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
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
7–14 Apr
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
20–27 Oct
Home in Sarasota
5.0 out of 5 average rating, 25 reviewsWelcome to your dream Oasis near Siesta Key!
3–10 Jan
Home in Siesta Key
5.0 out of 5 average rating, 14 reviewsParadise In Siesta!
20–27 Apr
Home in Sarasota
4.79 out of 5 average rating, 34 reviewsSandy Feet Retreat- Cheerful 1BR, Steps from beach
2–9 Sept
Home in Sarasota
4.98 out of 5 average rating, 62 reviewsQuaint Cottage,150 steps away from Crescent Beach!
28 Apr – 5 May
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
24–31 Aug
Home in Siesta Key
4.8 out of 5 average rating, 85 reviewsNewly Reno Cozy 1BR w/ Pool - Walk to Gated Beach
14–21 Aug
Beach house rentals with a pool
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
7–14 Dec
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
1–8 Dec
Home in Siesta Key
5.0 out of 5 average rating, 4 reviewsStroll to the Sea! Steps to the Village!
20–27 Aug
Home in Sarasota
4.98 out of 5 average rating, 40 reviewsSun-filled cottage with pool, walk to beach
4–11 Oct
Home in Siesta Key
4.89 out of 5 average rating, 72 reviews4 min stroll to the sand. Beach Life Starfish 2/2
17–24 Aug
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
10–17 Dec
Home in Siesta Key
5.0 out of 5 average rating, 12 reviewsNew Villa on Siesta Key! Pool & Walkable to Beach
26 Oct – 2 Nov
Home in Siesta Key
4.92 out of 5 average rating, 25 reviewsStunning Siesta Home | 4 Bedroom | Walk to Village
30 Sept – 7 Oct
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 37 reviewsSunset retreat Indian Beach near downtown Sarasota
6–13 Aug
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
2–9 Dec
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
27 Sept – 4 Oct
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
23–30 Oct
Home in Siesta Key
4.98 out of 5 average rating, 61 reviewsSiesta Key Seaside Bungalow
25 May – 1 Jun
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
2–9 Dec
Home in Sarasota
4.95 out of 5 average rating, 22 reviewsBeachside Bliss: Family House-Siesta Key 3BR/2BA
7–14 Aug
Home in Siesta Key
4.94 out of 5 average rating, 69 reviewsLovely Siesta Key house near beach w/ heated pool!
2–9 Mar
Destinations to explore
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