Beachfront holiday rentals in Hillsborough County

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Hillsborough County

Pet-friendly beachfront home rentals

Superhost

Apartment

4.83 out of 5 average rating, 120 reviews

Breathtaking Waterview Condo!

StephanieRating, 5 stars2 months ago
Condo is fantastic. Stocked with everything you could possibly need. Bed and pillows were very comfortable and always plenty of parking. As the pictures show, it is close to busy street so there is some road noise especially during busy “traffic time” but I didn’t really notice it after a day or two and I couldn’t hear it in bedroom. The view and being able to walk to Doc Ford’s restaurant more than made up for it :-) I would definitely stay here again !
Guest favourite

Cottage

4.87 out of 5 average rating, 165 reviews

BEACH! Sunny Escape! Steps 2 Famous Beach w/2 Bike

CindyRating, 5 stars1 month ago
If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.
Superhost

Cottage

4.89 out of 5 average rating, 27 reviews

BEACH COTTAGE II

MelissaRating, 5 stars7 months ago
The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.
Guest favourite

Flat

4.96 out of 5 average rating, 120 reviews

BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS

BrittanyRating, 5 stars5 months ago
This was the 2nd property we stayed at of Kathy's. Great hosts in a perfect location and we will absolutely stay here again! very walkable location and a bus stop close by as well if needed. the room of beach equipment is a huge bonus! can't wait for our next trip back!
Superhost

Home

5 out of 5 average rating, 3 reviews

Bayview Waterfront Pool Home Pet Friendly

LyndsiRating, 5 stars1 month ago
David’s place is gorgeous! Can we move in?!? We loved the area and LOVED the house even more. We will definitely come back.
Superhost

Apartment

4.83 out of 5 average rating, 48 reviews

Beach Haven B4 Secluded Beachfront Striking Views

AlanRating, 5 stars2 weeks ago
We had a great time, Home was very nice and spacious, beach right in front of the house, sunsets were beautiful, beds were very comfortable they had everything that we needed, would definitely stay there again no problems Thanks again Alan and Susan Mohn
Guest favourite

Flat

4.99 out of 5 average rating, 109 reviews

202 Beautiful Pass a Grille Steps from Beach

EvelinaRating, 5 stars1 month ago
Our stay was absolutely fantastic! The hospitality was unmatched, and the host was incredibly proactive and helpful, ensuring we had everything we needed for a perfect visit. The breakfast was a delightful highlight. Fresh, delicious, and beautifully presented. The space was spotless, cozy, and felt like a true retreat. We’ve never experienced this level of care and attention to detail with an Airbnb before. Highly recommend staying here – we’ll definitely be back!
Superhost

Flat

4.87 out of 5 average rating, 15 reviews

Apartment by the Beach (Madeira/Treasure Island) 1

JohnRating, 5 stars10 months ago
Thanks for a nice stay, Linette. The space was perfect size for my wife and me, the space was very clean, and the location was excellent (quiet neighborhood, short couple of minutes walk to the beach). Keep up the good work:)

Beachfront home rentals with a pool

Guest favourite

Apartment

4.93 out of 5 average rating, 160 reviews

Waterfront Condo - Sunset View of Tampa Bay

PattiRating, 5 stars3 weeks ago
We stayed at Chris’ place for a long weekend in January. His unit on the third floor has amazing views. The condo is quiet, clean, fully stocked (even extra towels!). The table and chairs are a great addition that we hadn’t seen in other units in the resort. Last year, we stayed in a DIFFERENT unit with a different owner, and that unit was dirty and the owner was extremely rude. As a result we were nervous to stay at the resort again. We are so glad we did! Highly recommend this unit and Chris!
Superhost

Apartment

4.93 out of 5 average rating, 76 reviews

*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool

SandraRating, 5 stars3 weeks ago
We enjoyed our stay! The property was very clean and comfortable. Helena welcome us and wished us well and safe travels when we departed. We would definitely stay there again.
Guest favourite

Home

5 out of 5 average rating, 21 reviews

Book Your Waterfront Pool House & Bring Your Boat

EimonRating, 5 stars1 month ago
Matthew was incredibly helpful and responsive. The owner also lives in the area and welcomed us on his boat for an afternoon on the water which made this stay extra special. Highly recommend!
Guest favourite

Cottage

4.84 out of 5 average rating, 127 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

ChristiRating, 5 stars5 months ago
We had an amazing stay at Mad Beach Cottage! The location is unbeatable—just 60 steps to the sand with no streets to cross. The cottage is cozy and perfect for families, with plenty of space. Everything in the cottage is well thought out for function and convenience. There are plenty thoughtful amenities like a well appointed kitchen, a pack-n-play, and beach toys. The heated pool and BBQ area were fantastic, and we loved being so close to John's Pass for dining and entertainment. The sunsets from the property were amazing! The host was the most responsive host I've ever communicated with on Airbnb. He was able to answer our questions in advance of the stay and provided almost immediate response when we had a question about parking at the property. There was a folder with clear instructions and information about the property, making check in and out a breeze! The host has clearly thought about everything, making this a stress-free, enjoyable stay. I highly recommend this property!
Guest favourite

Home

5 out of 5 average rating, 6 reviews

Madeira Beach House with Private Heated Pool!

