Vacation rentals in Oldsmar

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Top-rated vacation rentals in Oldsmar

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

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Top guest favorite
Guest suite in Tampa
4.96 out of 5 average rating, 237 reviews

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

Top guest favorite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.99 out of 5 average rating, 142 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 favorite
A well-maintained entryway is showcased, featuring a covered area with patterned stone flooring. A potted plant and a small table with decorative flowers are positioned beside a chair. The entrance leads to a white front door, framed by light-colored walls and fencing.
Apartment in Tampa
4.87 out of 5 average rating, 165 reviews

Lovely cozy guest studio

Kick back and relax in this calm, stylish space. Our apartment has all you need to spend an amazing time in our beautiful city, 8 minute drive from the tampa international airport, many malls no more than 15 minutes away from each other, as well as supermarkets and pharmacies 3 minutes away from our stay. Fire rescue is 1 minute from our stay. You will be greeted with all the amenities you’d want such as a cozy bed, clean and organized space. Last but not least Enjoy your stay. Thank you

Guest favorite
A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.
Home in Oldsmar
4.7 out of 5 average rating, 108 reviews

Private Pool Home Near Clearwater & Tampa

Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

Top guest favorite
A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.
Guest suite in Tampa
4.96 out of 5 average rating, 251 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 favorite
The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.
Home in Oldsmar
5 out of 5 average rating, 146 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

Superhost
A modern sleeping area features a queen bed dressed in teal bedding. A sleek, illuminated headboard and a large mirror are displayed above the bed. The room is complemented by a bedside lamp and a stylish wardrobe, enhancing the overall ambiance.
Guest suite in Tampa
4.86 out of 5 average rating, 227 reviews

Washington

This stylish and brand new place to stay is perfect to guests that want to getaway to a romantic and peaceful environment and at the same time very friendly place for couples that come with children looking for safety and confortable stay. This suite has all that you need, a queen bed, separate kitchen very useful with coffee machine and a beautiful and modern bathroom. The outdoor is very spacious and airy.

Guest favorite
A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.
Apartment in Tampa
4.84 out of 5 average rating, 175 reviews

Private apartment perfectly located in Citrus park

A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

Top guest favorite
The charming cottage features a bright yellow front door, flanked by potted plants. A welcoming porch is screened with white framing. The well-maintained yard is adorned with manicured grass and a path leading to the entrance, with a white picket fence visible in the background.
Cottage in Oldsmar
4.96 out of 5 average rating, 303 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 favorite
A well-furnished bedroom features a spacious bed layered with patterned bedding. A large mirror reflects the room's layout, while a sleek television is mounted on the wall. A small workstation and closet space are visible in the background, providing a modern and functional atmosphere.
Apartment in Tampa
4.91 out of 5 average rating, 235 reviews

Cozy 1 bedroom apartment 10 min from TPA

Enjoy easy access to everything from this perfectly located home base. We are just 10 mins away from the airport. Our home is located in a quite neighborhood where you can relax and rest. This place was recently renovated so you will be enjoying modern luxury.

Top guest favorite
A spacious bed is centered in the room, embellished with a patterned bedspread. Nightstands with lamps are positioned on either side. A ceiling fan is visible overhead, and a large piece of wall art adds a touch of character. A bathroom can be glimpsed through an open door.
Home in Tampa
4.98 out of 5 average rating, 264 reviews

Private Studio-2, Exquisite space/King Bed /TAMPA

Enjoy your stay in Tampa in this cozy, newly remodeled studio! This studio is located at the center of Town and Country and is a short drive from Tampa International Airport (7 miles, which is 14 minutes away from the studio).

Guest favorite
A cozy bedroom is highlighted by a spacious bed covered with a soft throw. Mirrored closet doors reflect natural light, while a wooden desk and chair offer a functional workspace. A ceiling fan and flat-screen TV enhance the comfort of the space.
Guest suite in Timberlane Woodlake
4.92 out of 5 average rating, 124 reviews

Cozy Red Door Studio

Keep it simple at this peaceful and centrally located place. Very cozy and private with a carport parking spot. Close to beaches, shopping, Tampa International Airport, Busch Gardens and more!

Popular amenities for Oldsmar vacation rentals

When is the best time to visit Oldsmar?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,973 ZARR3,232 ZARR3,215 ZARR2,835 ZARR2,765 ZARR2,679 ZARR2,523 ZARR2,593 ZARR2,644 ZARR3,025 ZARR2,817 ZARR2,835 ZAR
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • Where should I stay in Oldsmar?

    Make yourself at home in Oldsmar by choosing from our most frequently booked neighborhoods. We have over 200 vacation rentals in East Lake Woodlands, over 560 vacation rentals in Oldsmar, and over 560 vacation rentals in The Grove Of Laforest.

  • Are there pet-friendly vacation rentals in Oldsmar?

    Four-legged friends are welcome in Oldsmar. Choose from more than 60 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oldsmar?

    Yes! Work meets play with ease at over 80 vacation rentals in Oldsmar featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oldsmar vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Oldsmar, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Oldsmar have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oldsmar have air conditioning?

    Absolutely! We offer over 80 house rentals with air conditioning in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Oldsmar have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Oldsmar have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym in Oldsmar. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Oldsmar?

    Experience the best of Oldsmar with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Oldsmar?

    Oldsmar has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Oldsmar

  • Total vacation rentals

    Explore 140 vacation rentals in Oldsmar

  • Nightly prices starting at

    Oldsmar vacation rentals start at R346 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 4,000 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Oldsmar vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Oldsmar rentals

  • 4.8 Average rating

    Oldsmar stays are highly rated by guests—averaging 4.8 out of 5!

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