Beach Rentals in Siesta Key

Beach Rentals in Siesta Key

270 properties for Beach Rentals. Compare and book at the best price!

Popular Beach Rentals in Siesta Key

Siesta Key Beach, Siesta Key

10.0

Vacation house for 5 people, with yard and terrace, with pets

Free cancellation

from $313 per night

Sarasota Beach, Siesta Key

Vacation house for 8 people, with yard and balcony, kid friendly

Free cancellation

from $307 per night

Sarasota Beach, Siesta Key

Vacation house for 8 people, with yard and terrace, with pets

Free cancellation

from $704 per night

Siesta Key Beach, Siesta Key

Vacation house for 8 people, with balcony and yard, kid friendly

Free cancellation

from $521 per night

Sarasota Beach, Siesta Key

Vacation house for 8 people, with pets

Free cancellation

from $378 per night

Sarasota Beach, Siesta Key

Vacation house for 8 people

Free cancellation

from $325 per night

Sarasota Beach, Siesta Key

9.7

Vacation house for 10 people, with terrace

from $1,292 per night

Sarasota Beach, Siesta Key

9.5

Vacation house for 7 people, with terrace and yard

Free cancellation

from $1,681 per night

Sarasota Beach, Siesta Key

9.5

Vacation house for 12 people, with balcony

from $1,077 per night

Sarasota Beach, Siesta Key

9.4

Vacation house for 18 people, with hot tub and balcony

Free cancellation

from $2,679 per night

Sarasota Beach, Siesta Key

9.5

Vacation house for 12 people

Free cancellation

from $1,040 per night

Sarasota Beach, Siesta Key

10.0

Vacation house for 4 people, with yard and terrace, with pets

Free cancellation

from $292 per night

Sarasota Beach, Siesta Key

10.0

Vacation house for 14 people, with yard and pool, with pets

Free cancellation

from $2,454 per night

Sarasota Beach, Siesta Key

9.5

Vacation house for 4 people, with balcony

Free cancellation

from $326 per night

Siesta Key Beach, Siesta Key

9.6

Vacation house for 8 people, with balcony

Free cancellation

from $1,348 per night

Sarasota Beach, Siesta Key

10.0

Vacation house for 10 people, with yard

Free cancellation

from $1,446 per night

Sarasota Beach, Siesta Key

9.4

Vacation house for 6 people, with yard and pool

Free cancellation

from $626 per night

Sarasota Beach, Siesta Key

9.9

Vacation house for 6 people, with terrace

Free cancellation

from $2,082 per night

Sarasota Beach, Siesta Key

9.6

Vacation house for 8 people, with yard and pool

Free cancellation

from $548 per night

Siesta Key Beach, Siesta Key

9.6

Vacation house for 10 people, with terrace

Free cancellation

from $1,717 per night

Sarasota Beach, Siesta Key

9.9

Vacation house for 6 people, with yard, with pets

Free cancellation

from $318 per night

Sarasota Beach, Siesta Key

9.5

Vacation house for 22 people, with hot tub and balcony

Free cancellation

from $2,038 per night

Sarasota Beach, Siesta Key

10.0

Vacation house for 7 people, with yard and hot tub

Free cancellation

from $1,395 per night

Sarasota Beach, Siesta Key

9.8

Vacation house for 8 people, with balcony

Free cancellation

from $1,188 per night

Find Beach Rentals in Siesta Key

Highlights in Siesta Key

  • Outdoor adventure
  • Beach houses in Florida
  • Family getaway
  • Best rental locations
  • Natural landmarks

