Apartment holiday rentals in Caladesi Island

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Popular amenities for Caladesi Island apartment rentals

Weekly apartment rentals

Superhost
Apartment in Dunedin
4.84 out of 5 average rating, 81 reviews

Nautical Landings West-Honeymoon Island!

JenRating, 5 stars1 day ago
Nice area. Little bit from downtown, but right on the causeway to beautiful Honeymoon beach. They left us a state park pass which was Awesome. Publix, restaurants and gas station close. The little dock area is across the street and so cute and relaxing.
Top guest favourite
Apartment in Indian Rocks Beach
4.98 out of 5 average rating, 61 reviews

Beach Retreat III

AlexRating, 5 stars3 weeks ago
We had a great time at this conveniently located unit. Very walkable area with a great beach across the street that isn’t crowded. Great restaurants for breakfast, lunch, & dinner within walking distance. The patio of the unit is a great place to have coffee or enjoy a meal!
Guest favourite
Apartment in Clearwater
4.8 out of 5 average rating, 45 reviews

Beach vibes

JoshRating, 5 stars1 week ago
Super friendly host, very quick responses. The place was exactly as described and was a perfect fit for our overnight. Would easily stay there again if need be!
Superhost
Apartment in Clearwater
5 out of 5 average rating, 3 reviews

Welcome to Sun Haven~Newly Remodeled! Waterfront!

KariRating, 5 stars3 weeks ago
We cannot say enough good things about this rental. It was beautiful inside and truly felt like a home away from home. The beds and couches were comfortable, and they provided plenty of bathroom towels. They even thought of things like phone charging outlets near the beds and nightlights in the bathrooms. There were plenty of beach chairs, toys and towels and even a wagon to take everything down to the beach. The location was also fabulous. Within walking distance to great restaurants, gelato, & markets and a short distance to the beach. We even enjoyed watching dolphins from the back patio in the evenings. The owners were wonderful to work with, and we would recommend this rental and will definitely stay here again.
Guest favourite
Apartment 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.
Guest favourite
Apartment in Madeira Beach
4.92 out of 5 average rating, 13 reviews

Chambre 303-Great Beachfront Condo!

JosephRating, 5 stars3 weeks ago
Amazing place right on the beach and walking distance to John’s Pass. Everything was just as advertised. Plenty of space and awesome view of the ocean from the balcony (the high Adirondack chairs on the balcony added a good touch and made for easy viewing). Easy beach access. Clean, Furnished nicely, and bed was comfortable. Has everything you’ll need for a fun relaxing vacation. We’ll be back!
Top guest favourite
Apartment in Clearwater
4.93 out of 5 average rating, 40 reviews

Cozy Renovated 1 BR w/ Pool view & King size bed!

MajidehRating, 5 stars1 month ago
We had such a wonderful stay at Nick’s place! The house was spotless, the kitchen had everything we needed, and he even provided beach chairs, umbrellas, and toys, which made our beach days so easy and fun. The location was great, just a short drive to the beach. Nick was super helpful with parking tips and local restaurant recommendations. We were so happy with our stay and would definitely love to come back. Highly recommend!
Guest favourite
Apartment in Indian Rocks Beach
4.9 out of 5 average rating, 63 reviews

Oceanfront 2/2 with Private Elevator!

MaryRating, 5 stars1 week ago
Location was awesome!!! Right on the beach. Loved our view from our deck. Really enjoyed the elevator. Made our stay even more enjoyable. We made great memories with our daughter and grandkids. We would definitely stay here again.

Pet-friendly apartment rentals

Superhost
Apartment in St. Petersburg
4.81 out of 5 average rating, 129 reviews

Breathtaking Waterview Condo!

JeffRating, 5 stars1 month ago
We really enjoyed our stay at this condo. It was a very clean condo with beautiful views from the patio. Saw dolphins almost every morning and at dusk. Close to many restaurants. Close to the beach also had a very nice and clean pool with plenty of chairs for seating. When we were there, the pool was not crowded at all. There were also beach towels, beach chairs, and beach umbrellas available to use. Well stocked kitchen with good pans for cooking and two grills that were available to use at no additional cost Overall it was a great stay and we will definitely be back
Superhost
Apartment in St. Petersburg
4.81 out of 5 average rating, 244 reviews

Tropical Getaway #1 Studio Close to Downtown

PaulRating, 5 stars1 day ago
Great location. Perfect for a couple or solo traveler.
Guest favourite
Apartment in Treasure Island
4.9 out of 5 average rating, 126 reviews

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars6 days ago
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.
Guest favourite
Apartment in St. Petersburg
4.92 out of 5 average rating, 158 reviews

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars2 weeks ago
What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.
Guest favourite
Apartment in Madeira Beach
4.75 out of 5 average rating, 449 reviews

Beach Chill Inn #3 - Studio

RjRating, 5 stars6 days ago
This studio was a perfect and cozy little spot for my fiancée and I. Literal steps to the beach, ice cold AC, super clean, and very close to tons of shopping/eating/drinking spots. I would absolutely book this rental again for another weekend getaway!
Guest favourite
Apartment in Madeira Beach
4.91 out of 5 average rating, 152 reviews

Penthouse Water View, Steps to Sandy Beach

JosephRating, 5 stars1 week ago
Great location with easy access to beach and short walk to restaurants at boardwalk. About 30 minutes to a rays game or Airport (Pie).
Guest favourite
Apartment in Clearwater
4.93 out of 5 average rating, 146 reviews

5 *Waterfront Condo,3 BDR.2 Baths, Pool, HOT-TUB.

