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Siesta Key vacation rentals

Semesterbostäder i Siesta Key av ägare — jämför hus, lägenheter och stugor, meddelande verifierade värdar och boka direkt. Se alla avgifter innan du betalar.

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.

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bd·1 ba
5· 2

2 178,64 $ USD totalt för 7 nätter

28 nov.–5 dec. 2026

Beautiful Home & Hospitality
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!
Kalee · Bodde juni 2026

Sun & Sand ~ “Happy Place Villa” Steps to Beach

2 bd·1 ba
5· 13

1 525,50 $ USD totalt för 5 nätter

12–17 nov. 2026

Fabulous place every time!
Crescent Beach is the most perfect place to vacation, but, the villa, C16 is even more perfect. I have been staying in it for about 6 years, sometimes 2x a year and could not be happier. It is newly remodeled with the most beautiful décor, there is nothing forgotten in the kitchen for anything you need. It is comfortable, down to the beds, furniture, safety and I don't think there is anything NOT the way I would like a place to stay in. The owners are very caring about their guests, the management is new and could not give more attention to whoever stays at Casa Blanca. I absolutely love this villa and have gone on many vacations thru the years and have never been happier. I can guarantee that anyone that would stay in C16 would be glad they did for their entire time. Every room is redecorated to the max to make your stay just perfect!!!!! Clean, clean, clean! Any questions have been promptly answered by the owners, staff this time is remarkable. I can't wait to come back in the fall for a piece of the perfect world!
J. D. · Bodde april 2016

Crescent Siesta Key Unit 406.

2 bd·2 ba
5· 76

4 639,75 $ USD 4 442,00 $ USD totalt för 7 nätter

8–15 nov. 2026

Do We Have to Leave?
We had an amazing stay at this beautiful condo on Siesta Key Beach! The unit itself was spotless, well-decorated, and had everything we needed to feel right at home. From the fully stocked kitchen to the cozy living space, everything was thoughtfully arranged for comfort and convenience.The location was absolutely perfect—just steps away from the beach. And what a beach it was! Powdery white sand, warm turquoise blue water, and stunning sunsets made every day feel like paradise. We loved how friendly and relaxed everyone was, from locals to other visitors.Another major plus was being able to walk across the street for food, drinks, and entertainment. Whether we wanted a casual bite or a fun evening out, everything was close and accessible.Highly recommend this place to anyone looking for a relaxing, beachside getaway. We can’t wait to come back!
C. F. · Bodde maj 2025

Blanca Cottage| Private 2BR Pool Home Near Siesta

2 bd·2 ba
5· 4

5 391,20 $ USD totalt för 7 nätter

7–14 dec. 2026

Perfect Home with Family
We absolutely loved our stay at Humaira’s place! The location was perfect for us, so close to the beach and Siesta Key Village, but also just a few minutes from Publix and anywhere we needed to grab groceries or supplies. The house was super clean, spacious, beautifully decorated, and honestly had everything we needed and more. It was so well stocked, which made our stay feel really easy and comfortable. Humaira was also such a great host. She responded so quickly whenever we had a question and was incredibly accommodating throughout our stay. We really appreciated how much she made sure we were comfortable and had everything we needed. We had such a wonderful time and made great memories here. We would absolutely stay again and would recommend Humaira’s place to anyone visiting Siesta Key!
Horacio Cedeño · Bodde september 2026

Villa Blanca | Luxury 5BR Pool Home on Siesta Key

5 bd·4 ba
5· 4

10 594,58 $ USD 10 100,49 $ USD totalt för 7 nätter

19–26 dec. 2026

Perfect Home with Family
We absolutely loved our stay at Humaira’s place! The location was perfect for us, so close to the beach and Siesta Key Village, but also just a few minutes from Publix and anywhere we needed to grab groceries or supplies. The house was super clean, spacious, beautifully decorated, and honestly had everything we needed and more. It was so well stocked, which made our stay feel really easy and comfortable. Humaira was also such a great host. She responded so quickly whenever we had a question and was incredibly accommodating throughout our stay. We really appreciated how much she made sure we were comfortable and had everything we needed. We had such a wonderful time and made great memories here. We would absolutely stay again and would recommend Humaira’s place to anyone visiting Siesta Key!
Horacio Cedeño · Bodde september 2026

Siesta Key Home | Heated Pool, Theater & Arcade

4 bd·3 ba
5· 36

3 747,39 $ USD totalt för 3 nätter

8–11 nov. 2026

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!
A. F. · Bodde juli 2026

Village Canal home short walk to Beach with pool

3 bd·2 ba
5· 26

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!
K. · Bodde juni 2021

Palm View at Siesta Dunes

2 bd·2 ba
5· 15

2 580,08 $ USD totalt för 7 nätter

28 nov.–5 dec. 2026

Our stay at the Villa at Siesta Dunes exceeded our expectations.
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!
J. · Bodde maj 2026

Rekommenderade Bostäder i Siesta Key

Handplockade bostäder som vi tror att du kommer att älska i Siesta Key.

