Holiday Homes in Caladesi Island State Park

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Caladesi Island State Park

temporarily unbookable due to hurricane check back later
Walk along the well-trodden path to the beach, surrounded by lush greenery and a majestic palm tree.

temporarily unbookable due to hurricane check back later

9.2 out of 10, Wonderful, (129)
"We had a great time on our visit. The property was clean and had nice amenities. The location and proximity to the beach was perfect."
temporarily unbookable due to hurricane check back later
Beach Side Cottage 20 / Walk to the beach!
Guests can enjoy stunning ocean views from this beachfront location.

Beach Side Cottage 20 / Walk to the beach!

10.0 out of 10, Exceptional, (32)
"Nice place in very good location. Walking distance to restaurants, shopping and easy access to beach. Clean and comfortable."
Beach Side Cottage 20 / Walk to the beach!
Walk to beach/Hot Tub/Heated Pool/New Remodel
Relax by the rectangular pool surrounded by a paved patio and lush greenery.

Walk to beach/Hot Tub/Heated Pool/New Remodel

9.4 out of 10, Exceptional, (231)
"Perfect house for our family. We loved having our own pool and that we could just walk to the beach. "
Walk to beach/Hot Tub/Heated Pool/New Remodel
Clearwater Beach Cottage 24 / Walk to the beach!
Enjoy a beachfront stay with access to a wide sandy beach and the clear ocean.

Clearwater Beach Cottage 24 / Walk to the beach!

10.0 out of 10, Exceptional, (16)
"This home is just as advertised! Steps from the beach. Beach isn’t crowded. And everything to do is with a 15-20 minute walk. Beautifully decorated and super comfortable. We will be back!"
Clearwater Beach Cottage 24 / Walk to the beach!
Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
Enjoy a serene beach experience with access to the ocean.

Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

10.0 out of 10, Exceptional, (208)
"House was amazing, fantastic communication with the owners, and it was just steps away from the beach. The Jacuzzi was such a fantastic bonus! The house was immaculate, and we would definitely come back again!"
Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.
SPACIOUS home with private POOL 5 mins to beach! Close to everything!
Relax by the pool with a view from this covered patio, featuring a table and chairs.

SPACIOUS home with private POOL 5 mins to beach! Close to everything!

10.0 out of 10, Exceptional, (92)
"Great house in a great location. Beautiful home and outdoor space. Would gladly stay here again."
SPACIOUS home with private POOL 5 mins to beach! Close to everything!
Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown
Guests can enjoy the ocean views from the comfort of their room.

Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown

9.8 out of 10, Exceptional, (59)
"Nice quiet safe clean stay"
The price is AU$204
includes taxes & fees
6 Aug - 7 Aug
Private entrance room & bathroom w/ courtyard 10 min to beach & Downtown
BBQ Games, King Beds, Private Yard
Relax outdoors in this serene patio area, complete with a pergola, comfortable seating, and a table for dining or unwinding.

BBQ Games, King Beds, Private Yard

2.0 star property
9.2 out of 10, Wonderful, (12)
"Check in was smooth and everything went well "
The price is AU$574
includes taxes & fees
12 Aug - 13 Aug
BBQ Games, King Beds, Private Yard
Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10
Guests can enjoy the serene beach scene with calm waters and a lifeguard tower nearby.

Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10

9.8 out of 10, Exceptional, (22)
"This property was fantastic. Plenty of room and amenities for all. Kitchen had everything we needed to make some easy meals. Pool was clean and warm. The whole property was well maintained. Would definitely book here again. "
Mod 4BR Home, Heated Private Pool • Near Indian Shores & John’s Pass • Sleeps 10
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
Relax by the pool with a hot tub and standard pool surrounded by lush greenery and a covered patio area.

Tampa Villa w Private Dock Luxury Heated POOL & Hot tub

9.6 out of 10, Exceptional, (64)
"Stayed for a long weekend with 7 of my buddies and couldn’t have asked for a nicer place or better vibes. Highly recommend."
Tampa Villa w Private Dock Luxury Heated POOL & Hot tub
Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.
Relax in this spacious living area with a large sofa, dining table, and fireplace.

Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.

10.0 out of 10, Exceptional, (44)
"Great place and great host!!"
Coastal Breeze - 90 seconds from door to sand. Heated pool with slide & spa.
Private Pinellas County Beaches' getaway house
Enjoy outdoor dining or relaxation in this serene patio area with a table and chairs, surrounded by a lush garden and a string of twinkling lights.

Private Pinellas County Beaches' getaway house

8.4 out of 10, Very good, (42)
"Cindy was such a gracious host. She’s bubbly and warm, made us feel right at home! Came for a weekend beach trip and this was perfect as it was only 15-20 min from the beach and there’s many restaurants and grocery stores nearby, so the location was perfect. We highly recommend staying here; great experience overall. "
The price is AU$245
includes taxes & fees
10 Aug - 11 Aug
Private Pinellas County Beaches' getaway house
SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA
Guests can enjoy a leisurely day at the beach with calm waters and scenic views.

SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA

10.0 out of 10, Exceptional, (113)
"Nice accommodations, plenty of room for all of us. Location was perfect, able to easily get to restaurants, shopping and baseball fields. Would stay again. "
The price is AU$836
includes taxes & fees
3 Sept - 4 Sept
SHOW STOPPER! HEATED POOL, UPDATED HOME 2 MILES TO BEACH!! 3 KING BEDS! 4BD 2BA
A private beachfront condo just steps from beach
Enjoy breathtaking ocean views from the deck, surrounded by lush greenery.

A private beachfront condo just steps from beach

9.8 out of 10, Exceptional, (56)
"Exceptional accommdations. Great neighboring full-time residents. "
A private beachfront condo just steps from beach
Clearwater Beach House - Right On The Beach
Enjoy a serene beach experience with calm seas and gentle waves.

Clearwater Beach House - Right On The Beach

9.6 out of 10, Exceptional, (110)
"Convenient to Beach and local restaurants"
The price is AU$787
includes taxes & fees
6 Aug - 7 Aug
Clearwater Beach House - Right On The Beach
Paradise Privacy Cottage
Relax on the patio with a wicker sofa, round table, and two chairs.

Paradise Privacy Cottage

9.0 out of 10, Wonderful, (20)
"This was perfect for my daughter and I, located in a cute neighborhood and close to many things. It was very clean and allowed for privacy, definitely felt like home away from home and would highly recommend. "
The price is AU$223
includes taxes & fees
10 Aug - 11 Aug
Paradise Privacy Cottage
Endless Summer Pool Vibes
Relax by the pool surrounded by lush greenery and an outdoor space.

Endless Summer Pool Vibes

9.2 out of 10, Wonderful, (22)
"Comfortable beds, convenient location, clean, "
Endless Summer Pool Vibes
Paradise Found-Heated Pool-Hot Tub-Gulf Beach-EV charger-Quiet Home away fr Home
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator, along with a stainless steel sink and modern faucet.

Paradise Found-Heated Pool-Hot Tub-Gulf Beach-EV charger-Quiet Home away fr Home

9.6 out of 10, Exceptional, (47)
"We really enjoyed staying in this nice VRBO. It was clean and plenty of space for everyone. Very close to beaches but in a quiet, nice neighborhood. "
Paradise Found-Heated Pool-Hot Tub-Gulf Beach-EV charger-Quiet Home away fr Home
**Home away from home**
Guests can enjoy swimming and sunbathing on this serene beach.

**Home away from home**

9.4 out of 10, Exceptional, (56)
"Everything was easy and detailed in the guest book. Close to the beach and stores. Wonderful stay!"
**Home away from home**
Private Oasis Retreat Heated Pool Hot Tub Beaches
Relax in the hot tub surrounded by comfortable seating and a view of the adjacent pool.

Private Oasis Retreat Heated Pool Hot Tub Beaches

10.0 out of 10, Exceptional, (17)
"We enjoyed this place very much. We spent a lot of time around the pool very nice area."
Private Oasis Retreat Heated Pool Hot Tub Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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