Beach house holiday rentals in Siesta Key
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Top-rated beach house rentals in Siesta Key
Guests agree: these beach houses 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 Siesta Key beach house rentals
Beachfront house rentals
Home in Siesta Key
4.89 out of 5 average rating, 100 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
20–27 Apr
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
10–17 Nov
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
19–26 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
28 Feb – 7 Mar
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
11–18 Apr
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
8–15 Mar
Home in Sarasota
5.0 out of 5 average rating, 25 reviewsWelcome to your dream Oasis near Siesta Key!
17–24 Sep
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
21–28 Sep
Beach house rentals with a pool
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
26 Apr – 3 May
Home in Sarasota
4.98 out of 5 average rating, 125 reviewsNew remodel- 150 Yds to Beach and Restaurants!
25 Jul – 1 Aug
Home in Sarasota
5.0 out of 5 average rating, 43 reviewsSea Esta | Heated Saltwater POOL + Putting Green!
1–8 Dec
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
1–8 Oct
Home in Siesta Key
4.94 out of 5 average rating, 69 reviewsLovely Siesta Key house near beach w/ heated pool!
27 Aug – 3 Sep
Home in Siesta Key
4.95 out of 5 average rating, 19 reviews*Private beach access-heated pool-great location!
15–22 Sep
Home in Siesta Key
5.0 out of 5 average rating, 20 reviewsIn Village, Steps to Beach, Pool, Ocean-view.
10–17 Dec
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsSiesta Key Oasis
3–10 Nov
Private beach house rentals
Home in Sarasota
5.0 out of 5 average rating, 20 reviewsSiesta Key Midcentury Modern Paradise Retreat
14–21 Oct
Home in Siesta Key
4.96 out of 5 average rating, 89 reviewsBeachfront home with private access, walk to town!
3–10 Mar
Home in Siesta Key
4.99 out of 5 average rating, 67 reviewsSiesta Key Quaint Beach House
13–20 Nov
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
11–18 Oct
Home in Siesta Key
5.0 out of 5 average rating, 4 reviewsStroll to the Sea! Steps to the Village!
23–30 Sep
Home in Siesta Key
5.0 out of 5 average rating, 6 reviewsSiesta Key Paradise, Pvt Heated Pool & Spa
1–8 Nov
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
17–24 Jan
Home in Siesta Key
4.89 out of 5 average rating, 72 reviews4 min stroll to the sand. Beach Life Starfish 2/2
24 Sep – 1 Oct
Destinations to explore
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