Compare Oldsmar Cottage Rentals

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Featured Cottages in Oldsmar

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

$247 nightly

$275 total

Oct 14 - Oct 15

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

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

$227 nightly

$253 total

Oct 4 - Oct 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

Rare Direct Beachfront Cottage Ground-Floor Walk-Out to the Sand No Stairs!

Guests staying at this cottage enjoy a private beach, free WiFi in public areas, and laundry facilities.

Kitchen

Washer

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

Pool

Kitchen

White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.

Pool

Kitchen

Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa

$186 nightly

$206 total

Oct 9 - Oct 10

Total with taxes and fees

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

Kitchen

Washer

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

This cottage is a smoke-free cottage.

Kitchen

Pet friendly

Key West Style Cottage - with pool/hot-tub

$175 nightly

$195 total

Oct 5 - Oct 6

Total with taxes and fees

This cottage is a smoke-free cottage.

Pool

Air conditioning

At this cottage, guests have access to features like laundry facilities. Staff members can help with accommodation requests, and provide concierge services.

Kitchen

Washer

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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

Courtyard by Marriott Tampa Oldsmar

4014 Tampa Rd Oldsmar FL

$84 nightly

$95 total

Oct 18 - Oct 19

Total with taxes and fees

8.8/10 Excellent! (1,000 reviews)

Wyndham Grand Clearwater Beach

100 Coronado Drive Clearwater Beach FL

$250 nightly

$283 total

Oct 28 - Oct 29

Total with taxes and fees

9.4/10 Exceptional! (3,949 reviews)

Hyatt Regency Clearwater Beach Resort and Suites

301 S Gulfview Blvd Clearwater Beach FL

$255 nightly

$288 total

Oct 8 - Oct 9

Total with taxes and fees

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	590 Cottages
Lowest Price	$95
Highest Price	$288
Popular accommodation	Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking! , The Purple Flower - 30 Second walk to the Beach. Free parking., Rare Direct Beachfront Cottage Ground-Floor Walk-Out to the Sand No Stairs!, MANGO TANGO COTTAGE heated pool 2-minute walk to beach and attractions., White beaches, walk to restaurants and shops! Family vacation /Romantic getaway!, Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa , Beachside Cottage #3/ Fun In The Sun/Dogs Welcome, Key West Style Cottage - with pool/hot-tub , Walkable Dog Friendly Cottage Downtown