Siesta Key Village vacation rentals

We found 1,136 vacation rentals — enter your dates for availability

Nestled along Florida's Gulf Coast, Siesta Key enchants visitors with its stunning beaches, where powdery white sands meet crystal-clear waters, inviting sunbathing and swimming. The vibrant atmosphere of Siesta Key Village buzzes with lively shops, delightful restaurants, and family-friendly attractions, ensuring fun for all ages. With diverse accommodations ranging from luxurious villas to cozy condos, travelers can revel in the comfort and convenience of a vacation rental, creating a truly home-like experience for unforgettable group getaways.

Holiday rentals with weekly discounts - Siesta Key Village

Showing deals for:Dec 11 - Dec 18

Kitchen. All new appliances
Screened Lania
Large 8 person spa
Living area
Exceptional
(21 reviews)

7 minute walk to Siesta Key beach. Large heated pool/spa. Very private.1/2 acre

Siesta Key

9% off
$1,157
$8,099 for 7 nights
All fees included
7 minute walk to Siesta Key beach. Large heated pool/spa. Very private.1/2 acre
Exterior
Private kitchen
Room
Living area
Exceptional
(12 reviews)

Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!

Siesta Key

8% off
$1,057
$7,399 for 7 nights
All fees included
Siesta Vista, Spacious Waterfront Home. One Block to Beach & Village. Roof Deck!
75" TV perfect for movie nights.
Sophisticated and serene Mediterranean beach home.
Large dining room opens to living area, offering seamless entertaining space.
Private, heated pool and spa with canal views and your own private dock.
Exceptional
(14 reviews)

Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock

Siesta Key

7% off
$820
$5,738 for 7 nights
All fees included
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
Exterior
Dining
Interior
Private kitchen
Exceptional
(53 reviews)

400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.

Siesta Key

9% off
$699
$4,895 for 7 nights
All fees included
400 yards to Siesta Key Village, 800 yard To The public Beach Access 2 and 7.
Living room
Pool with sun shelf, bubbler, umbrella
Outdoor dining
Front of cottage
Exceptional
(31 reviews)

Siesta Key cottage in the village , 3 blocks to beach, Large private heated pool

Siesta Key

9% off
$417
$2,918 for 7 nights
All fees included
Siesta Key cottage in the village , 3 blocks to beach, Large private heated pool
Plenty of room to host an evening in
Siesta Key Beaches are ranked in the global top-10
Living room with connected enclosed patio
Fireplace, large ceiling fan, and HDTV
Exceptional
(14 reviews)

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Siesta Key

9% off
$492
$3,446 for 7 nights
All fees included
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Property grounds
Sunset Royale Condominiums
Interior
Interior
Exceptional
(53 reviews)

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Siesta Key

8% off
$245
$1,712 for 7 nights
All fees included
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Dresser
Dusk view of front of building
Living room with smart tv
Living room with pullout couch
Exceptional
(15 reviews)

Siesta Key Village • Pool • Walk to Beach • Pets

Siesta Key

8% off
$234
$1,635 for 7 nights
All fees included
Siesta Key Village • Pool • Walk to Beach • Pets
King bed
Beach
Arial view of the building - right on the beach!
Interior
Exceptional
(24 reviews)

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key

7% off
$334
$2,336 for 7 nights
All fees included
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
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Find out more about Siesta Key Village

Why visit Siesta Key Village

  • Stunning Beaches: Siesta Key Beach is renowned for its powdery white sand and crystal-clear waters, perfect for sunbathing and swimming.
  • Vibrant Village Atmosphere: Siesta Key Village offers lively shops, restaurants, and entertainment, creating a bustling community vibe.
  • Outdoor Adventures: Engage in activities like kayak tours and water sports, ideal for adventure seekers and nature lovers.
  • Family-Friendly Activities: With parks and various attractions, there's plenty to keep families entertained.
  • Diverse Accommodations: Choose from luxurious villas to budget-friendly condos, catering to every traveler's needs.

Popular types of accommodation around Siesta Key Village

Planning your getaway to Siesta Key Village? You're in for a treat. Explore a variety of popular accommodations, including houses, cozy condos, and stylish apartments. Whether you're seeking luxurious villa rentals or budget-friendly options, Siesta Key has something for everyone. From the best hotels in Siesta Key to charming vacation villas, you'll find the perfect spot to unwind and enjoy everything this beautiful destination has to offer.

