Caladesi Island State Park Vacation Rentals

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Caladesi Island State Park vacation rentals

Exterior

Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,051 reviews)
"Clean rooms awesome amenities would stay here again. "
United States
Seana
$117 nightly
The price is $130
May 31 - Jun 1
Total with taxes and fees
Sailport Waterfront Suites
1 bedroom, free WiFi, bed sheets

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 25 - May 26
Total with taxes and fees
richon of love
Exterior

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
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 27 - May 28
Total with taxes and fees
Escape By The Bay
Beach nearby, sun loungers, beach towels

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Great location, clean and convenient place to stay!!"
United States
Jennifer M.
$234 nightly
The price is $261
May 25 - May 26
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Beach nearby, sun loungers, beach towels

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
Lunch and dinner served

Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (735 reviews)
"Nice property, clean rooms, friendly staff and convenient location"
United States
Charles
$160 nightly
The price is $178
Jun 3 - Jun 4
Total with taxes and fees
Beso Del Sol Resort
1 bedroom, iron/ironing board, internet, bed sheets

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 25 - May 26
Total with taxes and fees
Beautiful suite with separate entrance.
Interior

Hideaway Haven: Cozy studio with WiFi, AC in charming Largo

Hideaway Haven: Cozy studio with WiFi, AC in charming Largo
Largo
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay, very cute!"
United States
Lisa M.
$127 nightly
The price is $140
May 25 - May 26
Total with taxes and fees
Hideaway Haven: Cozy studio with WiFi, AC in charming Largo
1 bedroom, iron/ironing board, free WiFi, bed sheets

Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (62 reviews)
"Is a very nice and clean apartment. The area is quiet and our hosts were great. "
United States
Rick O.
$120 nightly
The price is $132
May 29 - May 30
Total with taxes and fees
Rest apartament
Interior

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 26 - May 27
Total with taxes and fees
Yude's apartment
Sun loungers, beach towels

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
Pool

Waterfront view, Heated Pool, Private Balcony

Waterfront view, Heated Pool, Private Balcony
Rocky Point
9.6 out of 10, Exceptional, (95 reviews)
"The place was perfect, I would come back or recommend it in a heartbeat."
United States
Tony G.
$228 nightly
The price is $256
Jun 23 - Jun 24
Total with taxes and fees
Waterfront view, Heated Pool, Private Balcony
Sun loungers, beach towels

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
Beach nearby

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (24 reviews)
"Really enjoyed our stay. Loved the central location. Easy access to the beach, dining, entertainment, and driving around. The condo was nicely redone and a quiet area. We would definitely stay here again."
United States
Crystal S.
$262 nightly
The price is $292
May 27 - May 28
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
Sun loungers, beach towels

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 25 - May 26
Total with taxes and fees
Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center
Fridge, microwave, oven, stovetop

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.
$239 nightly
The price is $266
May 28 - May 29
Total with taxes and fees
Beautiful and Comfortable 2 Bedroom Home 10 minutes from Beach
TV

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.
$393 nightly
The price is $438
Jun 8 - Jun 9
Total with taxes and fees
BBC110 Renovated Beachfront Condo W/Pool
Exterior

Downtown Bungalow #1

Downtown Bungalow #1
Downtown
10.0 out of 10, Exceptional, (61 reviews)
"Great place to stay and good location "
United States
chris
$212 nightly
The price is $235
Jun 24 - Jun 25
Total with taxes and fees
Downtown Bungalow #1
Premium Condo, 1 Bedroom | In-room dining

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
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

Courtyard by Marriott Clearwater Beach

Courtyard by Marriott Clearwater Beach

4/10 Poor
"We arrived and received a coupon for a free sunset drink and 20 dollars off any food or beverage for each day of our stay. It included the Jolly Trolly, E bike rental, etc. We were not told we needed to take said coupon with us to the rooftop bar that evening in order to use it. Very frustrating with the miscommunication. We were not given Jolly Trolly stops, had to figure that out on our own. No E bike information either. The next morning we stopped at the desk to let them know our sink faucet was leaking and we were leaving for a few hours and would be back before leaving again in the afternoon. They told us they had someone on site and would have it repaired right away. We also told them we needed all new towels because we needed to clean up the water that leaked all over our sink counter. We got back a few hours later and the repair person was still in our room and said it would be another 30 minutes. So we had to wait at the pool in soaking wet bathing suits. We went up to shower without any bath towels, only hand towels. We were running late to meet with my niece in Tampa by this time. Stopped back at the desk and let them know, was given two free drinks. At check out, were learned the free sunset drink and 20 dollar vouchers, etc. cost us 30 dollars a day, so nothing was free. Would not recommend."
Lauretta 3-night trip
Posted 3 hours ago
Courtyard by Marriott Clearwater Beach

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 $130 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

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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.

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