Siesta Key vacation rentals
Semesterbostäder i Siesta Key av ägare — jämför hus, lägenheter och stugor, meddelande verifierade värdar och boka direkt utan serviceavgifter.
Siesta Key attracts sun-seekers to Crescent Beach, the snorkel-friendly waters of Point of Rocks, and Turtle Beach Park's quieter shores. Known for its uniquely powdery white sand, Siesta Key Beach draws visitors for swimming, sunbathing, and weekend drum circles. Houfy allows you to book Siesta Key properties directly from owners, maximizing your vacation budget. Explore options from beachfront condos to charming cottages near the Village's dining and nightlife. With its pleasant Gulf breezes, Siesta Key remains a popular retreat year-round, although summer offers notably lower accommodation rates.
Toppbetygda Semesterbostäder i Siesta Key
Bläddra bland de högst betygsatta semesterbostäderna i Siesta Key.
2 384,30 $ USD totalt för 7 nätter
24–31 okt. 2026
It was our first time at Siesta Key and Mark and Pam were wonderful with providing us with information about the area and were always quick to respond whenever I had any questions. The house is beautiful, cozy, and bright! It's close to many beaches and delicious restaurants. The house has anything and everything you could ever want in a rental - especially as guests who fly in and try to limit what we bring with us, they provided us with all the essentials and more- beach towels, beach chairs, umbrella, beach bags, shampoo/conditioner/body wash, indoor/outdoor games, and anything you'd ever need in a kitchen. The beds and furniture are all so comfortable as well. We loved having a washer and dryer while on vacation too. They literally have thought of EVERYTHING to make your stay cozy, comfortable, and enjoyable. I cannot wait to go back and explore the Siesta Key area again - everything was perfect!
We had a wonderful stay at Humaira’s home. The house was beautiful, clean, comfortable, and had everything we needed to enjoy our vacation. Humaira was a very kind, helpful, and responsive host, always making sure we were comfortable and had everything we needed. We truly enjoyed our stay and would definitely recommend her home to anyone looking for a relaxing and enjoyable place to stay. We would be happy to come back again in the future!
Hi Humaira. I'm so sorry I couldn’t leave a review of our stay at your place. I missed the airbnb dead line for leaving a review. We had a wonderful stay at your house. Everything was perfect. Your house is beautiful. I will recommend it to all my family and friends going to that area for sure.Thanks a million
What a beautiful home! Our two families came together for the trip and had an amazing stay. There was plenty of space for everyone to spread out and enjoy some privacy, and the kids had a blast with the pool, game room, and theater room. The kitchen was perfect, the beds were comfortable, and the entire house was exceptionally clean and well kept. We also really appreciated having a beach sand wagon- beach chairs, umbrellas, and sand toys available to borrow—it made our beach days so much easier. The outdoor shower was another great bonus! The driveway and surrounding property were spacious, and the nearby downtown areas were only a few minutes away by car. The host was extremely responsive and shared lots of helpful suggestions and advice throughout our stay. We would absolutely stay here again!
14 950,00 $ USD totalt för 28 nätter
15 apr.–13 maj 2027
I don’t feel like 5 stars is high enough. We had an AMAZING stay! The house was beautiful and loaded with anything and everything you can imagine. It was very clean and accommodating. Perfect location! Walking distance to the beach and Siesta Village with lots of shops and restaurants. The kids had a blast in the pool every day! The beach is fabulous of course but it’s a lot of work to load up all the beach stuff so when you are just wanting to cool off or play in the water, the pool is such a great feature. We enjoyed the spa every morning and evening as well. One of my favorite activities was kayaking all over the canal. So peaceful and fun and right out the back door. I also tried out the paddle board which was a tad more challenging but I’m happy to report I did not fall off! The guys had a great time fishing in the canal while the kids played in the pool. We brought poles but there are also some in the garage that were available to use. My son in law caught a catfish! The courtyard is spacious and beautiful, private and safe for little ones to run around while you relax, grill out and enjoy your favorite cocktails. The house itself was so comfortable. Plenty of seating, TVs in every room, and the kitchen is full of great cookware and utensils. Some I have never seen or even knew how to use 🤣. There is a lot of counter space as well. There is a beach cart, an umbrella and 8 chairs you may use at the beach so no need to buy and bring any. We are already looking at our schedules to see when we can come back. If you are going to siesta key, this is the place to stay! You won’t regret it. It was an expensive stay, but I feel like it was worth every cent with all the extras included. I could go on and on. We really loved it!
2 580,08 $ USD totalt för 7 nätter
23–30 sep. 2026
The Villa was everything as shown in the listing. While it didn't have a direct ocean view, it was only a couple minutes walk to be down on the surf. All the amenities of the grounds and the Villa itself provided for a great vacation experience. Everything is updated and has a comfortable feel. Plus the Villa is nicely insulated from outside noise if you want to sleep in!
Rekommenderade Bostäder i Siesta Key
Handplockade bostäder som vi tror att du kommer att älska i Siesta Key.
2 062,25 $ USD totalt för 7 nätter
26 sep.–3 okt. 2026
1 488,48 $ USD totalt för 5 nätter
7–12 okt. 2026
2 053,91 $ USD totalt för 14 nätter
21 okt.–4 nov. 2026
873,20 $ USD totalt för 3 nätter
23–26 sep. 2026
941,60 $ USD totalt för 3 nätter
23–26 sep. 2026
Varför besöka Siesta Key
Upptäck vad som gör Siesta Key till en perfekt destination för semesterboende.
World-Class Beaches
Home to Siesta Beach, ranked #1 in the U.S.
Siesta Beach's powdery quartz sand is a must-visit, located just 2 miles from the island's heart. Join the Sunday evening drum circle, a local tradition.
