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Latest Vacation Rentals in Oldsmar FL (25)

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1 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Discover Tampa's charm with us! Enjoy serene escapes to Mobbly Bayou Wilderness, vibrant beach days, and cultural thrills, all within easy reach. Perfectly placed for adventure and relaxation...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Unwind at our homely retreat featuring spacious suites with full kitchens, complimentary hot breakfast, an outdoor heated pool, fitness center, pet-friendly accommodations, meeting spaces, and free...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Embark on a Tampa Bay adventure with us! Experience the thrill of Zip Line Canopy Tours and Dolphin Sighting Boat Tours. Indulge in Cuban cuisine and savor the best seafood at Lobster Haven....

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Relax with the whole family at this peaceful newly renovated place to stay. Only a short drive to all Tampa Bay attractions! Places of interest that are around the area are:-Honeymoon island where...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Three bedrooms, two baths with a loft area. Large fenced-in yard and huge driveway with additional parking across street. Recently fullly renovated with newer furniture and appliances. A beautiful...

Created Jun 16, 2024

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2 Br Condo Vacation Rental In Oldsmar, Florida

NEW- Waterview- 2 bed/2 bath condo w/poolThis 2 bed 2 bath condo is located in a quiet peaceful golf course neighborhood yet minutes from shopping & AMC theatre!Enjoy amazing sunsets and wonderful...

Created Jun 16, 2024

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2 Br Villa Vacation Rental In Oldsmar, Florida

Relax in this quaint, fully-furnished villa in a safe, quiet neighborhood. The backyard sits on a nature preserve, providing privacy, plenty of trees, foliage and bird watching. Close to parks,...

Created Jun 16, 2024

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Condo Vacation Rental In Oldsmar, Florida

GOLF COURSE VIEW Move in Ready Large Spacious 2nd Floor Condo with Carport. New Roof in July of 2021. This END unit offers more privacy, extra windows and a Wood Burning Fireplace. The condo...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Enjoy a quiet stay in our beach guest home specifically designed for our AirBnB guests. 3 bedroom/2 bathroom/ 2 car garage home located across the street from wilderness preserve with quiet...

Created Jun 16, 2024

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1 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

This lovely Oldsmar home features a ground floor apartment with one bedroom, 1 bathroom, and a private entrance. Large eat-in kitchen that is fully equipped, laundry room with full size...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Welcome to our spacious 3300 square foot modern home in the vibrant Tampa Bay Area, offering a resort-style pool and luxurious amenities. This 4-bedroom, 4-bathroom retreat features a bonus loft,...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Embark on a Tampa Bay adventure with us! Experience the thrill of Zip Line Canopy Tours and Dolphin Sighting Boat Tours. Indulge in Cuban cuisine and savor the best seafood at Lobster Haven....

Created Jun 16, 2024

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2 Br Villa Vacation Rental In Oldsmar, Florida

Welcome to a stunning 2-bedroom, 2-bathroom villa nestled in the heart of sunny Florida! Whether you're seeking a relaxing beach getaway or exploring all that Florida has to offer, this villa is...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

This is a beautiful and spacious home, located in Oldsmar, Pinellas County , Florida.It is perfect for family vacation or romantic get way, it is single family home with 3 bedrooms 2 bathrooms 2...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Welcome to our renovated haven that offers plush comfort, modern amenities, a waterfall, and Koi Pond. Enjoy high-speed Wi-Fi, ergonomic workstations, and in-room entertainment. Savor meals and...

Created Jun 16, 2024

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2 Br Condo Vacation Rental In Oldsmar, Florida

Eastlake Woodlands first floor condo with 2 split bedrooms , 2 full baths, one with tub and one with walk in shower, living room and dining room combo. Full kitchen. Plenty of closets. Covered...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Embark on a Tampa Bay adventure with us! Experience the thrill of Zip Line Canopy Tours and Dolphin Sighting Boat Tours. Indulge in Cuban cuisine and savor the best seafood at Lobster Haven....

Created Jun 16, 2024

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Apartment Vacation Rental In Oldsmar, Florida

View the interactive property! | Stunningly renovated 3Beds / 1Baths home with 1-car garage located in relaxing Oldsmar. This home features a beautiful driveway as you arrive to it, with a vivid...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Welcome to your home away from home when you stay at this centrally located Oldsmar house. TPA airport is 15 mins away & you are just steps away from community waterfront access, boat ramps, canoe...

Created Jun 16, 2024

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3 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Escape to paradise at our Tropical Vacay bohemian home with a private pool, nestled in the heart of Oldsmar, Florida. This enchanting retreat offers an unforgettable experience for those in search...

Created Jun 16, 2024

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2 Br Condo Vacation Rental In Oldsmar, Florida

Beautiful Fully furnished ground floor holiday home to rent in Oldsmar, Tampa Florida. This really is a home away from home set in the gated community of East Lake Woodlands.This Condo is located...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

WE WANT YOU TO FEEL AT HOME!This is a BEAUTIFUL and VERY CLEAN home that has been recently renovated and is located in a private cul de sac, in a very safe and quiet community. 2 Bedrooms (Queen...

Created Jun 16, 2024

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Private Vacation Home Vacation Rental In Oldsmar, Florida

This amazing and spacious 5 bedroom home is located in a prime neighborhood of Tampa, offering plenty of room to relax and entertain your guests! The luxurious game room features a ping pong table,...

Created Jun 16, 2024

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2 Br Condo Vacation Rental In Oldsmar, Florida

In Oldsmar, located near Tampa, Dunedin, Palm Harbour, Clearwater and St Petersburg.This ideal location is minutes from the Bay and just 20 minutes from the beautiful beaches of the Gulf of Mexico....

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Oldsmar, Florida

Escape in this quiet, comfortable, 4 bedroom, 2 bathroom house with private outdoor shower, large pool & patio with grill & outdoor seating, dedicated office-pets welcome. This sunny home has a...

Created Jun 16, 2024

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