Holiday Cottages

A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

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Our top choices for Holiday cottages

1. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Tahitian Development

includes taxes & fees

21 Sept - 22 Sept

2. West Riverside Downtown Bungalow

North River

includes taxes & fees

21 Sept - 22 Sept

3. Peaceful Lake Retreat • Kayaks + Family Fun • Gated Community Near Tampa

Odessa

Hannah P.

includes taxes & fees

25 Sept - 26 Sept

4. Key West Style Cottage - with pool/hot-tub

Dunedin

Sean

includes taxes & fees

21 Sept - 22 Sept

5. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Palm Harbor

Kathy D.

includes taxes & fees

21 Sept - 22 Sept

6. Cozy Cottage - Close to Everything, Nature Lovers Dream!

Odessa

Maria M

includes taxes & fees

22 Sept - 23 Sept

7. Adorable Waterfront Cottage

Odessa

Amber P.

includes taxes & fees

21 Sept - 22 Sept

8. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin

carol l.

includes taxes & fees

21 Sept - 22 Sept

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Top Holiday Hotel Reviews

CW Resort

8/10 Good

"Everything was very good. The only thing missing was a full-length mirror. Thank you."

Hilton Clearwater Beach Resort & Spa

8/10 Good

"Was I nervous to stay here after reading the reviews? Absolutely. It ended up being just fine. Beach: Lots of complaints about having to pay for chairs/cabana on the beach. Yes, they do charge for them, but just walk past them and you can snag a great spot closer to the water just like everybody else. Personally, I liked being closer to the ocean versus pushed back near the resort. Parking: If flying in, pass on renting a car and paying for valet parking at the hotel. Traffic is wild and backed up around the area. The resort is located in a walkable area for entertainment, shopping, and dining. Room View: Yup, there are some not-so-lovely views of interior roofs with A/C units that only an HVAC professional could appreciate. Ask at the front desk for a view of the beach or facing the Ferris wheel on a higher floor."

DoubleTree by Hilton Tampa Rocky Point Waterfront

10/10 Excellent

"We had a wonderful stay at the DoubleTree! Debra was incredibly detail-oriented, friendly, and attentive, and George was knowledgeable, helpful, and very service-oriented. They both made a great impression on us. Everything was beautiful and clean. The property is so spacious, especially the outdoor areas, that it honestly feels more like a resort than a hotel. The rooms were large, comfortable, and very family-friendly. We especially loved having an outdoor porch with each room it was so convenient and made it easy to step outside and enjoy the surroundings. And the view was AMAZING! Although we didn’t get to see the dolphins, we still enjoyed the sunset views immensely. There was something really relaxing about being able to sit outside and take it all in. My only con would be the food. I ordered the Jamaican jerk chicken, but unfortunately it was missing the “jerk” 😅. The food could definitely use some improvement. Overall, though, we really enjoyed our stay and would absolutely consider coming back!"

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