Best Beach Rentals in Siesta Key

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation House for 6 Guests in Sarasota Beach, Siesta Key
Vacation House for 6 Guests in Sarasota Beach, Siesta Key, Picture 1
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Sarasota Beach, Siesta Key
Vacation House • 1518 ft² • 2 Bedrooms
9.9
(36 reviews)
Just steps from Siesta Key Village and a short walk to the world-famous Siesta Beach, this private canal-front home offers the perfect blend of island convenience and coastal tranquility. Tucked on a quiet street with no neighbors across the canal, the property feels secluded yet is only minutes from lively restaurants, beach bars, and boutique shops. With a heated pool, spa, boat dock, Tesla Level 2 EV charger and thoughtful amenities throughout, it’s designed to make every day of your stay effortless.Spend your mornings sipping coffee by the canal as the sun rises, then roll your beach ca...
from $499 / night
Vacation House for 17 Guests in Sarasota Beach, Siesta Key
Vacation House for 17 Guests in Sarasota Beach, Siesta Key, Picture 1
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Vacation House for 17 Guests in Sarasota Beach, Siesta Key, Picture 4
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Sarasota Beach, Siesta Key
Vacation House • 3552 ft² • 6 Bedrooms
9.3
(35 reviews)
Salty Dog by Siesta Key Luxury Rental Properties 123 Canal Rd, Siesta Key, Florida Welcome to Salty Dog, a stunning six-bedroom, four-bathroom canal-front home just a two-minute stroll from the renowned Siesta Key Beach and a short walk or bike ride to vibrant Siesta Key Village. This luxurious retreat perfectly blends adventure, relaxation, and family fun. Highlights • Canal Front Home • Shared Dock • Rooftop Deck with Beach Views • 2-minute walk from the beach • Private Heated Pool with In-Ground Spa • Dog Friendly with approval and additional fee • Ping Pong Table • Kayak and Paddleboard...
from $1,440 / night
Vacation House for 18 Guests in Sarasota Beach, Siesta Key
Vacation House for 18 Guests in Sarasota Beach, Siesta Key, Picture 1
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Vacation House for 18 Guests in Sarasota Beach, Siesta Key, Picture 3
Vacation House for 18 Guests in Sarasota Beach, Siesta Key, Picture 4
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Sarasota Beach, Siesta Key
Vacation House • 4090 ft² • 6 Bedrooms
9.6
(46 reviews)
Blue Paradise by Siesta Key Luxury Rental PropertiesSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Welcome to Blue Paradise - a perfect vacation home with six-bedrooms and six-and-a-half bathrooms located just half a block away from the stunning Siesta Key Beach and right across the street from Siesta Key Village. Guests can explore charming shops and indulge in delicious dining experiences. The resort-style backyard is complete with a private pool, a covered patio for creating unforgettable memories, a sun shelf, and a putting green to...
from $2,368 / night

Other holiday ideas and property types in Siesta Key that might be interesting

Beach houses in Siesta Key

The best rental locations in Siesta Key

Organize your next vacation to the stunning area of the Siesta Key. You will be able to find this destination located in the southwest coast of the state of Florida, United States of America. The barrier island is located right between Roberts Bay and the Gulf of Mexico, with part of it on the boundary with the city of Sarasota. This destination is ideal for you if you wish to be in a tropical beach while visiting Florida. Here you will be able to enjoy a vast natural landscape, partake in numerous recreational activities, as well as learn about historical landmarks.

Rental properties in Siesta Key

There are plenty of magnificent rental properties you can choose from while visiting Siesta Key. You can find accommodations located right on the beach, nestled in the middle of nature, as well as close to the main attractions of the island. Imagine waking up in the morning to the sound of the waves crashing against the shores right outside of your bedroom window. Invite your friends over to go swimming in your private pool or for a delicious barbecue in your backyard. Spend the afternoon going for a run in the nature trails that surround your accommodation. Cook your dinner in the fully equipped kitchen and enjoy it in the dining room with your whole family. These are some of the memories you could be making with a rental property in Siesta Key.

Travelers and activities

Outdoor activities in Siesta Key

You will be able to find plenty of ways to enjoy the stunning natural landscape of Siesta Key. Your first stop should be at the Siesta Key Beach. Known to be one of the best beaches in the country, here you will be able to find a long strand of soft sand in front of crystal-clear waters. You will be able to build sandcastles, go for a swim, as well as sunbathe on the beach. On the other hand, if you are looking for a more relaxing beach with less people, head to the Crescent Beach. As most main attractions can be found by the Siesta Key Beach, here you will be able to have a more relaxing afternoon out under the sun.

Siesta Key for families

If you decide to invite your family to come with you on your vacation to Siesta Key, try out these activities for a delightful time together. Tour around the city on the Siesta Key Breeze Trolley. This free tour will take you aboard of an old fashion trolley and guide you around the city while you learn about its history and fun facts. On the other hand, you can stop by the Siesta Key Village for a day out shopping. Here you will be able to find plenty of unique boutiques, restaurants, and entertainment venues in a quaint town square.

