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Holiday houses in Caladesi Island

Find and book unique accommodation on Airbnb

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Popular amenities for Caladesi Island holiday rentals

Other great holiday rentals in Caladesi Island

Guest favourite
Home in Tampa
4.94 out of 5 average rating, 77 reviews

The Jungalow SOHO - Pool/Hot Tub

HeatherRating, 5 stars3 weeks ago
A private paradise! This was the best part of our family vacation. The house was immaculate and organized. The outside area was amazing. I loved enjoying morning coffee in the hot tub everyday and listening to all the birds. I will be back.
Guest favourite
Cottage in Dunedin
4.9 out of 5 average rating, 105 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

DanRating, 5 stars2 days ago
Really enjoyed our stay at the Captain’s Cottage! Nicely kept, with thoughtful amenities. Hope to be back someday to explore more of Dunedin.
Guest favourite
Condo in Belleair Beach
4.85 out of 5 average rating, 53 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

MeganRating, 5 stars1 week ago
This Airbnb has a GORGEOUS view! It was so peaceful to be able to sit on the balcony and watch the ocean. And the beach was right there to walk down to. Was well-worth it to spend a week here away from my busy job - I’m leaving relaxed.
Top Guest favourite
Guest suite in Palm Harbor
4.99 out of 5 average rating, 81 reviews

The Nest Romantic Boutique style getaway

MickiRating, 5 stars1 month ago
The nest is an absolute gem! The amount of detail and thought put into the experience for guests was remarkable! The place itself was stunning - we walked into soft music - the room cooled and a welcome that was the perfect touch. I can’t think of one extra thing that could have been done to make our stay better. Thank you Susan and Mark - the love you put into building the nest was palpably and we appreciate that we got to enjoy the space. You will never get a hotel room in the area for a better price - the accommodations and accessories are unbeatable! Thank you
Top Guest favourite
Apartment in Palm Harbor
5 out of 5 average rating, 9 reviews

Attraversamo 102

GraceRating, 5 stars3 weeks ago
Our stay with Lynn was fantastic! She was such a great host and gave us great recommendations on what to do during our stay. She made our vacation so much better and she is so sweet!
Top Guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 63 reviews

Waterfront Duplex- kayaks, SUP, 3 blocks to beach

AlexissRating, 5 stars1 week ago
Our stay was more than we could’ve hoped for! When we arrived the space was unbelievably clean and also had just about everything we needed for the whole week. Nicole is also an amazing host, and her response time to any questions we had during our stay was almost immediate. She is definitely the best host i’ve ever had, and she made our week so easy with her help and a beautiful place to stay.
Top Guest favourite
Guesthouse in Clearwater
5 out of 5 average rating, 12 reviews

Guesthouse near the Beach

KaylaRating, 5 stars1 week ago
Nice place close to everything we needed we enjoyed our stay here
Guest favourite
Condo in Indian Rocks Beach
5 out of 5 average rating, 9 reviews

Sea Side Sunsets Unit C

AngelaRating, 5 stars1 month ago
Great place on the beach, walking distance to restaurants. Great vibes and awesome sunsets!!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Dunedin
  6. Caladesi Island