Water Sports Galore
Perfect for kayaking and paddleboarding.
Rent kayaks from Siesta Key Paddleboards, only 1.5 miles from Crescent Beach. Explore the mangrove tunnels and spot local wildlife.
Family-Friendly Fun
Enjoy activities for all ages.
Take the kids to Siesta Key Village for ice cream at Big Olaf Creamery, located just 3 miles from the south tip.
Vibrant Nightlife Scene
Bars and live music just steps away.
Visit Siesta Key Oyster Bar, 2.8 miles from City Center, for live music and fresh seafood daily.
Var att bo i Siesta Key
De bästa områdena och grannskapen för ditt semesterboende i Siesta Key.
Siesta Key Village
Central hub with shops, eateries, and nightlife. Walkable area with lots of beach access.
Crescent Beach
Known for its excellent snorkeling spots and quieter beaches. Perfect for families and sunbathers.
Turtle Beach
More secluded area with picnic grounds and boat launch. Great for camping and kayaking.
Sarasota Mainland
Just across the bridge, offering shopping malls and cultural attractions. Only 6 miles from Siesta Key.
Hitta Siesta Key semesterboenden som passar din stil
Condos, vacation homes, bungalows och mer — välj den typ av Siesta Key semesterboende du vill ha, och boka det direkt med värden.
Siesta Key semesterboenden med free WiFi, hot tub eller air conditioning
Free WiFi, hot tub, air conditioning och mer — varje Siesta Key semesterboende här är listat av en verifierad värd och kan bokas direkt, med det pris värden har satt.
Toppattraktioner i Siesta Key
Alla inom köravstånd från Siesta Key semesterboenden.
Siesta Beach
Famed for its sugar-white sand and clear waters. · 2 miles
Crescent Beach
Popular for snorkeling and dolphin watching. · 3 miles
Point of Rocks
Offers a unique geological spot for diving. · 3.5 miles
Siesta Key Farmers Market
Open Sundays for fresh produce and local crafts. · 0 miles
Siesta Key Village
Buzzing nightlife with bars and restaurants. · 0 miles
Big Sarasota Pass
Ideal location for fishing and boating. · 4 miles
Ta sig till och runt Siesta Key
Driving or biking are popular for getting around Siesta Key.
- SOUTHWEST FLORIDA INTERNATIONAL AIRPORT
- Located 75 miles away, with many domestic and international flights.
- SARASOTA-BRADENTON INTERNATIONAL AIRPORT
- Only 10 miles from Siesta Key, ideal for quick domestic flights.
- RENTAL CARS
- Available at nearby airports and throughout Sarasota.
- LOCAL TAXIS
- Taxis and rideshare services offer convenient island transport.
- BIKE RENTALS
- Available in Siesta Key Village for easy access to beaches.
Liknande semesterboenden nära Siesta Key
Hem inom 60 miles från Siesta Key, från verifierade värdar.
607,94 $ USD totalt för 3 nätter
26–29 sep. 2026
526,89 $ USD totalt för 3 nätter
27–30 sep. 2026
1 227,18 $ USD totalt för 3 nätter
29 sep.–2 okt. 2026
14 029,39 $ USD totalt för 28 nätter
23 sep.–21 okt. 2026
21 590,00 $ USD 18 426,50 $ USD totalt för 7 nätter
23–30 sep. 2026
861,06 $ USD totalt för 3 nätter
24–27 sep. 2026
538,86 $ USD totalt för 3 nätter
3–6 okt. 2026
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
2 520,39 $ USD totalt för 7 nätter
3–10 okt. 2026
5 989,00 $ USD 5 546,04 $ USD totalt för 3 nätter
23–26 sep. 2026
1 150,60 $ USD 1 104,12 $ USD totalt för 5 nätter
6–11 okt. 2026
Utforska nära Siesta Key
Städer och samhällen inom köravstånd från Siesta Key, varje bokningsbar direkt med värden.
Direkt med värden
Meddela värden innan du bokar. Ställ frågor, bekräfta detaljer och hantera med den som äger fastigheten.
Verifierade värdar
Varje värd genomgår identitetsverifiering innan en annons publiceras.
Specificerad prissättning
Varje avgift visas innan du betalar — inklusive API-anslutningsavgiften, där en sådan tillämpas.
Fler destinationer för semesterboende runt Siesta Key
Vanliga frågor
Snabba svar om bokning av semesterboenden i Siesta Key och vad direktbokning på Houfy faktiskt innebär.
Prices range from $150 to $400 per night, depending on location and season. Luxury beachfront homes may exceed $700 per night.
Yes, many rentals welcome pets. Check listings specifically for pet policies and extra fees.
Crescent Beach and Turtle Beach are family favorites, offering gentle waves and kid-friendly activities.
Visit between November and April for warm weather and less humidity. These months are also peak tourist season.
Options range from oceanfront condos to inland villas. Popular areas include Siesta Key Village for nightlife and Turtle Beach for tranquility.
Vacation rentals offer more space and kitchen facilities. Rentals in Siesta Key often provide a local experience, unlike typical hotels.
Its iconic quartz sand beaches and vibrant village atmosphere make it stand out. The local drum circles are also a unique cultural draw.
Houfy is a direct booking platform. Guests pay the listed price directly and communicate with property owners.
Yes, Houfy ensures secure transactions and hosts a wide range of verified properties in Siesta Key.





































































































































