Compare Oldsmar Cottage Rentals

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Featured Cottages in Oldsmar

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

Pool

Kitchen

The Purple Flower - 30 Second walk to the Beach. Free parking.

$245 nightly

$272 total

Aug 19 - Aug 20

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Cozy Cottage - Close to Everything, Nature Lovers Dream!

$335 nightly

$375 total

Aug 21 - Aug 22

Total with taxes and fees

At this cottage, guests have access to laundry facilities, local meal delivery service, and a garden. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

$238 nightly

$265 total

Aug 25 - Aug 26

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!

$409 nightly

$455 total

Aug 24 - Aug 25

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Beachside Cottage #3/ Fun In The Sun/Dogs Welcome

This cottage is a smoke-free cottage.

Kitchen

Pet friendly

Beachfront Cottages PATIO at Beautiful Sandy Shores on the Gulf of America

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

This cottage is a smoke-free cottage.

Kitchen

Pet friendly

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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

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

3990 Tampa Rd Oldsmar FL

$93 nightly

$105 total

Aug 31 - Sep 1

Total with taxes and fees

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

$247 nightly

$279 total

Aug 24 - Aug 25

Total with taxes and fees

9.4/10 Exceptional! (3,750 reviews)

The Westin Tampa Bay

7627 W Courtney Campbell Cswy Tampa FL

$143 nightly

$163 total

Aug 31 - Sep 1

Total with taxes and fees

8.6/10 Excellent! (1,516 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	557 Cottages
Lowest Price	$105
Highest Price	$455
Popular accommodation	MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions., The Purple Flower - 30 Second walk to the Beach. Free parking., Cozy Cottage - Close to Everything, Nature Lovers Dream!, Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking! , Tarpon Tides Cottage - Walk to the Sponge Docks & Downtown!, Beachside Cottage #3/ Fun In The Sun/Dogs Welcome, Beachfront Cottages PATIO at Beautiful Sandy Shores on the Gulf of America, Charming Beach Cottage just steps away from Beautiful Clearwater Beach!!, Coastal Retreat & Biking Bliss