Caladesi Island State Park Vacation Rentals

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Our top choices for Caladesi Island State Park vacation rentals

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (24 reviews)
"Clean, cozy cabin with everything we needed for an enjoyable stay. Highly recommend!"
United States
Molly
$254 nightly
The price is $285
May 23 - May 24
Total with taxes and fees
Adorable Waterfront Cottage

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,047 reviews)
"Clean rooms awesome amenities would stay here again. "
United States
Seana
$119 nightly
The price is $132
May 31 - Jun 1
Total with taxes and fees
Sailport Waterfront Suites

Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (40 reviews)
"Cute little spot to rest."
United States
Bobby D.
$128 nightly
The price is $143
May 23 - May 24
Total with taxes and fees
Escape By The Bay

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (732 reviews)
"Nice property, clean rooms, friendly staff and convenient location"
United States
Charles
$156 nightly
The price is $174
May 28 - May 29
Total with taxes and fees
Beso Del Sol Resort

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (105 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
$244 nightly
The price is $272
May 25 - May 26
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

richon of love

richon of love
Town 'n' Country
9.4 out of 10, Exceptional, (37 reviews)
"I would definitely stay here again thoroughly enjoyed the stay "
United States
Theresa
$130 nightly
The price is $145
May 23 - May 24
Total with taxes and fees
richon of love

Beautiful suite with separate entrance.

Beautiful suite with separate entrance.
North Park
9.4 out of 10, Exceptional, (32 reviews)
"Enjoyed the simply, straight forward layout and the convenient location"
United States
Thomas D.
$120 nightly
The price is $132
May 24 - May 25
Total with taxes and fees
Beautiful suite with separate entrance.

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"The place is nice and clean. The hosts are amazing, they made me feel so welcome and made sure i was comfortable. "
United States
Bethany D.
$115 nightly
The price is $128
May 25 - May 26
Total with taxes and fees
Green Castle Suite in Tampa

Yude's apartment

Yude's apartment
Town 'n' Country
9.6 out of 10, Exceptional, (28 reviews)
"Had a very wonderful stay highly recommended "
United States
Thalia
$135 nightly
The price is $151
May 25 - May 26
Total with taxes and fees
Yude's apartment

Downtown Bungalow #1

Downtown Bungalow #1
Downtown
10.0 out of 10, Exceptional, (60 reviews)
"Great place to stay and good location "
United States
chris
$219 nightly
The price is $243
May 31 - Jun 1
Total with taxes and fees
Downtown Bungalow #1

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (50 reviews)
"We had a great experience at this property. Everything was very clean, updated, and exactly as advertised. The location was perfect—just a few steps away from the pool—and the communication with the host was outstanding throughout our stay. This was our second time staying here, and we would definitely stay here again!"
Canada
Neil M.
$269 nightly
The price is $300
Jun 11 - Jun 12
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center

Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center
St. Petersburg
10.0 out of 10, Exceptional, (79 reviews)
"Perfect accommodations and location!"
United States
Cheryl S.
$140 nightly
The price is $156
May 24 - May 25
Total with taxes and fees
Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center

Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach

Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach
Downtown Largo
9.8 out of 10, Exceptional, (29 reviews)
"The place was great. Very clean, quiet street. Would recommend!"
United States
Alyssa G.
$240 nightly
The price is $267
Jun 1 - Jun 2
Total with taxes and fees
Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches
Colonial Hills
9.6 out of 10, Exceptional, (33 reviews)
"This place was very clean and well thought out floor plan. Also was very convenient for going into town."
United States
Thomas
$134 nightly
The price is $148
May 26 - May 27
Total with taxes and fees
Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Barefoot Beach Resort

Barefoot Beach Resort
3.5 star property
Indian Shores
9.0 out of 10, Wonderful, (959 reviews)
"Like always great location nice condo. "
United States
Michelle
$162 nightly
The price is $183
May 25 - May 26
Total with taxes and fees
Barefoot Beach Resort

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Seminole
10.0 out of 10, Exceptional, (102 reviews)
"Lots of Fun! They think of everything you need to have a great stay."
United States
Josh
$246 nightly
The price is $284
Jun 10 - Jun 11
Total with taxes and fees
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity
Clearwater
10.0 out of 10, Exceptional, (86 reviews)
"Stayed for a week! Loved the condo, clean, comfortable beds. Kitchen has everything you need. Plenty of towels and linens. Owner was easy to reach and pleasant to chat with. Would definitely recommend!"
United States
Lisa J.
$353 nightly
The price is $393
May 29 - May 30
Total with taxes and fees
PROMO PRICES!!CLEARWATER BEACH 2beds,2baths,FREE WI-FI/Parking in gated comunity

BBC110 Renovated Beachfront Condo W/Pool

BBC110 Renovated Beachfront Condo W/Pool
Belleair Beach
9.4 out of 10, Exceptional, (168 reviews)
"Everything was so great! It was clean, quiet, and just perfect for a beachside vacation. We will definitely be back! "
United States
Jill C.
$378 nightly
The price is $421
Jun 8 - Jun 9
Total with taxes and fees
BBC110 Renovated Beachfront Condo W/Pool

Margaritaville Across The Street From Beach Access

Margaritaville Across The Street From Beach Access
Madeira Beach
10.0 out of 10, Exceptional, (36 reviews)
"Perfect. Close to beach and shopping and restaurants. Host very friendly and available to us if we needed anything. Clean and colorful."
United States
claudette
Margaritaville Across The Street From Beach Access
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

Find out more about Caladesi Island State Park

Everything you need to know about Caladesi Island State Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caladesi Island State Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caladesi Island State Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caladesi Island State Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caladesi Island State Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Caladesi Island State Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caladesi Island State Park rentals

At Expedia, we put the best Caladesi Island State Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Caladesi Island State Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caladesi Island State Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caladesi Island State Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.