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 and around

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Enjoy al fresco dining with a round table and six chairs, overlooking the city and a body of water.

Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!

10.0 out of 10, Exceptional, (69)
"We had so much fun at this beautiful home and wish we were still there!"
Luxury waterfront townhome, 5 min to beach, pool, boat slip & rooftop deck!
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Guests can enjoy a serene beach experience with access to the shore.

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (235)
"great spot on the beach, walk to John's pass and other restraunts!"
The price is €403
includes taxes & fees
14 Aug - 15 Aug
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Breezy ‘White Sands House’ Steps to Gulf Shore!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances and a spacious tiled backsplash.

Breezy ‘White Sands House’ Steps to Gulf Shore!

9.6 out of 10, Exceptional, (103)
"Great access to the beach, parking on the property, and plenty of space to relax and hang out. "
Breezy ‘White Sands House’ Steps to Gulf Shore!
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
Relax in comfort on the beach with Adirondack chairs and enjoy a safe and well-maintained environment.

1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa

10.0 out of 10, Exceptional, (272)
"This property is amazing, and we would absolutely stay here again!"
1 Bedroom Penthouse Suite located within the Sandpearl Resort & Spa
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, (23)
"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
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.
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
Enjoy the tranquil atmosphere of Clearwater Beach, where guests can soak up the sun and take in the breathtaking ocean views.

*Pool* 8.5 miles to Honeymoon Island. 4 bdr

10.0 out of 10, Exceptional, (42)
"Loved the area and comfortable accommodations. "
*Pool* 8.5 miles to Honeymoon Island. 4 bdr
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)
"Comfortable, complete and perfect"
The price is €138
includes taxes & fees
10 Aug - 11 Aug
Private Pinellas County Beaches' getaway house
Charming Clean Studio in Downtown Clearwater
Simple, single-story building with a blue door and a chair outside, surrounded by palm trees and a gravel pathway.

Charming Clean Studio in Downtown Clearwater

9.6 out of 10, Exceptional, (14)
"Everything was as advertised. Great location for beach in clearwater and tampa."
The price is €121
includes taxes & fees
10 Aug - 11 Aug
Charming Clean Studio in Downtown Clearwater
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, (112)
"Convenient to Beach and local restaurants"
The price is €443
includes taxes & fees
12 Aug - 13 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 €126
includes taxes & fees
10 Aug - 11 Aug
Paradise Privacy Cottage
Centrally-located Beach House with direct access to a secluded beach!
Overlooking the ocean, this beachfront property offers stunning views of the coastline.

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (95)
"Awesome place to stay!"
Centrally-located Beach House with direct access to a secluded beach!
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
Oceana 201W See gorgeous sunsets!
Enjoy the serene beach views and stroll along the shoreline.

Oceana 201W See gorgeous sunsets!

9.8 out of 10, Exceptional, (24)
"Fun time"
Oceana 201W See gorgeous sunsets!
New Luxury House Pool. Just 14 Minutes From the Airport
Enjoy a warm and inviting living space with a fireplace, comfortable seating, and a central kitchen island.

New Luxury House Pool. Just 14 Minutes From the Airport

9.4 out of 10, Exceptional, (19)
"Recommended place in Tampa"
New Luxury House Pool. Just 14 Minutes From the Airport
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, (18)
"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
PRIVATE BEACH HOUSE W/PRIVATE POOL, 300ft TO BEACH ON THE SAND! SLEEPS 8!
Relax by the pool surrounded by lush greenery and modern architecture.

PRIVATE BEACH HOUSE W/PRIVATE POOL, 300ft TO BEACH ON THE SAND! SLEEPS 8!

9.8 out of 10, Exceptional, (186)
"House was beautiful and clean. Had everything you needed for the beach. Would definitely recommend."
PRIVATE BEACH HOUSE W/PRIVATE POOL, 300ft TO BEACH ON THE SAND! SLEEPS 8!
Family Tides on IRB Brand New Construction
Fridge, microwave, oven, stovetop

Family Tides on IRB Brand New Construction

10.0 out of 10, Exceptional, (1)
"Amazing location. Beautiful home. We had the best time! Short private access to beach. Close to fun restaurants. Beautiful rooms. Everything is brand new. Loved the pool and the arcade games. Great place for family with plenty of space. "
Family Tides on IRB Brand New Construction
Charming 2BR house with a Swimming Pool and a Garden.
Swimmers can enjoy a rectangular pool with lane markings, surrounded by a safety net.

Charming 2BR house with a Swimming Pool and a Garden.

9.4 out of 10, Exceptional, (15)
"Thank you for sharing your home with us, it was a peaceful stay and the pool was great!"
Charming 2BR house with a Swimming Pool and a Garden.
Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays
Enjoy dining al fresco on the patio, surrounded by a tree and a deck.

Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays

9.2 out of 10, Wonderful, (81)
"Great property. My kiddos loved it. Location is key. Close enough to all the tourist areas but far enough away to avoid all the tourists. Quiet street. "
Quiet Bungalow Just Minutes To Clearwater/Honeymoom Beaches/Dunedin/Blue Jays
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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Top Caladesi Island State Park Hotel Reviews

SpringHill Suites by Marriott Clearwater Beach

SpringHill Suites by Marriott Clearwater Beach

10/10 Excellent
"Very nice and comfortable "
Ynes Milagros 4-night trip
Posted 1 day ago
SpringHill Suites by Marriott Clearwater Beach