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

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...

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!

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

Mermaid cottage
Cute little private vacation rental cottage poolside with a pond out front, great kitchen, plenty of space to kick back and relax, private front porch with a table and two chairs NOTE: If booking 28 days or more Please be advised this listing has a 45 DAY cancellation policy which is less strict than the airbnb cancellation policy that is listed , Airbnb will call and confirm that I honor this less punitive cancellation policy. All our units are non-smoking and vaping.

Villa Al Golfo Pristine Waterfront Oasis
Pristine villa in the lovely seaside Gulf town of Indian Rocks Beach, 2 short blocks to the beach & the Intracoastal in your backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio & your own indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam king bed & secured safe.

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Nalas House | Full Living Room+Kitchen+Bedroom
Enjoy the comfort of a private suite at a single-room rate ✨ This inviting space features a cozy queen bed, a full kitchen + dining area, a spacious living room, and your own private patio—perfect for relaxing after a fun day out 🌱 Located just 4 minutes from Busch Gardens & Adventure Island 🎢, 15 minutes from the Hard Rock Casino 🎰, and only 20 minutes from Downtown Tampa and the vibrant Ybor City Historic District 🌆. 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

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

Villa Camila
Kick back in this cozy 1-bedroom retreat just 12 mins from Tampa Airport! Enjoy full privacy, a private patio, and a modern vibe—perfect for solo travelers, couples, or business guests. Relax after a day out, cook in your own kitchen, or stream your favorite shows. Close to beaches, restaurants, shopping, and top attractions like Busch Gardens, Ybor City, and Hyde Park. A comfy, stylish unit in the heart of it all!
Popular amenities for rentals with a fireplace in Oldsmar
House rentals with a fireplace

Tootsie’s Beachside Retreat-New Heated Pool

Stars by the Sea - Cozy home close to beaches

Spacious Historic 2/2 Seminole Heights Bungalow

Tropical escape house with hot tub

Valencia Manor, your Favorite Florida Pool Home!

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

Holiday Vacation Home

The Palm Haus • Heated Pool • Near Beach • Games
Apartment rentals with a fireplace

Escape to Clearwater Beach!

Fantastic Condo at Avalon - Fully Renovated!

Flat Bay Dr

The Suite at MidTown

Relax 10 feet from the Water | Resort Condo + Pool

Tampa Tropical-Saltwater Pool-10 Min to TPA

Relaxing beach gateway

Innisbrook Golf Resort Condo (M)
Villa rentals with a fireplace

Family Haven/Kid's Amenities Near Honeymoon Island

ENJOY FLORIDA

King 1 Br/1Ba, Hot Tub - Close to Beach & Downtown

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Leithen Lodge Is Like a Scottish Castle in N Tampa

Resort Backyard! Heated Pool! Pool Table! PingPong

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

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

Total holiday rentals
Explore 30 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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
- St Pete Beach
- Splash Harbour Water Park
- Busch Gardens
- North Beach At Fort DeSoto Park
- The Don CeSar
- Fred Howard Park