StevenRating, 5 stars6 months ago
Lovely home, well equipped, very comfortable and the beach is at the end of the street. Less than 10 mins walk.
Superhost

Home

4.78 out of 5 average rating, 23 reviews

Florida Paradise Waterfront Home

RicardoRating, 5 stars2 weeks ago
We loved staying here! Heather's home was spacious so we all can be comfortable while having great spots for us to spend time together. Being on the water was such a plus and the grill was nice to have!
Guest favourite

Home

4.98 out of 5 average rating, 44 reviews

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

GeoffreyRating, 5 stars2 months ago
Best Airbnb that we've ever stayed in! The place was lovely, the neighborhood was peaceful, and our daughters loved the pool & spa. But what really made it stand out was the attention to hospitality details: from local recommendations to plenty of pool towels and sunscreen. We stayed over Thanksgiving, and local family came and stayed with us for a night. They loved the mattress they slept on so much, that they found a local mattress store and bought a matching new mattress for their home. The area seems to have recovered well from hurricanes Helene and Milton, although unfortunately the Crystal Beach Pier was destroyed. Hopefully they rebuild, because photos of that looked beautiful.
Guest favourite

Flat

4.88 out of 5 average rating, 16 reviews

Summer Beach Penthouse w/ Ocean View + Pool #613

ZelectraRating, 5 stars6 months ago
There was four of us who went on this trip. We had a WONDERFUL TIME. We loved our condo and the location. We went e-bike riding, Kyacking, Boating, Jet Sking and Comedy Clubs. We had dinners galore! And everthing was so close to our condo. I would sugest this place to anyone! We had a blast! But more importantly, Dave took great care of us! He checked in on us to make sure we were okay. And even bought or group a bottle of Tiquilla! He was so nice. The condo was beautiful and has absolutely everything you could possibly need on a trip. We plan to stay there again in the future. I really cant say enough about this place. We had a great time.

Private beachfront home rentals

Guest favourite

Home

4.9 out of 5 average rating, 42 reviews

Vacation Dreams Clwter Beach !

LillianRating, 5 stars1 month ago
Our stay at this Airbnb was absolutely incredible! The host, Maria, was wonderful—kind, responsive, and went above and beyond to ensure our stay was perfect. She was incredibly accommodating, even bringing by outlet covers when she found out we had a baby with us. The home itself was immaculate—spotlessly clean, beautifully decorated, and so welcoming. Every detail was thoughtfully curated, making it a truly lovely place to stay. It felt like a home away from home but with a touch of luxury. If you’re looking for a place that combines comfort, style, and a host who genuinely cares about your experience, this is it. My family and I had an amazing time and would absolutely stay here again. Highly recommend!
Guest favourite

Flat

5 out of 5 average rating, 15 reviews

Summer Beach Front Condo, 2 Bed/2 Bath w/ Balcony!

Dr. RonRating, 5 stars5 months ago
Sal place was great, there was everything that you need and lots of pool floats and noodles. He has great communication checked in everyday to make use we did not need anything. I would go back in a heart beat. Ron
Superhost

Apartment

5 out of 5 average rating, 4 reviews

Madeira Beach Gem

MasonRating, 5 stars6 months ago
Very nice stay at Tanya’s place. Unit was as described. Check in and check out were smooth and easy. Had an issue with door lock during stay and was handled promptly and courteously. Would love to stay again.
Guest favourite

Apartment

5 out of 5 average rating, 8 reviews

Cleanest Luxury Unit on Treasure Island!

RossRating, 5 stars1 month ago
This was a great stay. The place was clean and well maintained. It’s very close to the beach. The balcony is great. It does get a bit of noise from the road below, which separates the building from the beach side, but you can still see the Gulf from the apartment and balcony. Overall, a really nice getaway.
Guest favourite

Flat

5 out of 5 average rating, 8 reviews

Boating Paradise in Madeira Beach

KevinRating, 5 stars7 months ago
We had overall an amazing stay a Jorge's place. It was very clean, and internet was good enough to work remote from. It's effectively right across the street from the beach, and also near conveniences. We did not have an opportunity to see any, but we understand you can see Manatees and Dolphins in the marina area right there within the community. Would stay there again given the opportunity.
Guest favourite

Home

4.98 out of 5 average rating, 88 reviews

Sunsets,Beach,Close to John’s pass! Mad BeachHouse

JennRating, 5 stars5 months ago
First off this is a hidden Gem of a place and I can’t wait to go back ! Kevin was great with responding and gave great suggestions on where everything was. It was a delight to know we were only steps away from the beach. Thank you for everything great place and wonderful owner. Again thank you !
Superhost

Home

5 out of 5 average rating, 11 reviews

Beachfront- Quaint Beach front House Pass a Grille

NikiRating, 5 stars11 months ago
Katie was a great host - great communication before, during & after stay. Home was adorable and comfortable for family of 3. Beautiful sunset view from patio every night. Easy walking distance to restaurants and shops.
Guest favourite

Home

4.95 out of 5 average rating, 41 reviews

Amazing Private Beach Home

MeryitRating, 5 stars5 months ago
This property was amazing. Our family had a great time fishing and using the kayaks. The water was amazing. The view was amazing. We even seen a group of manatees and various fish, jumping in and out of the water very peaceful, beautiful location, beautiful home.

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