A beach at sunset with birds flying and a person walking.

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Oldsmar cottages

Exterior

"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port

"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
Palmetto Beach
10.0 out of 10, Exceptional, (3 reviews)
"Owner is extremely courteous and and accommodating! Place was exactly as shown and very cozy! Would definitely stay with them again!"
United States
Justin
The price is CA $110
CA $282 total
includes taxes & fees
Jun 22 - Jun 23
"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
Smart TV

Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi

Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Lowry Park Central
10.0 out of 10, Exceptional, (21 reviews)
"We had a nice stay! Place was just right for us clean, Quiet, close to everything! "
United States
Donna S.
The price is CA $101
CA $223 total
includes taxes & fees
Jun 27 - Jun 28
Eco-Friendly Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Property grounds

The White Door Studio.

The White Door Studio.
Lutz
10.0 out of 10, Exceptional, (1 review)
The price is CA $149
CA $250 total
includes taxes & fees
Jul 22 - Jul 23
The White Door Studio.
Exterior

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

Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Odessa
9.6 out of 10, Exceptional, (22 reviews)
"Great place and hosts! "
United States
Val S.
The price is CA $144
CA $358 total
includes taxes & fees
Jul 15 - Jul 16
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
Terrace/patio

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
9.8 out of 10, Exceptional, (74 reviews)
"Nice country feel yet close to everything. Dog loved the yard."
United States
Michelle M.
The price is CA $203
CA $529 total
includes taxes & fees
Jun 22 - Jun 23
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Property grounds

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.8 out of 10, Exceptional, (26 reviews)
"Clean, cozy cabin with everything we needed for an enjoyable stay. Highly recommend!"
United States
Molly
The price is CA $177
CA $407 total
includes taxes & fees
Jun 22 - Jun 23
Adorable Waterfront Cottage
House (1 Bedroom) | Interior

Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
The price is CA $113
CA $348 total
includes taxes & fees
Jun 22 - Jun 23
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
Exterior

"The Salty Lime" Walk to Restaurant/bars, park.

"The Salty Lime" Walk to Restaurant/bars, park.
Port Richey
10.0 out of 10, Exceptional, (1 review)
"So well stocked! Thank you, James. We so enjoyed our stay. We two octogenarians loved this place; spotless, super equipped and tasteful. Outside patio was perfect.Nice job, James!"
United States
Theresa B.
The price is CA $138
CA $497 total
includes taxes & fees
Jun 22 - Jun 23
"The Salty Lime" Walk to Restaurant/bars, park.
Outdoor spa tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (22 reviews)
"Our host was excellent! Very responsive to all of our requests! The Enchanting cottage was perfect for us! All of the appliances were brand new, the shower was great and the bed was comfortable! We enjoyed the deck and privacy! A peaceful quiet retreat, and close to lots of things to do! "
United States
Kathy D.
The price is CA $190
CA $441 total
includes taxes & fees
Jun 24 - Jun 25
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Exterior

Peaceful cottage with AC in St. Petersburg - Close to Everything!

Peaceful cottage with AC in St. Petersburg - Close to Everything!
St. Petersburg
6.0 out of 10, (3 reviews)
"Excellent host - Very customer service oriented."
United States
Linda C.
The price is CA $98
CA $304 total
includes taxes & fees
Jun 26 - Jun 27
Peaceful cottage with AC in St. Petersburg - Close to Everything!
Private kitchen

Amazing cottage in sunny Tampa close to everything.

Amazing cottage in sunny Tampa close to everything.
Lowry Park Central
10.0 out of 10, Exceptional, (1 review)
"Great stay! "
United States
Maggie R.
The price is CA $212
CA $451 total
includes taxes & fees
Jun 22 - Jun 23
Amazing cottage in sunny Tampa close to everything.
Outdoor pool

Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (33 reviews)
"Walkable to downtown and a great chicken place called Jardin de Pollo that is super close! Pool area was relaxing and I enjoyed that there was a designated lot to park that was not street parking. "
United States
Gianna
The price is CA $129
CA $290 total
includes taxes & fees
Jun 22 - Jun 23
Key West Style Cottage - with pool/hot-tub
Exterior

Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails

Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Tarpon Springs
10.0 out of 10, Exceptional, (10 reviews)
"Excellent property close to the Sponge Docks area. The host is very responsive and I will definitely stay here again."
United States
Dee S.
The price is CA $166
CA $391 total
includes taxes & fees
Jun 22 - Jun 23
Charming 1-bedroom Cottage - Close to Downtown/Sponge Docks/Beaches/Trails
Terrace/patio

Hot tub, waterfront, Bush Gardens, kajaks, fishing

Hot tub, waterfront, Bush Gardens, kajaks, fishing
Temple Crest
10.0 out of 10, Exceptional, (13 reviews)
"Place is amazing. Close to everything and safe. Hot tub is amazing. "
United States
Ken M.
The price is CA $245
CA $492 total
includes taxes & fees
Jun 24 - Jun 25
Hot tub, waterfront, Bush Gardens, kajaks, fishing
Exterior

St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is CA $203
CA $528 total
includes taxes & fees
Jun 22 - Jun 23
St Pete/gulfport Tiny little small home
Exterior

Downtown Bungalow#2

Downtown Bungalow#2
North River
The price is CA $153
CA $366 total
includes taxes & fees
Jun 24 - Jun 25
Downtown Bungalow#2
House (4 Bedrooms) | Interior

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is CA $212
CA $861 total
includes taxes & fees
Jun 22 - Jun 23
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
Property grounds

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2

Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Downtown Dunedin
10.0 out of 10, Exceptional, (22 reviews)
"Great place, walking distance to everything! Highly recommend!"
United States
David R.
The price is CA $226
CA $520 total
includes taxes & fees
Jun 29 - Jun 30
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
Property grounds

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1

Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Downtown Dunedin
10.0 out of 10, Exceptional, (16 reviews)
"Great location, easy walk to all the fun stuff. "
United States
Patrick G.
The price is CA $234
CA $530 total
includes taxes & fees
Jun 24 - Jun 25
Rave Reviews Walk to Downtown Dunedin & Waterfront Pets Ok -Barefoot Parrot 1
Flat-screen TV, Netflix, Hulu, streaming services

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

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (214 reviews)
"very nice place only few feet from the beach"
United States
enrico z.
The price is CA $223
CA $437 total
includes taxes & fees
Jun 29 - Jun 30
The Purple Flower - 30 Second walk to the Beach. Free parking.
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.
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Top Oldsmar Hotel Reviews

Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

10/10 Excellent
"Great location for Downtown ST Pete, lots of local restaurants and bars. Lots of entertainment close by."
April 1-night trip
Posted 2 hours ago
Hilton St. Petersburg Bayfront

Find out more about Oldsmar

Oldsmar Cottages information

Number of reviews
375
Accommodation
557 Cottages
Lowest Price
CA $223
Highest Price
CA $861

Frequently asked questions

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What is there to do in Oldsmar near my cottage?
If you're ready to discover the sights of Oldsmar, be sure to visit Oldsmar Flea Market. It's a winner with locals and travelers alike.

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