  • Houses: These are the top choice for visitors, offering spacious and comfortable accommodations ideal for families and groups looking to enjoy a home-like atmosphere in Siesta Key Village.
  • Condos: A popular option for travelers, condos provide convenient amenities and often stunning views, perfect for couples or small families.
  • Apartments: Ideal for solo travelers or couples, apartments offer a cozy and affordable home base for exploring Siesta Key Village.
  • Cottages: Charming and quaint, cottages provide a unique and intimate stay, perfect for those seeking a cozy retreat.
  • Villas: Luxurious and spacious, villas are great for those wanting an upscale experience with added privacy and comfort.**

Top attractions near Siesta Key Village

Siesta Key Village offers a perfect blend of beach, family, and city-themed vacations. Explore the stunning Siesta Key Beach, enjoy the vibrant atmosphere of Siesta Village, or take part in kayak tours for an adventurous day. With attractions like urban parks and marinas, there’s something for everyone, making it an ideal destination for families and outdoor enthusiasts alike.

  • Siesta Key Beach: Renowned for its powdery white sands and crystal-clear waters, Siesta Key Beach offers a laid-back atmosphere perfect for sunbathing, swimming, and beach activities. Just 0.9 miles from Siesta Key Village, it’s a must-visit for beach lovers.
  • St. Armands Circle: Located 3 miles from Siesta Key Village, St. Armands Circle is a vibrant shopping and dining destination. Its charming streets are lined with boutiques, cafes, and galleries, making it an ideal spot for leisurely strolls.
  • Marina Jack: Situated 4 miles away, Marina Jack is a hub for outdoor adventures, offering boat rentals, dining, and stunning waterfront views. Experience the thrill of water sports or relax by the marina with beautiful sunsets.

Things to do recommended for couples

For a romantic getaway in Siesta Key Village, consider a visit to The Oaks Club, only 7 miles away, for luxury vibes. Alternatively, enjoy a day at Sarasota Polo or Sarasota Trap Skeet and Clays, both 12 miles away, offering exclusive experiences perfect for couples.

Things to do recommended for families

Families will have a blast at Siesta Key Village, where they can explore the beautiful beaches, visit the playful dolphins at the nearby marine center, and enjoy delicious ice cream shops. The vibrant atmosphere and local shops make for a perfect family day out.

Things to do recommended for groups

Groups visiting Siesta Key Village can enjoy a day at the pristine Siesta Beach, indulge in fresh seafood at local eateries, and explore the vibrant shops and art galleries. Don't miss a sunset boat tour for stunning views of the Gulf of Mexico.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Siesta Key Village

If you're traveling with a group, family, pets, or planning an extended stay, it's important to set the right priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Siesta Key Village with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Siesta Key Village with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siesta Key Village: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pet feel comfortable and at home.
  • Planning for a long term stay visiting Siesta Key Village: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Siesta Key Village

Siesta Key Village offers a vibrant atmosphere perfect for a dream beach getaway. This charming neighborhood is ideal for families and beach lovers alike, providing easy access to stunning shores and lively local shops and eateries. Explore the friendly community, soak up the tropical vibes, and enjoy a Florida beach vacation that feels like an island retreat. Experience the best of relaxation and adventure in this delightful village.

  • Siesta Key: Siesta Key is an idyllic island destination known for its stunning beaches and laid-back atmosphere. Siesta Key Village, the heart of this charming locale, offers a blend of shopping, dining, and entertainment just a stone's throw from the powdery white sands of Siesta Beach. The area is perfect for families looking to enjoy outdoor activities, from beach volleyball to paddleboarding. With its vibrant atmosphere, Siesta Key is a haven for those seeking relaxation and fun in the sun, making it an ideal starting point for your vacation.
  • Sarasota: Located a mere 5 miles from Siesta Key Village, Sarasota is a bustling city that boasts a rich cultural scene and beautiful beaches. Visitors flock to Sarasota for its family-friendly attractions and urban vibe. Stroll through the local shopping centers for unique finds or enjoy a meal at one of the many renowned restaurants. Highlights include the stunning beaches, like Lido Beach, and cultural landmarks such as the Ringling Museum of Art, providing a perfect mix of relaxation and exploration.
  • Lido Key: Just 3 miles away from Siesta Key Village, Lido Key is another beautiful island that offers a charming mix of beach and city experiences. Known for its family-friendly atmosphere, this destination features lovely beaches, urban parks, and a variety of shopping options. Lido Key is perfect for those who enjoy a more tranquil beach setting, while still being close to the vibrant Sarasota area. With its scenic views and recreational areas, Lido Key is a must-visit for those looking to unwind and explore.

