Siesta Key vacation rentals | Houfy — Book Direct

Siesta Key vacation rentals

Vacation rentals in Siesta Key — enter your dates to book direct

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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.

Am besten bewertete Ferienhäuser in Siesta Key

Durchstöbern Sie die am höchsten bewerteten Ferienimmobilien in Siesta Key.

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Gulf

2 bd·1 ba
5· 2
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 · Aufenthalt Juni 2026

Blanca Cottage| Private 2BR Pool Home Near Siesta

2 bd·2 ba
5· 2
A Beautiful, Comfortable Stay with a Wonderful Host
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!
Lisandra Dominguez · Aufenthalt August 2026

Villa Blanca | Luxury 5BR Pool Home on Siesta Key

5 bd·4 ba
5· 2
Everything Was Perfect!
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
Radouan R · Aufenthalt Juli 2026

Village Canal home short walk to Beach with pool

3 bd·2 ba
5· 26
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. · Aufenthalt Juni 2021

Palm View at Siesta Dunes

2 bd·2 ba
5· 15
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. · Aufenthalt Mai 2026

Empfohlene Häuser in Siesta Key

Handverlesene Immobilien, die Ihnen in Siesta Key gefallen werden.

#1 Siesta Key Beach Glass House w/supplies

2 bd·2 ba
4.64· 58

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

2 bd·2 ba
4.67· 9

The Sapphire Escape

1 bd·1 ba

The Indigo Escape

2 bd·2 ba

Sandy's Siesta Key Condo

2 bd· ba

2 Bedroom/2 Bath, One Floor condominium

2 bd·2 ba

Casa mar - Unit 74

1 bd·1 ba

Warum Siesta Key besuchen

Entdecken Sie, was Siesta Key zu einem perfekten Ziel für Ferienunterkünfte macht.

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.

Wo man in Siesta Key übernachten kann

Die besten Gegenden und Stadtteile für Ihre Ferienunterkunft in Siesta Key.

Siesta Key Village

Central hub with shops, eateries, and nightlife. Walkable area with lots of beach access.

Am besten für: nightlife lovers,families,foodies

Crescent Beach

Known for its excellent snorkeling spots and quieter beaches. Perfect for families and sunbathers.

Am besten für: families,beachgoers,nature lovers

Turtle Beach

More secluded area with picnic grounds and boat launch. Great for camping and kayaking.

Am besten für: adventurers,nature enthusiasts

Sarasota Mainland

Just across the bridge, offering shopping malls and cultural attractions. Only 6 miles from Siesta Key.

Am besten für: shoppers,culture seekers

Durchsuchen Sie Siesta Key Ferienunterkünfte nach Unterkunftstyp

Filtern Sie den Katalog von Siesta Key nach der Art von Unterkunft, in der Sie übernachten möchten.

Durchsuchen Sie Siesta Key Ferienunterkünfte nach Annehmlichkeiten

Filtern Sie die Ferienunterkünfte in Siesta Key nach den Annehmlichkeiten, die Ihnen am wichtigsten sind.

Top-Attraktionen in Siesta Key

Alle in Fahrdistanz zu den Ferienunterkünften in Siesta Key.

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

So kommen Sie nach Siesta Key und bewegen sich dort

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.

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