Waterfront vacation rentals in Siesta Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Siesta Key
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key waterfront rentals
Waterfront apartment rentals
Rental unit in Bradenton Beach
4.89 out of 5 average rating, 121 reviewsBeachfront Studio right on the beach, Free Parking
Rental unit in Bradenton
4.97 out of 5 average rating, 75 reviewsSweet Retreat at Shorewalk!
Rental unit in Longboat Key
4.95 out of 5 average rating, 93 reviewsLongboat Key-OCEAN FRONT- on the beach
Rental unit in Bradenton
4.85 out of 5 average rating, 48 reviewsBeach Oasis W/ Private Balcony 6 mi to Anna Maria
Rental unit in Sarasota
4.97 out of 5 average rating, 35 reviewsStylish gray condo 6 min from Siesta+ heated pool
Rental unit in Anna Maria
4.83 out of 5 average rating, 64 reviewsParadise on the beach! Upper level.
Rental unit in Bradenton Beach
4.84 out of 5 average rating, 32 reviewsAMI Bridgeport 203 -Sunset View Retreat+ResortPool
Rental unit in Bradenton
4.78 out of 5 average rating, 49 reviewsModern Lakefront Condo. By IMG~Beaches~Restaurants
Waterfront house rentals
Home in Pass-a-Grille Beach
4.8 out of 5 average rating, 161 reviewsSteps 2 Beach-Island Cottage w/king bd+2bike+parki
Home in Siesta Key
5 out of 5 average rating, 137 reviewsBeach, Village, Dock & Private Pool! One-of-a-kind
Home in Sarasota
4.93 out of 5 average rating, 119 reviewsLake Front House with a Pool
Home in Bradenton
4.89 out of 5 average rating, 131 reviewsBeautiful Lake View Home - Close Beaches / IMG
Home in Anna Maria
4.94 out of 5 average rating, 167 reviewsRe-Modeled & Now Ready for Post-Hurricane Visits!
Home in Siesta Key
4.91 out of 5 average rating, 138 reviewsSea Club II Garden House
Home in Venice
4.95 out of 5 average rating, 121 reviewsMCM Waterfront Getaway w/ Private Dock + 4 Kayaks
Home in Bradenton
4.81 out of 5 average rating, 113 reviewsHeated Pool (No Cleaning Fee)
Waterfront condo rentals
Condo in Sarasota
4.84 out of 5 average rating, 160 reviewsBest Gulf Coast Condo in Siesta Key
Condo in Saint Pete Beach
4.84 out of 5 average rating, 105 reviews1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo
Condo in Siesta Key
4.97 out of 5 average rating, 114 reviewsSiesta Key For Me @ The Palm Bay Club
Condo in Bradenton Beach
4.99 out of 5 average rating, 114 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsOceanfront Condo for Beach Lovers
Condo in Longboat Key
4.98 out of 5 average rating, 170 reviewsSweet Island Condo!
Condo in Bradenton
4.86 out of 5 average rating, 104 reviews*Florida Bella Rosa* near IMG Academy & beaches.
Condo in Siesta Key
4.97 out of 5 average rating, 117 reviewsSiesta Key Condo. Checkout our great rates!
Quick stats about waterfront rentals in Siesta Key
Total rentals
330 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
9.8K reviews
Family-friendly rentals
270 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
270 properties have a pool
Destinations to explore
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