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

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.

Breezy Balcony Bliss–Stunning Ocean & Sunset Views
Welcome to your ideal Tampa Bay retreat! Our tropical paradise offers the perfect blend of luxury and relaxation, featuring a wide range of exceptional amenities, you'll discover everything you need for an unforgettable vacation, from the poolside bar to the exciting volleyball court. Unwind in style as you take in the breathtaking views of Tampa Bay from the comfort of your private suite. Soak up the sun by our heated pool or relax in the cozy tiki huts. Great ocean views from your balcony!

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

Waterfront Pool Oasis •Kayak, Games & Sunset Views
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

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

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!

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w 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/rest

Cozy Suite
Hermosa suite acogedora en la bahía de Tampa, con patio amplio y lindo jardín para disfrutar de momentos agradables e íntimos al aire Libre. Habitación acogedora y totalmente equipada para su disfrute. Baño con ducha dentro de la habitación. Cuenta con cocina totalmente equipada y refrigerador. También dispone de comedor y un espacio con escritorio y silla para trabajar. Dispone de Wifi en toda la habitación

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

Stars by the Sea - Cozy home close to beaches

Hacienda Hideaway w/ heated pool

Charming house in Seminole Heighs close to Downton

Heated Pool, 10 min to Beach, Close to Restaurants

23% off! Eco Lake Magdalene - Pool House

Valencia Manor, your Favorite Florida Pool Home!

Summer Escape – Pool, Downtown, Near Clearwater

your home close to everything
Apartment rentals with a fireplace

Escape to Clearwater Beach!

Flat Bay Dr

Fantastic Condo at Avalon - Fully Renovated

Tampa Tropical-Saltwater Pool-10 Min to TPA

COZY BEACH HOUSE 2 BEDROOM

Innisbrook Golf Resort Condo (M)

Lovely 2-bedroom With a Forest Theme Oasis.

Island Palm*hotel style suite*only 5 miles 2 beach
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

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

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 £22 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
20 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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- Rentals with pools Oldsmar
- Family-friendly rentals Oldsmar
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