RobertRating, 5 stars1 month ago
The condo was beautiful. Clean and spacious. Lots of amenities. Close to the public beach, restaurants, bars, and shops. Plus David ordered a perfect week of weather for us! Wonderful.
Top guest favourite
Apartment in Seminole
4.98 out of 5 average rating, 218 reviews

SHEEK and Glam- heated pool Updated! 3 mi to beach

SalayehRating, 5 stars2 weeks ago
sandra was amazing with communication and helping me check in and everything was beautiful she also had child floaters for my little one in the closet i really appreciated it i also noticed a tiny fork for him as well it was little things like that, that made me enjoy my stay even more. looked exactly like the pictures and smelled amazing i had so much fun and so did my family i will definitely be picking another one sandra's rentals😊

Apartment rentals with a pool

Guest favourite
Apartment in Treasure Island
5 out of 5 average rating, 12 reviews

Beach Front Penthouse with Views

BrookRating, 5 stars2 days ago
We just loved this place ! Beach chairs and towels were so nice to have. The view from the balcony is amazing . This condo is beautifully decorated and super clean ! The tiki bar was a fun addition too. Everyone was very friendly. We can’t wait to go back !
Top guest favourite
Apartment in Indian Shores
5 out of 5 average rating, 25 reviews

"Haven at the Shores" 2/2 Beachfront

DonnaRating, 5 stars4 days ago
This place is an oasis on the beach. We felt comfortable and relaxed daily here. This place has everything you need- literally! Just bring your toiletries although there’s shampoo, conditioner and lotion. The view is beautiful and peaceful. The sound of waves provides a tranquil atmosphere. Thank you Deborah for being and amazing host! 5 stars in every way! The home was clean and well maintained. Deborah answered all the questions we had and provided tips on things to do nearby. We will be back!
Guest favourite
Apartment in St. Pete Beach
4.92 out of 5 average rating, 167 reviews

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

SamanthaRating, 5 stars3 weeks ago
We enjoyed our stay at Cody's place immensely! Perfect location right on the beach with a gorgeous view.
Superhost
Apartment in Treasure Island
4.92 out of 5 average rating, 48 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

MaryRating, 5 stars1 month ago
Beautiful view of the Gulf of America to watch dolphins, shipping carriers and cruise ships coming and going. The beach area is mostly crushed shells until you get to the water. Nice seeing the beach was patrolled by police regularly even in a gated area. Was able to see Manatee in the canal and watch fishing boats coming and going. Parking was easy. Condo is very clean and well decorated with that comfortable relaxing feeling - we enjoyed the balcony for awesome sunsets and star gazing or our morning coffee. The restaurant/bars are not within walking distance but were only a short drive (all of them had good food). You pay by card for parking at most locations. We would definitely stay at this beautiful location again - one of my most relaxing trips.
Guest favourite
Apartment in Clearwater
5 out of 5 average rating, 11 reviews

SeaSide Condo

BarryRating, 5 stars3 weeks ago
Our stay at Patrycja's was great very clean and quiet, easy drive to beach. She was so helpful, answered all our questions right away. We would definitely stay again Barry & Kristine May 2025.
Top guest favourite
Apartment in Indian Rocks Beach
5 out of 5 average rating, 93 reviews

Beachfront w/ views! Heated Pool+Tennis +GymPass

KimRating, 5 stars2 weeks ago
This place was wonderful for our family. Since we flew down we were nervous we would not have all the things we usually take to the beach. We were shock at how well the beach supplies were stocked. This might seem trivial to some but I even appreciated the extra mile on toilet paper! Plenty for the week and not one ply! The access to the beach is amazing with a very short two minute walk. The place was very clean. Refrigerator had condiments. So many little added touches. I would stay here again and I highly recommend this host/hostess!
Superhost
Apartment in Treasure Island
4.85 out of 5 average rating, 149 reviews

King Oceanfront Suite! Kitchenette + Balcony!

JeremyRating, 5 stars1 week ago
Karen's place was an amazing clean spot with a great view. She was very friendly and helpful. I will definitely be back to stay here again. Can't beat tge location and all the fun stuff to do in the area
Top guest favourite
Apartment in Indian Shores
4.99 out of 5 average rating, 96 reviews

Five Star Beachfront Condo Newly Renovated

TrishRating, 5 stars6 days ago
We spent almost a week at the condo and had a great time! Small extended family get together and the set up with bathrooms and bedrooms was great for us. We always look for a condo right on the beach, we were able to enjoy coffee every morning from our patio and then just a quick walk back and forth to enjoy the day at the beach!!!

Destinations to explore

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  2. United States
  3. Florida
  4. Pinellas County
  5. Dunedin
  6. Caladesi Island
  7. Apartment rentals