Cottage holiday rentals in Tampa Bay

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Popular amenities for cottage rentals in Tampa Bay

Cottage rentals with a hot tub

Guest favourite
Cottage in Palmetto
4.93 out of 5 average rating, 46 reviews

Charming Home w/ Hot Tub, 20 min to Beach + Garden

TimothyRating, 5 stars2 weeks ago
Great home and location with all the amenities that we needed. We walked and rode our bikes all over, and enjoyed the local restaurants.
Guest favourite
Cottage in Anna Maria
4.96 out of 5 average rating, 239 reviews

Turtle Cottage - Anna Maria Island

ZaneRating, 5 stars2 weeks ago
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.
Top guest favourite
Cottage in Safety Harbor
4.96 out of 5 average rating, 183 reviews

Harbor Oasis with Hot Tub

JavhelRating, 5 stars6 days ago
We enjoyed our stay, it was a very pleasant, clean, and a practical location. We give thanks to the host!
Guest favourite
Cottage in Dunedin
4.89 out of 5 average rating, 101 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

DorothyRating, 5 stars6 days ago
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.
Guest favourite
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 38 reviews

Beachy Keen Cottage A only steps to the Beach

Natthakarn (Emma)Rating, 5 stars1 month ago
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.
Guest favourite
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Holmes Beach
4.93 out of 5 average rating, 56 reviews

Close to the Beach+ Private heated pool and spa!

KristiRating, 5 stars1 month ago
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!
Superhost
Cottage in Wesley Chapel
4.85 out of 5 average rating, 52 reviews

Gorgeous farmhouse with pool in Tampa Florida

VijayRating, 5 stars1 month ago
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

Guest favourite
Cottage in Tampa
4.96 out of 5 average rating, 90 reviews

River adjacent, Quiet neighborhood, King bed

VictoriaRating, 5 stars1 week ago
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!
Superhost
Cottage in Safety Harbor
5 out of 5 average rating, 7 reviews

7A Newly Renovated 1/1 at Coastal Cottages

OlgaRating, 5 stars22 months ago
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.
Guest favourite
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

CharlesRating, 5 stars3 weeks ago
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !
Guest favourite
Cottage in St. Petersburg
4.95 out of 5 average rating, 19 reviews

Modern Cottage

TammyRating, 5 stars5 months ago
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!
Top guest favourite
Cottage in Bradenton
5 out of 5 average rating, 30 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

GaryRating, 5 stars3 weeks ago
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!
Top guest favourite
Cottage in Dunedin
4.96 out of 5 average rating, 206 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

MicheleRating, 5 stars1 month ago
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!!
Superhost
Cottage in Bradenton
4.85 out of 5 average rating, 97 reviews

Casa Azul. 2 bed/2 bath on lake

JessicaRating, 5 stars2 weeks ago
the place was beautiful felt like home super clean close to beautiful beaches easy check in would recommend it 100%
Guest favourite
Cottage in Dunedin
4.85 out of 5 average rating, 362 reviews

Cozy up in a French Country nest NEAR EVERYTHING

RileyRating, 5 stars1 month ago
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

Guest favourite
Cottage in Bradenton
4.87 out of 5 average rating, 97 reviews

The Magical Mermaid Cottage

JoeRating, 5 stars3 weeks ago
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.
Top guest favourite
Cottage in Tarpon Springs
5 out of 5 average rating, 54 reviews

Close to Downtown/Sponge Docks/Beaches/Trails

AniskaRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Tampa
4.96 out of 5 average rating, 68 reviews

Tranquil Guesthouse Hideaway (Near MacDill AFB)

KeionRating, 5 stars1 month ago
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
Top guest favourite
Cottage in Dunedin
4.96 out of 5 average rating, 90 reviews

Adorable Villa 1 min to Downtown Dunedin

JamieRating, 5 stars3 weeks ago
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!
Top guest favourite
Cottage in Safety Harbor
5 out of 5 average rating, 57 reviews

"Sweet Harbor Cottage" Walk to Downtown

AlexisRating, 5 stars1 week ago
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.
Top guest favourite
Cottage in Safety Harbor
5 out of 5 average rating, 54 reviews

Safety Harbor Cottage

WendyRating, 5 stars4 weeks ago
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!
Guest favourite
Cottage in Palm Harbor
4.92 out of 5 average rating, 64 reviews

Mango Cottage, pet friendly, steps to gulf

JaniceRating, 5 stars3 weeks ago
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.
Guest favourite
Cottage in Bradenton
4.97 out of 5 average rating, 39 reviews

NEW 3BR Home w/ grill | Near AMI, IMG & Beach

LouisRating, 5 stars4 days ago
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.

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