Search Safety Harbor Cottage Rentals from CA $98

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Safety Harbor cottages

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
The price is CA $124
CA $270 total
includes taxes & fees
Nov 15 - Nov 16
Key West Style Cottage - with pool/hot-tub

2. Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (29 reviews)
"Awesome stay"
United States
Amber P.
The price is CA $178
CA $392 total
includes taxes & fees
Nov 14 - Nov 15
Adorable Waterfront Cottage

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

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.
The price is CA $164
CA $572 total
includes taxes & fees
Nov 16 - Nov 17
Downtown Dunedin Cozy 1 bedroom Cottage

5. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
The price is CA $149
CA $282 total
includes taxes & fees
Nov 16 - Nov 17
Garden Cottage ,Cozy 2 BR Near Clearwater Beach

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.
The price is CA $124
CA $270 total
includes taxes & fees
Nov 16 - Nov 17
Key West Style Cottage - with pool/hot-tub

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.
The price is CA $124
CA $270 total
includes taxes & fees
Nov 15 - Nov 16
Key West Style Cottage - with pool/hot-tub

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
The price is CA $118
CA $321 total
includes taxes & fees
Nov 15 - Nov 16
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

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.
The price is CA $128
CA $284 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa

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.
The price is CA $99
CA $210 total
includes taxes & fees
Nov 14 - Nov 15
Charming Tampa Cottage - Full Kitchen, Parking, Wifi

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.
The price is CA $114
CA $267 total
includes taxes & fees
Dec 11 - Dec 12
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

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
The price is CA $269
CA $552 total
includes taxes & fees
Dec 1 - Dec 2
Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3

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

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.
The price is CA $124
CA $270 total
includes taxes & fees
Nov 17 - Nov 18
Key West Style Cottage - with pool/hot-tub

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.
The price is CA $234
CA $431 total
includes taxes & fees
Nov 14 - Nov 15
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

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)
"Wonderful stay !"
United States
Rhonda C.
The price is CA $217
CA $431 total
includes taxes & fees
Nov 15 - Nov 16
The Purple Flower - 30 Second walk to the Beach. Free parking.

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
The price is CA $136
CA $283 total
includes taxes & fees
Nov 16 - Nov 17
Key West Style Cottage - with pool/hot-tub

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
The price is CA $171
CA $686 total
includes taxes & fees
Nov 25 - Nov 26
Fire Pit! Family Getaway, 6 Mi to Beach Access

19. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (12 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
The price is CA $134
CA $336 total
includes taxes & fees
Nov 24 - Nov 25
Pool Cottage King Suite

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.
The price is CA $301
CA $590 total
includes taxes & fees
Nov 18 - Nov 19
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.

Learn more about Safety Harbor

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

A river with a long bridge connecting two land masses, surrounded by greenery and buildings.

Explore a world of travel with Expedia