
Holiday rentals with a fireplace in Oldsmar
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Top-rated Accommodation with Fireplace in Oldsmar
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

Private 1 Bed Apt with Pool and water front.
Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

Heated Pool, 10 min to Beach, Close to Restaurants
Welcome to Turtle House! Perfectly situated in the heart of Palm Harbor lies this gem. Enjoy a completely renovated private heated pool, and with a quick and convenient access to US19 enjoy shopping, restaurants or local beaches. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, Teachers, friends and family - book & message me, I'll apply the discount, that's it!

#46 Stylish Villa Rosas Suite (King Bed)
Live large during your stay in Tampa, thanks to this sleek private studio! Cmplete with a Smart TV, kitchenette, full bathroom, breakfast table, and more. Spend your daylight shopping in WestShore Plaza, or catching up on tan lines at Ben T Davis Beach. Just 6 miles from Raymond James Stadium,10 miles to downtown Tampa, 7 miles to Midtown district & Hide Park. 20 miles from world famous Clearwater Beach be within minutes to everything Tampa Bay has to offer. Comfy dark Room with no windows...

Cottage in the heart of Tampa close to everything
Centrally located, safe & desirable neighborhood by Hillsborough River. Corner lot, Free covered parking, easy self checkin, Bohemian style decor & vibe, stocked kitchen, SMART TVs, Laundry Rm, Fireplace. Outside Fire Pit, Picnic Table w/BBQ Grill, Hammock. Close to Lowry Park Zoo, Downtown/Convention Center, Riverwalk, Armature Works, Ybor City, Busch Gardens, Hyde Pk, Midtown, Airport, Beaches & More. Perfect for Vacation, Romantic Getaways, Family Visits, Concerts, Hockey/Football, & Work.

Tropical Oasis Retreat w/ Heated Pool
Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

The Barn at La Escondida - Peaceful and Beautiful
Conveniently located 1 mile from I-275 which takes you north- south Suited for Business Travelers Close to USF 4 acres of land with big beautiful trees and farm atmosphere. Second floor of The Barn has been remodeled and adequately furnished. AMENITIES Queen bed A/C /Fireplace Private bathroom hairdryer Refrigerator Microwave Rice Cooker Electric Skillet Electric Burner Foreman Grill Coffee pot Dishes - Silverware flat-screen TV and Roku Wi-Fi Washer Dryer Iron/ ironing board

Centrally Located Cozy 1-bed Private Cottage!
This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

Spacious Historic 2/2 Seminole Heights Bungalow
This 1800 sq ft spacious bungalow is drenched in sunlight all day while remaining cozy and private at night. Original hardwood floors and 11ft ceilings. Our street is quiet, quirky and cobblestone. We're within walking distance of the local bars and restaurants, down the street from both Raymond James Stadium, The University of Tampa, Amalie Arena and major highway access are 5 minutes away. Hyde Park is 15 minutes away, too. We also have a big fenced in backyard and private carport!

Fun, Funky, Pool, Fire Pit! 4 miles to Beach
Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ★ 24x12 Pool w/LED multicolor pool light ★ 34X18 Pool Deck ★ Loungers ★ 16x20 Grill Deck ★ Fire-Pit w/grill grate ★ Yard Games (regulation corn hole, jenga, connect four, etc) ★ BBQ Grill ★ string lights

Private Tiny Home • Central Spot • Pet Friendly
Rise & Shine in our Oakleaf Tiny Home complete with a smart HDTV, comfy queen bed, full bathroom, and wonderful kitchenette. This tiny home has 240 SqFt of peaceful coziness. Enjoy your morning coffee on a custom made porch facing a lush green privacy wall while enjoying a Florida Sunrise🌞 The best part is that the it’s centered in the heart of Tampa Bay, close to the best attractions & hotspots. The neighborhood is quiet and safe. We look forward to hosting you!

Rooms with a Pool
Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

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 beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team
Popular amenities for Oldsmar Accommodation with Fireplace
Holiday House Rentals with a fireplace

Hacienda Hideaway w/ heated pool

The Gallery - Modern Home

Casa Del Sole

Summer Escape – Pool, Downtown, Near Clearwater

Italian Retreat, Amazing Pool, Quiet 1.5 Acre Home

your home close to everything

Heated Pool Home in the Gem of Safety Harbor

FREE Heated Pool & Spa l Book your Winter Vacation
Apartment rentals with a fireplace

Fantastic Condo at Avalon - Fully Renovated

Flat Bay Dr

The Palm Bayview Balcony, Bar & Grill, Heated Pool

The Suite at MidTown

1 Bed Condo on Lake Tarpon (2ND FL)

Relaxing beach gateway

Lovely 2-bedroom With a Forest Theme Oasis.

Island Palm*hotel style suite*only 5 miles 2 beach
Villas with a fireplace

Family Haven/Kid's Amenities Near Honeymoon Island

ENJOY FLORIDA

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Leithen Lodge Is Like a Scottish Castle in N Tampa

Resort Backyard! Heated Pool! Pool Table! PingPong

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

6BR Waterfront • Heated Pool • Hot Tub • Game Room

4 min Walk to Beach, Pool, Roof Deck
Quick stats about holiday rentals with a fireplace in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 720 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

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Oldsmar holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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