Best time to go to Siesta Key Village

If you're planning a trip to Siesta Key Village, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyModerately HighSlightly Low
February65.1°F (18.4°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.0°F (20.0°C)No Rain (Dry)SunnyModerately HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyAverageSlightly High
August83.3°F (28.5°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnyModerately LowSlightly Low
November70.7°F (21.5°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December66.6°F (19.2°C)No Rain (Dry)Mostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or manage and organize your travel itinerary. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Siesta Key Village?
Apartments are the most popular style of vacation rental in Siesta Key Village, according to our data. Even if you have something a little different in mind, Vrbo has vacation homes in all sizes and shapes. Browse our options to find your perfect fit.
How much does it cost to rent a vacation rental in Siesta Key Village?
Property type, season and length of stay are some things that can influence the price of a vacation home. Simply enter your dates of travel to find your dream escape. From cozy chalets to expansive luxury villas, all Vrbo vacation rentals offer amazing value.
How much does it cost to rent a beach house in Siesta Key Village?
The average price for a vacation home near the beach in Siesta Key Village will depend on when you're going and the type and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering the dates you'll be traveling. Then use the filter tool to pick the number of bedrooms and amenities that you need, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Siesta Key Village?
Yes. You can choose from 413 vacation rentals that allow pets in Siesta Key Village. Several of our pet-friendly vacation rentals even come with a garden for your furry pal to run around in, complimentary treats, doggie beds and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Siesta Key Village?
Tick the "pool" box in our handy filter tool and select from 269 houses with private pools in Siesta Key Village on Vrbo. Ball games, gentle soak or noodle joust? Downtime is up to you when your Vrbo vacation home boasts its own swimming pool.
What are popular rental amenities in Siesta Key Village?
When it comes to rental amenities that guests are on the lookout for in Siesta Key Village, a garden, a nearby waterfront and a barbecue grill are the most popular. With Vrbo vacation homes, you'll enjoy choices to match your taste and style, whether you're traveling with family members, friends or even pets.
Are there large group vacation rentals in Siesta Key Village?
Siesta Key Village has 106 vacation homes that can cater to 10 or more people. These properties come with the space you need to share good times with your nearest and dearest.
Are there vacation rentals in Siesta Key Village that welcome kids?
Siesta Key Village has 410 family-friendly vacation homes to pick from. And booking a stay that welcomes little ones is a cinch with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll have access to perks and amenities such as dining rooms, private pools and yards.
Are there one-bedroom vacation rentals in Siesta Key Village?
Yes, Siesta Key Village has 66 one-bedroom rentals on offer. Often located in well-regarded areas due to their compact size, a one-bedroom vacation property is perfect if you're getting away with a friend or your partner. And with home comforts like full kitchens and more privacy than a standard hotel, you'll be able to kick back and relax while enjoying this exciting destination.
Can I find two-bedroom vacation rentals in Siesta Key Village?
You can pick from 140 two-bedroom rentals in Siesta Key Village. Give your little ones the second room or fill it with a couple of your best friends. There's ample space for whoever's fortunate enough to be joining in on the fun.
Are there vacation rentals with WiFi in Siesta Key Village?
Siesta Key Village has 180 vacation rentals with WiFi, so you'll be able to stay connected while you're traveling. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to sending emails, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Siesta Key Village?
Siesta Key Village has 409 vacation rentals where you can kick back in air-conditioned comfort. To locate a stay on Vrbo featuring this perk, enter your desired travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Siesta Key Village?
The minimum age allowed can differ across properties on Vrbo, so check the rules of the vacation home in Siesta Key Village you want. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Siesta Key Village for?
It's down to the Siesta Key Village property. To look over a list of options offering extended stays, simply type your dates and number of guests into Vrbo. Enjoy having the entire place to yourself, along with home comforts such as a fully-equipped kitchen and a backyard where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Siesta Key Village?
On Vrbo, we've got some incredible discounts and bargains for Siesta Key Village. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a short getaway or an extended stay, Vrbo has a variety of options for all styles and budgets.

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