Holiday houses in Oldsmar

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Top-rated holiday rentals in Oldsmar

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Palm Harbor

4.88 out of 5 average rating, 153 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Top Guest favourite

Bungalow in Oldsmar

4.99 out of 5 average rating, 134 reviews

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

Guest favourite

Guest suite in Tampa

4.95 out of 5 average rating, 220 reviews

Citrus Park Private Stylish Studio/Free parking. 2

EXPERIENCE THE CONTEMPORARY, INVITING, AND COMFORTABLE LODGING AT CITRUS PARK, SITUATED IN A SAFE, QUIET, AND CENTRAL NEIGHBORHOOD. BENEFIT FROM AN INDEPENDENT ENTRANCE AND COMPLIMENTARY PARKING ON-SITE. ENJOY CONVENIENT ACCESS TO RESTAURANTS AND GROCERY STORES. PERFECT FOR TWO GUESTS, WHETHER ON VACATION OR A BUSINESS TRIP, FOR A TRANQUIL AND REJUVENATING STAY. In addition we are located 11 minutes from the Tampa International Airport and near the Citrus Park International Mall.

Guest favourite

Guest suite in Tampa

4.96 out of 5 average rating, 243 reviews

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’

Top Guest favourite

Guesthouse in Town 'n' Country

4.98 out of 5 average rating, 249 reviews

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!

Top Guest favourite

Home in Oldsmar

5 out of 5 average rating, 144 reviews

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

Top Guest favourite

Apartment in Clearwater

4.99 out of 5 average rating, 199 reviews

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

Superhost

Apartment in Tampa

4.75 out of 5 average rating, 250 reviews

Studio 15 min from Airport/20 min BushGarden/Tesla

The apartment is located in the community of Carrollwood Meadows, the neighborhood is quiet and peaceful. 5 minutes from Citrus Park Mall, Chili’s Grill and Bar, Olive Garden, and other restaurants 15 minutes from the Airport of Tampa and Raymond James Stadium 20 minutes from Bush Garden Parks and Recreation. 40 minutes from Clearwater Beach 20 minutes from Downtown Tampa

Top Guest favourite

Cottage in Oldsmar

4.96 out of 5 average rating, 300 reviews

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.

Guest favourite

Guesthouse in Tampa

4.87 out of 5 average rating, 198 reviews

Brisas Del Mar private space near the airport

Tómate un descanso y relájate en este tranquilo oasis We are located in a quiet area with excellent neighbors. Just 5 minutes from Veterans Expressway, 10 minutes from Tampa International Airport, close to several beaches, 30 minutes from Busch Garden Park, and 13 minutes from Raymond James Stadium..