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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

Our top choices for Safety Harbor cottages

A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

1. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (36 reviews)
"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...
United States
Nayeli
$169 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A wooden deck with a fire pit and two Adirondack chairs.

2. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (29 reviews)
"Awesome stay"
United States
Amber P.
$243 nightly
The price is $274
Nov 14 - Nov 15
Total with taxes and fees
Adorable Waterfront Cottage
A hot tub on a wooden deck with a house in the background.

3. 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, (23 reviews)
"Great place for my wife and I for a weekend getaway. Allison was an attentive host and replied promptly to our needs. Off the beaten path but close to everything, including the beaches. Will stay here again."
United States
Mike C.
$230 nightly
The price is $257
Nov 12 - Nov 13
Total with taxes and fees
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

4. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (46 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
$361 nightly
The price is $400
Nov 16 - Nov 17
Total with taxes and fees
Downtown Dunedin Cozy 1 bedroom Cottage
A single-story house with a white garage, a front door, and a small porch.

5. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
$178 nightly
The price is $200
Nov 16 - Nov 17
Total with taxes and fees
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

6. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (23 reviews)
"This place was very accommodating, clean and updated like new. The pool was wonderful and grounds were very nice. A short drive (2 min) or 10 min walk to all the restaurants and breweriesWe would definitely stay there again"
United States
Tom D.
$170 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A poolside area with lounge chairs, a small pool, and a covered patio.

7. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (39 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
$169 nightly
The price is $189
Nov 12 - Nov 13
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

8. 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
$199 nightly
The price is $225
Nov 15 - Nov 16
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A small, single-story house with a porch and a screened-in area.

9. 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, (33 reviews)
"Great property in a cute gated community!"
United States
Taylor S.
$178 nightly
The price is $198
Nov 14 - Nov 15
Total with taxes and fees
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa
A hallway with a sofa, a table with dishes, and a TV mounted on the wall.

10. Charming Tampa Cottage - Full Kitchen, Parking, Wifi

Charming Tampa Cottage - Full Kitchen, Parking, Wifi
Lowry Park Central
10.0 out of 10, Exceptional, (26 reviews)
"Great and easy stay!"
United States
Katie R.
$143 nightly
The price is $161
Nov 14 - Nov 15
Total with taxes and fees
Charming Tampa Cottage - Full Kitchen, Parking, Wifi
A small house with a door, two windows with shutters, a small porch with two chairs and a table, and a garden with tropical plants.

11. Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
St. Petersburg
10.0 out of 10, Exceptional, (1 review)
"Great stay, quick uber ride to down town or the airport!"
United States
Georgina G.
$167 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A balcony with wicker furniture, a small round table, and two bottles of Corona Extra.

12. Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Downtown Dunedin
10.0 out of 10, Exceptional, (34 reviews)
"Great location (30 sec walk to Dunedin Brewery!) to downtown and waterfront. Communication with Jen was ongoing and timely. While we did not spend alot of time in the unit, we enjoyed our stay and would recommend!"
Canada
Michelle
$355 nightly
The price is $398
Dec 1 - Dec 2
Total with taxes and fees
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Exterior

13. "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, (7 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
$176 nightly
The price is $198
Nov 12 - Nov 13
Total with taxes and fees
"Casita" The Pelican tiny Home Ybor/D’Town/Cruise port
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

14. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (11 reviews)
"Great communication and location is perfect for a quick walk to downtown Dunedin."
United States
Thomas C.
$166 nightly
The price is $186
Nov 17 - Nov 18
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

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

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
10.0 out of 10, Exceptional, (181 reviews)
"Loved our stay, had everything we needed for a quick weekend getaway!"
United States
Ryleigh G.
$270 nightly
The price is $302
Nov 14 - Nov 15
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

16. 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, (234 reviews)
"We could not have asked for a better location. So close to the beach, and we enjoyed walking to restaurants and Shipwrecked. Great place!"
United States
Sara S.
$271 nightly
The price is $302
Nov 15 - Nov 16
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
A single-story house with a front porch, a small deck, and a pathway leading to the entrance.

17. Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub
Dunedin
9.8 out of 10, Exceptional, (19 reviews)
"Great stay and located close to downtown."
United States
Michael
$179 nightly
The price is $201
Nov 16 - Nov 17
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A residential house with a garage, a porch with a bench, and potted plants.

18. Fire Pit! Family Getaway, 6 Mi to Beach Access

Fire Pit! Family Getaway, 6 Mi to Beach Access
3.0 star property
Largo
8.6 out of 10, Excellent, (7 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
$426 nightly
The price is $481
Nov 25 - Nov 26
Total with taxes and fees
Fire Pit! Family Getaway, 6 Mi to Beach Access
A waterfront patio with red seating and palm trees.

19. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (11 reviews)
"Very conveniently located to the beach and various restaurants. The room was so beautiful and perfect for mine and my husband’s honeymoon! Very romantic vibes🤗"
United States
Bailey
$211 nightly
The price is $236
Nov 24 - Nov 25
Total with taxes and fees
Pool Cottage King Suite
A two-story house with a front porch, a mailbox, and a tree in the front yard.

20. 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, (27 reviews)
"Clean and convenient! Nice getaway spot!"
United States
Drew A.
$375 nightly
The price is $421
Nov 24 - Nov 25
Total with taxes and fees
Private Yard Walk to Downtown Dunedin & Waterfront Pets Ok - Barefoot Parrot 2
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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Learn more about Safety Harbor

Stroll the charming Main Street lined with cafés, then soak in mineral springs at the historic Safety Harbor Resort and Spa. Locals gather at Philippe Park where ancient Tocobaga Indian mounds overlook Tampa Bay's sparkling waters perfect for sunset kayaking.

See all hotels in Safety Harbor
A river with a long bridge connecting two land masses, surrounded by greenery and buildings.

Top reviews in Safety Harbor

A residential house with a garage, a porch with a bench, and potted plants.
Fire Pit! Family Getaway, 6 Mi to Beach Access

Fire Pit! Family Getaway, 6 Mi to Beach Access

Fire Pit! Family Getaway, 6 Mi to Beach Access
Largo

10/10 Excellent

Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine.
United States
Krystal
Reviewed August 15, 2025
Fire Pit! Family Getaway, 6 Mi to Beach Access

Frequently Asked Questions

How much do cottages in Safety Harbor cost?

Prepare to pay between $160 and $481 per night for cottages in Safety Harbor. No matter your budget, an epic stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Safety Harbor?

Enjoy nature's beauty in one of the cottages located in Safety Harbor. To help you reserve an ideal property, take advantage of our filters to search for amenities or perks you need.

Why book your cottage in Safety Harbor with Expedia?

We think that vacations should be hassle-free, so if you're looking for cottages in Safety Harbor at a competitive price, Expedia has you covered. Save those pennies and select a thrifty option far from the downtown buzz, or splurge on a luxury cottage to treat your loved ones.

How can I find cheap cottages in Safety Harbor?

The easiest way to compare cheap cottages in Safety Harbor is with Expedia's filter tool. Refine your search results by star rating, amenities and budget to nab excellent rates in just a few keystrokes.

What is there to do in Safety Harbor near my cottage?

If you're ready to see the sights of Safety Harbor, find your way to Safety Harbor Waterfront Park. It's popular with locals and tourists alike.

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