Condo holiday rentals in Caladesi Island
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Top-rated condo rentals in Caladesi Island
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Caladesi Island condo rentals
Weekly condo rentals
Condo in Madeira Beach
4.95 out of 5 average rating, 240 reviewsSteps Away 1st Floor-Bikes/Beach Access/ WI-FI
12 – 19 Dec
Condo in Indian Shores
4.95 out of 5 average rating, 111 reviews"Sunsational" Indian Shores Getaway!
3 – 10 June
Condo in Tampa
4.94 out of 5 average rating, 145 reviewsLovely Waterview Condo/ heated pool
16 – 23 Mar
Condo in Indian Rocks Beach
4.79 out of 5 average rating, 225 reviewsWaterfront Condo w/ Boat dock, 2 min walk to beach
28 May – 4 June
Condo in Palm Harbor
4.8 out of 5 average rating, 155 reviewsLakeside 2- Bed Apartment Near Clearwater Beaches
31 Aug – 7 Sept
Condo in Redington Shores
4.83 out of 5 average rating, 186 reviewsBeachside 1 Bedroom Condo on Redington Beach!
17 – 24 Dec
Condo in Redington Beach
4.79 out of 5 average rating, 199 reviewsBeautiful Studio on the paradise white sand beach!
6 – 13 Oct
Condo in Redington Beach
4.9 out of 5 average rating, 221 reviewsStudioCondo 2minWalk to the beach, BBQ Pool. RO109
28 Sept – 5 Oct
Pet-friendly condo rentals
Condo in Clearwater
4.92 out of 5 average rating, 229 reviewsAmazing views on beachfront
3 – 10 Mar
Condo in Seminole
4.94 out of 5 average rating, 170 reviewsVacation updated heated pool- 3 mile to the beach!
5 – 12 Sept
Condo in Treasure Island
4.88 out of 5 average rating, 154 reviewsBeachfront Condo in Exclusive Resort
15 – 22 Feb
Condo in Tampa
4.92 out of 5 average rating, 457 reviewsTropical Waterfront Escape
4 – 11 Aug
Condo in Indian Shores
4.89 out of 5 average rating, 116 reviewsGulf Side Florida Charm 1/1 Condo 60 Steps To Sand
21 – 28 Mar
Condo in Clearwater
4.94 out of 5 average rating, 242 reviewsSteps 2 beach! Beachy and Luxurious! Easy Living!
19 – 26 Mar
Condo in Clearwater
4.93 out of 5 average rating, 134 reviews5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
9 – 16 Apr
Condo in Indian Rocks Beach
4.93 out of 5 average rating, 147 reviewsBeach Retreat I
10 – 17 Feb
Condo rentals with a pool
Condo in Madeira Beach
4.88 out of 5 average rating, 274 reviews**COZY CORNER RETREAT**JUST STEPS TO THE BEACH
10 – 17 Oct
Condo in Redington Beach
4.85 out of 5 average rating, 570 reviewsCondo II:Beach 2 min walk:Heated Pool:2Bikes:Grill
26 Aug – 2 Sept
Condo in Madeira Beach
4.94 out of 5 average rating, 410 reviewsMad Bch Paradise Studio*APR-28-MAY-3*NOW*$99 PN !
16 – 23 Apr
Condo in Madeira Beach
4.85 out of 5 average rating, 133 reviewsExperience the charm of Gulf Gardens. The Manatee
21 – 28 June
Condo in Clearwater
4.86 out of 5 average rating, 118 reviews☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
1 – 8 Oct
Condo in Indian Shores
4.96 out of 5 average rating, 210 reviewsSEA-ze the day at the Beach! Pool! Intracoastal!
24 – 31 Oct
Condo in Madeira Beach
4.94 out of 5 average rating, 116 reviewsMadeira Beach Cottage steps from Gulf.
7 – 14 Aug
Condo in Clearwater
4.91 out of 5 average rating, 107 reviewsBeachfront Condo with Centerline Sunsets
20 – 27 Sept
Destinations to explore
- Tampa Holiday rentals
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