Condo holiday rentals in Longboat Key
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Top-rated condo rentals in Longboat Key
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 Longboat Key condo rentals
Weekly condo rentals
Condo in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
20–27 Apr
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Condo in St. Pete Beach
4.91 out of 5 average rating, 211 reviewsSunset Beach Condo in Treasure Island
14–21 Sep
Condo in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
21–28 Dec
Condo in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
4–11 Oct
Condo in Siesta Key
4.85 out of 5 average rating, 131 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
21–28 Aug
Condo in Bradenton Beach
4.82 out of 5 average rating, 217 reviewsA+ location! Steps to beach, walk to Bridge St! #1
13–20 Nov
Condo in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
2–9 Aug
Pet-friendly condo rentals
Condo in Treasure Island
4.89 out of 5 average rating, 152 reviewsBeachfront Condo in Exclusive Resort
27 Jul – 3 Aug
Condo in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco at Sunset Villas on Anna Maria Island
17–24 Sep
Condo in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
31 Jul – 7 Aug
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
18–25 Nov
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 Shores
4.82 out of 5 average rating, 147 reviewsBeach Studio 5
12–19 Oct
Condo in Bradenton
4.98 out of 5 average rating, 144 reviewsLuxury 3/3 Margaritaville Resort
19–26 Aug
Condo in Seminole
4.94 out of 5 average rating, 170 reviewsVacation updated heated pool- 3 mile to the beach!
5–12 Sep
Condo rentals with a pool
Condo in Redington Beach
4.93 out of 5 average rating, 134 reviewsQuiet, Beachy Poolside Studio/1 Min Walk to Beach
7–14 Nov
Condo in Redington Beach
4.9 out of 5 average rating, 148 reviews2min walk to the beach/pool, BBQ/great area, RO110
6–13 Nov
Condo in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
28 May – 2 Jun
Condo in Redington Beach
4.86 out of 5 average rating, 313 reviewsRoyal Orleans at Redington Beach ( Studio )
2–9 Aug
Condo in Treasure Island
4.99 out of 5 average rating, 152 reviewsSpectacular beach to bay views from this resort.
12–19 Sep
Condo in Sarasota
4.95 out of 5 average rating, 123 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
13–20 Sep
Condo in Treasure Island
4.94 out of 5 average rating, 179 reviewsWhere the Sun Meets the Water
16–23 Dec
Condo in Longboat Key
4.95 out of 5 average rating, 21 reviewsIsland property on Longboat Key by the Beach
6–13 Nov
Quick stats about condo rentals in Longboat Key
Total rentals
360 properties
Rentals with a pool
340 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$100 NZD before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
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- Condo rentals Tampa
- Family-friendly rentals Longboat Key
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