
Cottage holiday rentals in Tampa Bay
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Top-rated cottage rentals in Tampa Bay
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Popular amenities for cottage rentals in Tampa Bay
Cottage rentals with a hot tub

Charming Home w/ Hot Tub, 20 min to Beach + Garden
Great home and location with all the amenities that we needed. We walked and rode our bikes all over, and enjoyed the local restaurants.

Turtle Cottage - Anna Maria Island
Gustavo was a great host and their cottage was perfect for our honeymoon. They had everything we needed for the beach and it was only a couple blocks from Bean Point. The private pool was a great addition and relaxing if we didn’t want to walk to the beach.

Harbor Oasis with Hot Tub
We enjoyed our stay, it was a very pleasant, clean, and a practical location. We give thanks to the host!

Sunny - Key West Vibe Cottage - Pool - Walkable
This place felt like a private retreat. The rooms were spacious with a sink, small refrigerator, microwave, comfortable bed, small table and chairs for dining, recliner for watching t.v., and full bathroom including a bathtub. The lounge area was also lovely for sitting to read or enjoy a cup of coffee or tea or do a bit of computer work. Everything was functional and well laid out. We even enjoyed the front porch with chairs for sitting in the morning with our coffee. We were able to walk about 10 minutes to get to many, many restaurants, shops, and the marina in downtown Dunedin. It was just delightful.

Beachy Keen Cottage A only steps to the Beach
Beautiful home, nice & spacious kitchen, and all beach amenities provided. Our family really enjoy our stay, perfect location with really short walk to the beach. Paula was a great host and quick to response. Thank you for our wonderful stay and we will be back.

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.

Close to the Beach+ Private heated pool and spa!
We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

Gorgeous farmhouse with pool in Tampa Florida
House was just as described .we were a group of 8guys on a golf trip and house had enough beds for all. We were only there for 2 nights so we just ate dinner out and just made breakfast and there were enough utensils for that all in all a good place to stay..
Pet-friendly 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!

7A Newly Renovated 1/1 at Coastal Cottages
Great central location and responsive host! I was looking for a week’s stay in Tampa area, and Baskal’s property in Safety Harbour was a great choice I am happy I made. Walking distance to Main Street with restaurants and co-working place, local peer, and a running path. The highlights of my stay were watching manatees from the peer, enjoying dolphins in the local park, and getting to Clearwater beach.

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

Modern Cottage
We stayed at Lisa’s place for a little over 2 months. We are from the area, however our home was unavailable. We liked walking the neighborhoods and to the lake each day. Downtown St Pete is about 1.5 miles away, so very nice walk or quick drive. Lots of great nightlife and restaurants there. A 4-5 block walk puts you on 4th with coffee shops, restaurants and breweries nearby. The cottage is also well equipped for making meals at home or relaxing in front of the TV. The patio area was beautiful and well maintained. It’s nice for coffee in the morning, or a glass of wine in the evening. King size bed! Big shower, laundry on premises. Everything we needed and at a great price!

2/2 Charming Riverfront Cottage w Deck & Kayaks
If you're looking for a peaceful retreat, you'll find it here. We had an amazing experience at the Lazy Gator ! Cottage is equipped with everything you could need, including alligators that swim by and bass jumping out of the water. We would definitely return. Thanks Josh!

Adorable Dog-Friendly Cottage in Quaint Dunedin
Barbara was a great host. She responded so quickly to my questions. Her cottage was immaculate, organized and had everything you would need to feel like you were at home. Location was walking distance to downtown and the Pinellas County Trail was across the street. It was great to be able to have our dog with us. Fenced in area to let him out. Barbara even had dog treats!!

Casa Azul. 2 bed/2 bath on lake
the place was beautiful felt like home super clean close to beautiful beaches easy check in would recommend it 100%

Cozy up in a French Country nest NEAR EVERYTHING
The location was great. Place was tidy and clean also checking in was super easy. Tons of things to do nearby. Neighborhood was quiet. Host was super responsive and made our stay perfect! Would book this again it’s just as you see!!!
Private cottage rentals

The Magical Mermaid Cottage
We had a very pleasant stay. Sandra and Kim were great to deal with including special accommodations for a late night arrival. We really did feel like guests in every sense. I guess the best thing I can say is that we are back in Bradenton next week and looking forward to another stay.

Close to Downtown/Sponge Docks/Beaches/Trails
Such a wonderful experience, the home was immaculate and gorgeous! The hosts were absolutely amazing! If I could give 100 stars I would! Hands down the best in every category.

Tranquil Guesthouse Hideaway (Near MacDill AFB)
Was there weekend before last and enjoyed the privacy. The host gave great recommendations when there was a local internet outage. Great place from couples and 30-40 minutes to the beach, casino, and about 20 minutes from downtown. I recommend this place to any couple just looking for a peaceful getaway with tons to do

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!

"Sweet Harbor Cottage" Walk to Downtown
The most coziest, CLEAN, beautiful place to stay. It’s a small space, but the amazing skylights on the ceiling and the windows that give natural lighting make the space feel so much bigger. The neighborhood is quiet & peaceful. Really enjoyed how everything was walking distance. Loved going out & coming back feeling like I was right at home. Would definitely love to come back & stay here again.

Safety Harbor Cottage
Lisa’s place was perfect for four of us attending graduation in Tampa. The house was clean, very comfortable, and the backyard was beautiful. The extra welcome gifts were a nice touch. Would definitely recommend!

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.

NEW 3BR Home w/ grill | Near AMI, IMG & Beach
We had a fantastic stay at Crysty’s place. The home was exactly as described—clean, cozy, and thoughtfully decorated. Check-in was seamless, and communication with the host was quick and helpful throughout the trip.
Destinations to explore
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
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