Condo vacation rentals in Caladesi Island

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Top-rated condo rentals in Caladesi Island

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Guest favorite

Condo in Largo

4.89 out of 5 average rating, 180 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

This condo is a true gem, conveniently situated only a 6 minute drive away from highly-rated Indian Rocks Beach, celebrated by TripAdvisor. You'll be pleased to know that there's a beautiful golf course just a few minutes drive. Situated on the first floor , this modern condo features a screened patio with views of serene fountain. The complex offers a pool, gas BBQ for grilling and free parking. Plus, it is ideally located near everything you need, including a Starbucks just a short drive away

Aug 14 – 21

G$26,863 GYD per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 457 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Sep 18 – 25

G$21,640 GYD per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Dec 14 – 21

G$27,374 GYD per night

Guest favorite

Condo in Redington Beach

4.94 out of 5 average rating, 356 reviews

Beach Condo, Heated Pool, 2 Minute Walk to Ocean

🏌️‍♂️ Golf courses only 15 minutes away! 🏝 Beach 2 minute walk! 💻 Free WIFI, cable TV, Netflix! 🍤 5 minute walk from dine-in restaurant 🏊🏻‍♂️ Private heated saltwater pool literally right outside your room 🏠 Kitchenette and full refrigerator, on-site washer/dryer, beautiful gated courtyard with grill, sun chairs and umbrellas 🏖 Beach chairs, umbrella, and cooler included 🚲 Rent bicycles and jet skis nearby ✈️ 25 minutes from PIE airport ✈️ 35 minutes from TPA airport

Aug 2 – 9

G$20,091 GYD per night

Superhost

Condo in Clearwater

4.83 out of 5 average rating, 119 reviews

Cozy Getaway close to Clearwater Beach

Modern and cozy one-bedroom condo 10 min away from gorgeous Clearwater Beach. It’s comfortable, high-quality, a quiet corner of the community, very clean. It has nice and comfortable furniture, fine sheets, blankets, towels, etc. Spacious fully equipped kitchen and big shower, king-size bed, sleeping sofa & relaxing patio. Beach towels, chairs, umbrella, cooler. TVs in the living room and bedroom, Full cable, ROKU. Heated pool, gated community, 24h gym. You’ll enjoy!!

Dec 5 – 12

G$25,463 GYD per night

Guest favorite

Condo in Indian Shores

4.96 out of 5 average rating, 143 reviews

1 BR direct beachfront! Now avail. 8/29-9/11.

Our condo is directly on the beach!! It is close to restaurants and dining, mini-golf, Clearwater and St. Pete's Beach. About 25 miles from Tampa, Florida for the Buccaneers NFL football and Lightning NHL hockey! We are about 37 miles from Busch Gardens. Only 95 miles to Disney World in Orlando! Mini-golf right across the street! You’ll love my place because of the neighborhood. My place is good for couples, small families, solo adventurers, and business travelers.

Dec 4 – 11

G$30,615 GYD per night

Guest favorite

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

This newly furnished condo features a balcony with waterfront views of Tampa Bay and amazing sunsets. Includes a heated pool, volleyball court, BBQ and fire pit as well as on-site laundry. Just minutes from Tampa International Airport. Near Clearwater and other desirable beaches. Nearby attractions include Busch Gardens, Adventure Island, the Port of Tampa, Historic Ybor City, Tampa Bay Performing Arts Center, Tropicana Field, Amalie Arena and Raymond James Stadium.

Oct 4 – 11

G$31,365 GYD per night

Guest favorite

Condo in Redington Beach

4.92 out of 5 average rating, 133 reviews

Quiet, Beachy Poolside Studio/1 Min Walk to Beach

Enjoy a relaxing Key West vibe in our fun and beachy 2-person studio efficiency! No beach crowds, traffic stress or parking worries - just pure paradise. What Guests Love Most: - Ground floor unit in quiet corner - Steps to sparkling, heated pool - 1-minute walk to beach and back - Quiet, relaxing courtyard with grill - Efficiency kitchen - Upscale neighborhood for walking - Short walk to Conch Republic bar & grill, the locals #1 favorite - Beach trolley transport

Nov 7 – 14

G$19,802 GYD per night

Guest favorite

Condo in Dunedin

4.91 out of 5 average rating, 167 reviews

Resort Condo Close to Beach/Free Bikes

A Self check-in private condo in a resort, it sleeps up to 3 guests.**We have another condo in the same resort, it’s a 1 bed/2 baths and sleeps up to 4 guests, click on my profile pic to see it. *Walking distance to Downtown Dunedin. *A 10 min drive to honeymoon Island and the ferry to Caladesi Island. *A 15 minute drive to Clearwater Beach (the exact time may vary on weekends and holidays). *Jolley Trolley Bus stop is outside of the entrance.

Jul 8 – 15

G$39,704 GYD per night

Superhost

Condo in Dunedin

4.84 out of 5 average rating, 100 reviews

SEAVIEW at Honeymoon Island, On The Causeway! NEW!

SEAVIEW is your BEACH OASIS at HONEYMOON ISLAND CAUSEWAY, with WATER VIEWS on a salt water canal! A short walk from your front door to sit on the sand on the Causeway beach & watch the dolphins, drive or cycle to Honeymoon Island Beach, one of the most beautiful and pristine beaches on our coast. Take your evening stroll on the sand to watch spectacular Sunsets, walk to a variety of fabulous restaurants. Seaview is your Beach Life Location!

Sep 5 – 12

G$33,890 GYD per night

Guest favorite

Condo in Redington Beach

4.9 out of 5 average rating, 148 reviews

2min walk to the beach/pool, BBQ/great area, RO110

Enjoy a great getaway in this well maintained 1 bedroom 2 bath condo in a quiet small complex, only a 2 minute walk to one of the best beaches on the west coast of Florida. This area is amazing and has a ton of things to do and see and great restaurants within walking distance. We have provided the majority of the necessary beach gear, towels,etc... Full kitchen, keurig and coffee maker & heat/pool. Parking is available for 1 car only.

Nov 6 – 13

G$23,987 GYD per night

Guest favorite

Condo in St. Pete Beach

4.91 out of 5 average rating, 209 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Nov 6 – 13

G$25,350 GYD per night