Compare Oldsmar Cottage Rentals

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Featured Oldsmar Cottages

Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool

Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool

Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Gulfport Art District! One block from the beach!

Gulfport Art District! One block from the beach!

At this cottage, guests have access to features like laundry facilities.
Historic Beach Cottage steps from beach. Pet friendly!

Historic Beach Cottage steps from beach. Pet friendly!

$322 nightly
The price is $359 total per night
$359 total
Oct 14 - Oct 15
Total with taxes and fees
Guests staying at this cottage enjoy access to a water park, a gym, and a hot tub. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach cottage include laundry facilities, a garden, and barbecue grills.
Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!

Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!

“A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills.
Grove Keeper Cottage unit has a tree house atmosphere

Grove Keeper Cottage unit has a tree house atmosphere

Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free cottage also has barbecue grills.
Kayaks, Canoe, Private Lake Community

Kayaks, Canoe, Private Lake Community

$204 nightly
The price is $226 total per night
$226 total
Oct 6 - Oct 7
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Island Vibes Cottage | Amazing Location

Island Vibes Cottage | Amazing Location

At this cottage, guests have access to features like laundry facilities.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Oldsmar

    Hilton Clearwater Beach Resort & Spa

    Hilton Clearwater Beach Resort & Spa

    400 Mandalay Ave, Clearwater Beach, FL
    $221 nightly
    The price is $250 total per night from Oct 14 to Oct 15
    $250 total
    Oct 14 - Oct 15
    Total with taxes and fees
    8/10 Very Good! (2,216 reviews)
    Hotel Tampa Riverwalk

    Hotel Tampa Riverwalk

    200 N Ashley Dr, Tampa, FL
    $142 nightly
    The price is $162 total per night from Oct 19 to Oct 20
    $162 total
    Oct 19 - Oct 20
    Total with taxes and fees
    6.8/10 (1,671 reviews)
    Hilton St. Petersburg Bayfront

    Hilton St. Petersburg Bayfront

    333 1st St S, St. Petersburg, FL
    $115 nightly
    The price is $130 total per night from Oct 19 to Oct 20
    $130 total
    Oct 19 - Oct 20
    Total with taxes and fees
    7.6/10 Good! (1,034 reviews)

Cottages

Book a cottage in Oldsmar
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Oldsmar. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Oldsmar better.

Cottage apartments in Oldsmar range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Oldsmar
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Oldsmar and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Oldsmar cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Oldsmar. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Oldsmar Cottages essential information

Accommodation
500 Cottages
Lowest Price
$130
Highest Price
$359
Popular accommodation
Yachtsman*OCEAN FRONT COTTAGE*Right on the sand*sleeps up to 6*Heated Pool, Gulfport Art District! One block from the beach!, Historic Beach Cottage steps from beach. Pet friendly!, Escondido Boutique Bungalow in Crystal Beach- Inquire for Seasonal Savings!, “A” Beachy Keen Cottage! Just Steps From Indian Rocks Beach!, Your own private Beachfront Home On the Sands of the Gulf. Can't get any closer, Grove Keeper Cottage unit has a tree house atmosphere, Kayaks, Canoe, Private Lake Community, Island Vibes Cottage | Amazing Location

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