Compare Oldsmar Cottage Rentals

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Featured Cottages in Oldsmar

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

$602 nightly

$671 total

Apr 28 - Apr 29

Total with taxes and fees

Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Transportation is made easy with limo/town car service. Helpful staff is there to provide concierge services, as well as offer insight about the area. This family-friendly cottage also has barbecue grills.

Hot Tub

Kitchen

Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway.

$429 nightly

$479 total

May 4 - May 5

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

Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5

$402 nightly

$449 total

Apr 29 - Apr 30

Total with taxes and fees

Guests of this cottage enjoy features like a gym, a hot tub, and laundry facilities. Staff members can help with accommodation requests, and provide concierge services. Other amenities at this beach cottage include barbecue grills and a garden.

Pool

Hot Tub

Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!

At this cottage, guests have access to barbecue grills.

Pet friendly

Air conditioning

This cottage features a water park and barbecue grills.

Pool

Kitchen

COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH

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

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

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

Kitchen

Washer

Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!

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

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

This cottage is a smoke-free cottage.

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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

$114 nightly

$129 total

May 4 - May 5

Total with taxes and fees

9.4/10 Exceptional! (1,040 reviews)

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

$326 nightly

$368 total

May 3 - May 4

Total with taxes and fees

9.4/10 Exceptional! (3,108 reviews)

Hotel Tampa Riverwalk

200 N Ashley Dr Tampa FL

$137 nightly

$155 total

May 3 - May 4

Total with taxes and fees

7/10 Good! (1,814 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	538 Cottages
Lowest Price	$129
Highest Price	$671
Popular accommodation	100 Steps to the Beach, Family and Pet friendly Real Beach Cottage, Stay steps from the sand in this charming single-family home. Enjoy exclusive beach access at Sunburst Inn, featured on HGTV. Cozy comfort for up to 4, and an unbeatable location on the Gulf. Perfect for a romantic escape or small family getaway., Historic Beach Cottage steps from beach. Pet friendly! Sleeps 5, Beachfront 1BR, Steps to Ocean, Dog Friendly. BOOK TODAY!, Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30, COZY COTTAGE ON PRIVATE BEACH *CLEARWATER/BELLEAIR BEACH, The Purple Flower - 30 Second walk to the Beach. Free parking., Charming 1 bedroom carriage house Downtown Dunedin- can walk to everything!, Beachside Cottage #3/ Fun In The Sun/Dogs Welcome