
Cottage holiday rentals in Safety Harbor
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Top-rated cottage rentals in Safety Harbor
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Safety Harbor cottage rentals
Cottage rentals with a hot tub

Pink Gulfside Cottage, Steps to Beach, Pets OK
Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

Sunny - Key West Vibe Cottage - Pool - Walkable
Really enjoyed our stay at the Captain’s Cottage! Nicely kept, with thoughtful amenities. Hope to be back someday to explore more of Dunedin.

Beachy Keen Cottage A only steps to the Beach
We absolutely loved it here. It was very clean and had everything we needed. Hot tub was a great amenity. The shed full of beach needs was amazing! Definitely would stay here again!

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

Downtown Luxe Comfort Cottage + Hot Tub!
We had a wonderful time staying here! The location is phenomenal and it was always quiet outside the home, day and night. You can walk to restaurants, bars, shops, and more in less than 2 minutes. Beach access is 15 or so minutes away as well. The home was clean and well appointed for 2 people and the host was always responsive and nice. We were also able to bring our dogs, which we appreciated. We love Safety Harbor and will definitely stay here again!

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.
Capt Al and his crew were friends and attentive to all our needs! Great location with a great vibe that has easy access to the beach!

Happy Camper Cottage | Cozy Oasis with Hot Tub
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
The house was cute, cozy and beautifully decorated. Laura was very responsive when communicating. Our family of 4 stayed for 3 nights and enjoyed the outdoor space and game room a lot. Plenty to do and lacked nothing. Just be warned about the mosquitoes if you plan on spending long periods of time in back patio area. Bug repellent was provided, however we were still eaten alive. This however did not ruin our overall experience. I would totally recommend this location to anyone and would definitely like to visit again.
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row
I had a pleasant stay at Dallas’ little cottage. I was traveling alone with my medical foster and felt incredibly safe, even after arriving pretty late. There were guests in the house up front, but were quiet and respectful. The size is perfect for solo or a couple. The decor was tasteful, house was clean (no pet smell) and having a fence was convenient. Loved how walkable the neighborhood was too! It is an older house with typical character-filled imperfections, but I love that vibe and the warmth it gives. As a heads up to anyone unsteady on their feet, the floor does slope in some areas. The only star I knocked for description was for the additional pet rules posted in the house that weren’t in the online listing at the time of booking/stay. Biggest one to note is that pets are not permitted to be on the furniture (understandable, but a surprise). With a velcro dog, that put me in a predicament. If your needs match with the rules, it is a solid choice!

The Pelicans Roost / Gulfport
Really cute place! And close to everything in downtown Gulfport Florida. Great small flooring community with a great community vibe!

Artsy guest house; near downtown w/ private patio
We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.

Little Manatee River Cottage
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike
Lisa was a great host, and paradise by the beach is an awesome place to stay. My family of 4 (2 adults and our older teens) just loved being able to have a lot of space (compared to the hotel rooms on st Pete beach) and a full kitchen and a close walk to the beach. The kids loved riding the bikes to get an ice cream at night, and it was so easy and convenient to pack up the chairs and umbrella and walk over to the beach. The walk is actually shorter than the resorts we have stayed at on spb. It was kind of like settling into our home by the beach—very comfy and convenient with everything we needed. Lots of tvs, lots of space, easy to get around. I also liked having a fully equipped kitchen—only made dinner one night, but everything we needed was there! We’d definitely again and prefer it to the other resorts we have stayed at. It’s less expensive, more convenient, and a lot more space. Thank you so much, Lisa! We hope your space is available next time we come down!

Luxury Beach Bungalow | Walk to Dining & Sunset
The sweetest beach cottage which was perfect for my husband and I and our two kids. We loved how spacious it felt with high ceilings and open floor plan. The beach is a two minute walk and the pool in the backyard is beautiful! Would stay again! I also appreciated the convenience of providing a high chair and beach supplies. The small details were much appreciated. Highly recommended.

Vintage Florida Beach Cottage B
Cozy place perfect for a family. Neighborhood was quiet. The beach was a flat 5ish minute walk away.

Walk to beach shops food drinks “The Sweet”
You can truly tell that these owners put their all in to what they do. The suite was so clean and nicely decorated and they went the extra mile to include everything you might need. They even included a sweet treat at check in which we enjoyed. We will definitely be back again!
Private cottage rentals

River adjacent, Quiet neighborhood, King bed
We loved our stay at Hew’s place. The location was perfect and Hew was super helpful and responsive to all questions asked. So happy we found this place for our stay!

Adorable Villa 1 min to Downtown Dunedin
Amazing location & SUPER clean!! Quiet area, perfect for relaxing, biking, walking, restaurants & enjoying the cute town of Dunedin. Highly recommend & would book again next time we are in the area. Absolutely perfect!

Modern Cottage
Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.

Shady Nook Beachfront Cottage
Such a lovely cottage with an unbeatable oceanfront location. The beach is the backyard! We loved the Old Florida feel of the cottage, but it was also very clean and well-appointed. We also loved that there was plenty of beach gear, toys, and games available for the Scruggs Harbor guests to borrow. Morgan is a wonderful host — quick to respond and around if you need her. We most certainly would love to stay here again!

Private Oasis Luxury King Bed Walk To Restaurants
Immaculately clean, exceptionally comfortable, and ideally located. The host was thoughtful and responsive. I highly recommend booking a stay here!

Charming Blue Bungalow With Amazing Yard
Tom and Pam were probably the best hosts I’ve ever had on AirBNB. Their house was INCREDIBLE both in comfort and cleanliness. The hosts were super friendly and responsive. My wife and I will surely be back to their beautiful home. I cannot recommend Tom and Pam enough.

Mango Cottage, pet friendly, steps to gulf
Very nice and quiet neighborhood. Crystal Beach sunset was beautiful. Well’s Spring park was a nice park for walking the dog. Everyone was friendly that we met while walking. Would book again.

The Bitchin' Beach House
My husband, 3 kiddos and I had the best time at the bitchin beach house!!!! We felt right at home. Loved the private back yard..we all enjoyed squirrel watchin! 🤣 great host, great place, can’t wait to go back! Also, honeymoon island is a short 25 minute drive, $8 to park, beautiful natural beaches and less crowded than the public beach! <we spent most of our days there ❤️
Quick stats about cottage rentals in Safety Harbor
Total rentals
10 properties
Nightly prices starting at
$134 NZD before taxes and fees
Total number of reviews
690 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park