143 | € 142 | € 142 | € 156 | € 156 | € 150 |
| 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 |
Quick stats about holiday rentals with outdoor seating in Oldsmar

Total holiday rentals
Explore 60 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Oldsmar holiday rentals include wifi 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!
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- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club
- Fred Howard Park




