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 Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
20–27 Nov
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
18–25 Oct
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
22–29 Mar
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
26 Jan – 2 Feb
Home in Siesta Key
4.8 out of 5 average rating, 85 reviewsNewly Reno Cozy 1BR w/ Pool - Walk to Gated Beach
9–16 Nov
Home in Sarasota
5.0 out of 5 average rating, 25 reviewsWelcome to your dream Oasis near Siesta Key!
24 Nov – 1 Dec
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
6–13 Nov
Home in Sarasota
4.82 out of 5 average rating, 33 reviewsSandy Feet Retreat- Cheerful 1BR, Steps from beach
1–8 Nov
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, 125 reviewsNew remodel- 150 Yds to Beach and Restaurants!
10–17 Oct
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
7–14 Jul
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
4.98 out of 5 average rating, 60 reviewsYour Tropical Paradise at a Siesta Key Beach House
20–27 Jul
Home in Sarasota
5.0 out of 5 average rating, 42 reviewsSea Esta | Heated Saltwater POOL + Putting Green!
15–22 Aug
Home in Sarasota
4.99 out of 5 average rating, 87 reviewsSIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
8–15 Sep
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
10–17 Dec
Private beach house rentals
Home in Sarasota
4.95 out of 5 average rating, 38 reviewsTropical Retreat w/ charming garden near downtown
10–17 Jul
Home in Siesta Key
4.92 out of 5 average rating, 24 reviewsStunning Siesta Home | 4 Bedroom | Walk to Village
9–16 Oct
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
10–17 Sep
Home in Siesta Key
4.9 out of 5 average rating, 21 reviews*Minutes from beach w/private access, heated pool
19–26 Sep
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
10–17 Dec
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
4–11 Apr
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 Siesta Key
4.98 out of 5 average rating, 61 reviewsSiesta Key Seaside Bungalow
25 May – 1 Jun
Destinations to explore
- Sarasota Holiday rentals
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