Did you know that you can find many shipwrecks in Siesta Key?

Top 7 travel tips in Siesta Key

1. Daiquiri Deck

Have a refreshing beverage on a hot summer day. This spot will offer you a mix of alcoholic and non-alcoholic slushies. Try out the Banana in the Bush, Monkey Berry, or the Voodoo Love Shake.

2. Mangrove Kayaking

Go on a kayaking tour. This tour will take you around the mangrove tree tunnels found in the Ted Sperling Park. This nature preserve is located in the Lido Key and it is filled with wildlife for you to spot.

3. The Hub

Enjoy an afternoon of live music. This venue hosts some of the best local and national musicians. Here you will be able to enjoy some spectacular food, a drink, and great music.

4. Meaney’s Mini Donuts and Coffee

Have a delicious breakfast. This local favorite’s diner is a must-visit during your time in Siesta Key. You will be able to find various flavors such as the strawberry cheesecake, the apple pie, and the chocolate delight.

5. Dolphin Tour Siesta Key

Take a tour of the waterways. In Siesta Key you will be able to find plenty of different boat tours which will allow you to explore the coastline. The Dolphin Tour is one of the most famous and it usually ends with a sunset viewing from the boat.

6. Turtle Beach

Spend the day at the beach. This hidden gem of the Siesta Key is the perfect place to spend a full afternoon out in the sun. Here you will be able to enjoy a lovely beach, as well as an outdoor pavilion with plenty of picnic tables.

7. Sarasota Sightseeing Tour

Take a guided tour of a nearby city. Being located right by Sarasota, you will also get the chance to go visit its main attractions and historical landmarks.

FAQs: Beach Rentals in Siesta Key

Which types of amenities are available at the beach houses in Siesta Key?

Among the amenities available on Holidu, it seems that the beach houses in Siesta Key have everything that vacationers desire! Here, the beach houses generally have a variety of facilities, the most popular being: air-conditioning (99%), internet (84%), and barbecue (76%)...Sounds tempting?

How do travelers usually rate beach houses in Siesta Key?

According to Holidu, only 19% of the beach houses in Siesta Key scored a rating of 4.5 stars. It can therefore be assumed that it is not the best destination for the highest-rated beach houses in the USA.

Are the beach houses in Siesta Key suitable for family vacations?

According to the Holidu database, 41% of beach houses in Siesta Key are child-friendly, so you won't have a problem finding the perfect beach house for you and your family.

Are the beach houses in Siesta Key pet-friendly?

Definitely! In Siesta Key, 50% of the beach houses are pet-friendly, 15% also have a garden!

Do the beach houses in Siesta Key generally have Wi-Fi?

Certainly! Based on the last year, 84% of beach houses in Siesta Key include Wi-Fi. It is therefore no problem, you will be able to access your emails and favorite social media sites at any time!

How much does it usually cost for beach houses in Siesta Key?

Many beach houses in Siesta Key are, in general, quite expensive. Based off last year, 26% are at more than $500 a night.

Do the beach houses in Siesta Key often come equipped with a fireplace or a pool?

Yes! According to Holidu, 75% of beach houses in Siesta Key are equipped with a pool. It is the perfect destination for spending hot summer days by the pool! 76% even have a barbecue!

Are the beach houses in Siesta Key suitable for vacations with friends or rather for a weekend break as a small group?

Here, based on last year, 50% of beach houses accept up to eight people, 27% of these beach houses have at least four bedrooms. But 100% of beach houses also welcome small groups of up to four people, and 79% of the beach houses are made up of at least two separate bedrooms. Siesta Key is therefore the perfect destination for groups of friends of all sizes!

Are Beach houses in Siesta Key the best option for a luxurious stay?

Some beach houses are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 75% have a pool, while 99% have air conditioning only 1% have a sauna.

Do the beach houses in Siesta Key have a beautiful view?

54% of beach houses have a balcony or terrace, and 37% have a view, but since this does not represent the majority so availability can be limited. If this is important to you, you should anticipate a bit more time for research, and use the filters to be sure to find what you are looking for. However, if you like to have lunch or dinner outside, and especially if you like barbecues,76% of the beach houses are equipped with them.