
Boutique hotel holiday rentals in Hillsborough County
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Top-rated boutique hotel rentals in Hillsborough County
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Family-friendly boutique hotel rentals

Charming GulfSide Studio 10
First time staying here and it was exactly what we wanted. Walk to Upham Beach easily and tons of restaurants within a 10-15 walk as well. Great little room with everything we could need and even had chairs and umbrellas that we could bring with us to use at the beach. Loved everything!

Deluxe Efficiency Suite: 1 King Bed
This place is a gem if you appreciate the classic motel vibes and throwback to a more laid back era. All of the employees we interacted it with were friendly, funny, and helpful. There were a few times some other guests were bending rules and their responses really strike a great balance between addressing the violation without making anyone feel uncomfortable or defensive. The location was unbeatable - a direct walk out to the beach. The Happy Hour beer was no craft brew but honestly perfect for the beach, and ice cold to boot. Shuffleboard and corn hole added to the charm. Free parking right by our room made things easy. We also really appreciated the green efforts - real coffee mugs to grab some coffee and fixed shampoo/conditioner dispensers to avoid small bottle waste. If you’re a light sleeper note that ceilings aren’t super well insulated so we heard a lot of happy little feet running above us. For us, it was part of the charm, but it might not float everyone’s boat

Charming Gulfside Cottage 3
Kathy and James were great hosts, on site and most helpful. They are proud of their Gulfside Resort and it shows through their commitment to details inside and out.

Cozy 1BR Retreat w/Full Kit- Steps to Clw Bch
The location and apartment were great! Walking distance to the beach and local restaurants and shops. The apartment was comfortable and clean. It was a nice and quiet area which was appreciated after a long day at the beach. Looking forward to coming back another time!

Charming ground Floor unit that looks out to pool
Kathy and the Gulfside resort was a 10/10 for us!!! She greeted us and made us feel very welcome from the check in! Everything in our room was perfect! We absolutely loved how she had her own recommendations on what to do around St. Pete’s Beach! Our poolside room was amazing! Probably about a 3 minute walk from the beach which we absolutely loved! Definitely will be returning!

GulfSide Resort on St Pete Beach. Unit 4
We loved the location, it’s quiet but you can walk back and forth to the beach! No worries about parking. The pool is pristine and lots of comfortable chairs and umbrellas, so you can sit out any time. It’s a wonderful atmosphere if you’re looking for a comfortable homey space. Great location close to roads to access stores and downtown museums. We were really happy with our experience, would definitely go again.

Two Bedroom Suite: 2 Queen Beds & 1 Sleeper Sofa
Everything was perfect! Gorgeous location and friendly staff.

Royal North Beach - One Bedroom Luxury Condo 205
It was a very nice place and right next to the beach . Very good location . Was very helpful with helping me with extra parking as well. Thank you .
Boutique hotel rentals with a patio

Purple Rain/Pop Culture 2bd 2bth Luxury Pool House
This place is the photo gallery but better - vibrant and kitschy and whimsical. Carefully decorated and fun. We spent most of the evening in the hot tub, which was such a perfect and private luxury. The area is not metropolitan - so if you like privacy and spaciousness, you’re going to love it! Mike was friendly and gave us great recos for local eats. The only downside is the distance from downtown, since commuter traffic makes the drive longer. But if you’re not hoping to pop back and forth between downtown Tampa and here too many times during your stay, it’s a dream! We’d stay again and heat the pool too next time. It’s so nice!

The Blue Bayou is Waiting for you! Rm # 2
I'm so happy I found this place. I make this work trip every year and certainly plan to stay at the Blue Bayou from now on. The location is perfect. Most anything you need is in walking distance. My wife and I plan to come back again on a trip that I'm not working. Love Tarpon Springs and the surrounding area. We're considering moving here.

French Quarter Garden Hotel Tampa Pool Hot Tub
Mike was a phenomenal host. Very friendly and helpful. Place was just like the pictures and was spotless. Bed was very comfortable. Outside pool area was awesome. Plenty of room, private, heated pool temperature was absolutely perfect, and it was very easy to contact Mike to get the hot tub heated up. I would definitely recommend and I would stay again.

The Blue Bayou Is Waiting for You! (Rm #1)
Always a pleasure to use the bicycles at the Blue Bayou to ride around when I’m in town, and Melissa and Savanah are always a text away with any questions.

The Blue Bayou Welcomes You! (Room 5)
My stay at Blue Bayou was brief—just one night—and I didn’t really use any of the common dining or kitchen areas. So, I can’t speak to those amenities, except to say they seemed well equipped and comfortable. But, the host accommodated my request to store my bike indoors, the large smart TV came in handy for a late night movie, and the in-room shower was cavernous with high water pressure. Check-in was super easy, and I had good local beers and food within a few minutes’ walk. I would stay here again in a heartbeat.

The Blue Bayou is Waiting for you! Room #4
Gorgeous, and convenient location. Walk away from the historic district and just a quick drive to the sponge docks. Clean rooms and the hotel itself is very homey. Parking is great, as well. Will be back to stay again!

Brand New! Best Marina Views!
Excellent property! Great Location! Lovely pool and hot tub area. Will definitely return.

The 1940 Boutique Studio
We will absolutely be back. We stay in the Coral Resort every year for the week of July 4. This has been one of our favorite rooms. Robert and Juana are extremely caring, accommodating, and responsive. Room has updated renovations and feels really private as well. Resort is close to so many restaurants and shops, walkable. Love staying on the bay and being an easy walk to the beach. I’d give more than 5 stars if I could!
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
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- Raymond James Stadium
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- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
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