Apartment holiday rentals in Siesta Key
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Top-rated apartment rentals in Siesta Key
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals
Apartment in Siesta Key
4.96 out of 5 average rating, 103 reviews2 Bed/2 Bath Condo Resort View on Siesta Key Beach
30 Sep – 7 Oct
Apartment in Siesta Key
4.88 out of 5 average rating, 122 reviewsPrivate Beach Siesta Key Resort Jamaica Royale
6–13 Oct
Apartment in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
10–17 Oct
Apartment in Siesta Key
4.83 out of 5 average rating, 122 reviewsSarasota Surf & Racquet Club Siesta Key Condo
7–14 Apr
Apartment in Siesta Key
4.81 out of 5 average rating, 285 reviews[Beach Elements] pool view + private beach & bikes
2–9 Aug
Apartment in Longboat Key
4.93 out of 5 average rating, 144 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
16–23 Oct
Apartment in Siesta Key
4.93 out of 5 average rating, 215 reviewsPrivate Siesta Key Escape
18–25 Sep
Apartment in Siesta Key
4.82 out of 5 average rating, 131 reviewsThe Key to a Great Vacation!
14–21 Nov
Pet-friendly apartment rentals
Apartment in Holmes Beach
4.99 out of 5 average rating, 125 reviewsBeach Escape - Make Memories on Anna Maria Island!
4–11 Sep
Apartment in Bradenton
4.98 out of 5 average rating, 144 reviewsLuxury 3/3 Margaritaville Resort
19–26 Aug
Apartment in Holmes Beach
4.93 out of 5 average rating, 140 reviewsBlanco at Sunset Villas on Anna Maria Island
17–24 Sep
Apartment in Nokomis
4.83 out of 5 average rating, 142 reviewsPrivate Beachside Kitchenette
14–21 Sep
Apartment in Siesta Key
4.89 out of 5 average rating, 89 reviewsSiesta Village Short Walk to Beach w heated Pool
10–17 Sep
Apartment in Siesta Key
4.92 out of 5 average rating, 88 reviewsNO Stairs, beachfront & short walk to the village!
1–8 Dec
Apartment in Sarasota
5.0 out of 5 average rating, 9 reviews#1 Beach Siesta Key Village w heated pool & arcade
14–21 Aug
Apartment in Sarasota
4.84 out of 5 average rating, 73 reviews5213B Calle Menorca - Siesta Key Village Condo
2–9 Oct
Apartment rentals with a pool
Apartment in Siesta Key
4.93 out of 5 average rating, 182 reviewsSteps away from beach and village! #1 in Siesta!
20–27 Sep
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
2–9 Apr
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
30 Sep – 7 Oct
Apartment in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
14–21 Sep
Apartment in Siesta Key
4.95 out of 5 average rating, 65 reviewsThe Honeymoon Suite on Siesta Key Beach
28 Aug – 4 Sep
Apartment in Siesta Key
5.0 out of 5 average rating, 18 reviewsAmazing beach view! Entire unit renovated!
16–23 Sep
Apartment in Siesta Key
4.97 out of 5 average rating, 37 reviews2 BR condo in Siesta Key w/ Private beach access
18–25 Jul
Apartment in Sarasota
4.97 out of 5 average rating, 34 reviewsOceans2
14–21 Sep
Quick stats about apartment rentals in Siesta Key
Total rentals
820 properties
Rentals with a pool
640 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
670 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
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