#1 Siesta Key Beach Glass House w/supplies

2 bd·2 ba
4.64· 58

2 141,35 $ USD totalt för 7 nätter

14–21 nov. 2026

Beach, Bay, Food, Fun - 2BD/2BA

2 bd·2 ba
4.67· 9

1 488,48 $ USD totalt för 5 nätter

27 nov.–2 dec. 2026

Best Deals on Siesta Key

1 bd·1 ba
4.72· 155

532,00 $ USD totalt för 3 nätter

8–11 nov. 2026

The Sapphire Escape

1 bd·1 ba

2 293,87 $ USD totalt för 14 nätter

4–18 dec. 2026

The Indigo Escape

2 bd·2 ba

3 329,77 $ USD totalt för 14 nätter

8–22 nov. 2026

745,76 $ USD totalt för 3 nätter

8–11 nov. 2026

Sandy's Siesta Key Condo

2 bd·1½ ba

1 200,01 $ USD totalt för 7 nätter

8–15 nov. 2026

Varför besöka Siesta Key

Upptäck vad som gör Siesta Key till en perfekt destination för semesterboende.

Världsklassstränder

Hem till Siesta Beach, rankad #1 i USA.

Siesta Beach's puderiga kvartsand är ett måste, beläget bara 2 miles från öns hjärta. Delta i söndagskvällens trumcirkel, en lokal tradition.

Vattensporter i överflöd

Perfekt för kajakpaddling och paddleboarding.

Hyra kajaker från Siesta Key Paddleboards, bara 1.5 miles från Crescent Beach. Utforska mangrovetunnlarna och se lokal vilda djur.

Familjevänlig rolig

Njut av aktiviteter för alla åldrar.

Ta med barnen till Siesta Key Village för glass på Big Olaf Creamery, som ligger bara 3 miles från den södra spetsen.

Livlig nattlivsscen

Barer och livemusik bara några steg bort.

Besök Siesta Key Oyster Bar, 2.8 miles från City Center, för livemusik och färsk skaldjur dagligen.

Var att bo i Siesta Key

De bästa områdena och grannskapen för ditt semesterboende i Siesta Key.

Siesta Key Village

Centralt nav med butiker, restauranger och nattliv. Gångavstånd till många stränder.

Bäst för: nattlivsentusiaster,familjer,matupplevare

Crescent Beach

Känt för sina utmärkta snorklingsplatser och lugnare stränder. Perfekt för familjer och solbadare.

Bäst för: familjer,strandsökare,naturälskare

Turtle Beach

Mer avskilt område med picknickområden och båtlansering. Utmärkt för camping och kajakpaddling.

Bäst för: äventyrare,naturentusiaster

Sarasota Mainland

Precis över bron, med köpcentrum och kulturella attraktioner. Endast 6 miles från Siesta Key.

Bäst för: shoppare,kulturintresserade

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.

Airports
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.
Driving
RENTAL CARS
Available at nearby airports and throughout Sarasota.
LOCAL TAXIS
Taxis and rideshare services offer convenient island transport.
Biking
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.

Condo in Beachfront Resort with Heated Pool

1 bd·1 ba
5· 29

570,65 $ USD totalt för 3 nätter

18–21 nov. 2026

Hart's Paradise @ Barefoot Beach

1 bd·1 ba
4.77· 82

608,00 $ USD totalt för 3 nätter

21–24 nov. 2026

Panoramic Gulf View with Amazing Sunset.

1 bd·1 ba
4.87· 223

1 227,18 $ USD totalt för 3 nätter

29 nov.–2 dec. 2026

Gorgeous Beach Home with heated pool

3 bd·3 ba
5· 9

15 424,71 $ USD totalt för 28 nätter

8 nov.–6 dec. 2026

Tampa Event Compound, Hot Tub Bar

10 bd·10 ba
5· 48

21 590,00 $ USD 18 426,50 $ USD totalt för 7 nätter

8–15 nov. 2026

Turtle Crawl Inn 64

1 bd·1 ba
4.88· 73

932,25 $ USD totalt för 3 nätter

8–11 nov. 2026

Turtle Crawl Inn 63

0 bd·1 ba
4.74· 88

815,86 $ USD totalt för 3 nätter

8–11 nov. 2026

Funshine Sunset Beach - Steps from the beach!!

1 bd·1 ba
5· 142

501,42 $ USD totalt för 3 nätter

8–11 nov. 2026

443,13 $ USD totalt för 3 nätter

10–13 nov. 2026

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

6 bd·3½ ba
5· 55

4 689,50 $ USD 4 350,50 $ USD totalt för 3 nätter

8–11 nov. 2026

Southern Exposure, Gulf Access, Heated Pool/Spa

4 bd·2 ba
5· 73

Craig House with Heated Pool

3 bd·2 ba
4.8· 107

1 150,60 $ USD 1 104,12 $ USD totalt för 5 nätter

9–14 nov. 2026

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