Siesta Key

Boutique Vacation Homes with the Best Beach in America

Siesta Key Vacation Rentals

Find yourself in a Siesta beach house, in one of our boutique Siesta Key vacation rentals.  One sunset walk on the beach with the sugary sand passing through your toes and the sound of steel drums playing off in the distance, and you will realize why thousands call Siesta Key home. The water is warm, the sand is soft, and a cocktail isn’t too far away. Come swim with the dolphins, sail a boat into the open sea, ride a bike along the water, or enjoy a night out in the Siesta Village. Find paradise on Siesta Key.

Siesta Key is an exceptional destination and that’s why your experience here should be unparalleled. Stay in a Siesta Key vacation rental that reflects your refined tastes and discerning eye. From beachfront condo rentals to private vacation home retreats, we have exactly what you’re looking for.

Featured Properties
  • Jamaica Royale Penthouse

    City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 5
    The stunning vistas of The Jamaica Royale Penthouse welcome you to your dream condo located on the 8th floor, overlooking the magnificent Siesta Key Beach.
    $566.77
  • La Isla Bonita

    City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 4
    Escape to your very own tropical oasis in this charming single-family stand-alone villa. With 2 bedrooms thoughtfully designed for ultimate comfort, "La Isla Bonita" is your ticket to a vacation filled with sunshine, relaxation, and pure Siesta Key magic.
    $182.14
  • Sandy Toes Condo

    City: Sarasota | Beds: 2 | Baths: 1.5 | Sleeps: 4
    Feel the smooth warm sand between your toes as you enjoy a cold tropical daiquiri at our beautifully remodeled 2-bedroom Sandy Toes Condo, Siesta Key.
    $171.89
  • Siesta Villa Florencia

    City: Sarasota | Beds: 2 | Baths: 2 | Sleeps: 4
    Introducing Siesta Villa Florencia, a masterfully crafted 2-bedroom, 2-bath villa boasting Italian design and modern amenities.
    $182.01
  • Villa Krystal

    City: Siesta Key | Beds: 4 | Baths: 3 | Sleeps: 7
    Ease into the modern styling of the beautifully furnished stand-alone home, Villa Krystal. Located directly on Siesta Keys inter-coastal waterway in the highly desirable Polynesian Gardens neighborhood, Villa Krystal promises to bring you luxury stylings, amenities, comfort, and convenience.
    $650.19
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Pet-Friendly

1010 Point of Rocks

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 5
Discover the allure of Siesta Key from the comfort of this 1200 sqft vacation rental, perched on the 2nd floor of the Point of Rocks Trip-Plex the peaceful Point of Rocks neighborhood.
$256.73
Pet-Friendly

1010-1012 Point of Rocks

City: Siesta Key | Beds: 6 | Baths: 6 | Sleeps: 14
Welcome to your private Siesta Key oasis, a unique compound offering the combined luxury of three separate units within a single property, perfectly located in the serene Point of Rocks neighborhood.
$853.44
Pet-Friendly

1010A Point of Rocks

City: Siesta Key | Beds: 1 | Baths: 1 | Sleeps: 2
Nestled within the serene enclave of Point of Rocks on the exquisite Siesta Key, this delightful 700 sqft vacation rental offers a perfect blend of cozy comfort and beachside bliss.
$176.23
Pet-Friendly

1012 Point of Rocks

City: Sarasota | Beds: 3 | Baths: 3 | Sleeps: 7
Elevate your Siesta Key experience with this Beautiful 1700 sqft 3 bedroom vacation rental, ideally positioned on the 2nd floor within the tranquil Point of Rocks neighborhood.
$331.89
Pet-Friendly

Dreamview Condo

City: Siesta Key | Beds: 1 | Baths: 1.5 | Sleeps: 3
Find your perfect romantic Siesta Key Beach getaway at the beautiful Dreamview Beachfront Condo.
$341.34

Gulf and Bay Paradise

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 4
Enjoy Siesta Keys finest private condo complex in this 1st floor two bedroom Gulf and Bay Condo on Siesta Key.
$227.50

Jamaica Royale Penthouse

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 5
The stunning vistas of The Jamaica Royale Penthouse welcome you to your dream condo located on the 8th floor, overlooking the magnificent Siesta Key Beach.
$566.77

La Isla Bonita

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 4
Escape to your very own tropical oasis in this charming single-family stand-alone villa. With 2 bedrooms thoughtfully designed for ultimate comfort, "La Isla Bonita" is your ticket to a vacation filled with sunshine, relaxation, and pure Siesta Key magic.
$182.14

Lil' Nauti

City: Siesta Key | Beds: 3 | Baths: 2 | Sleeps: 6
Your own private Siesta Key villa that’s a little bit tropical, a little bit salty, with just a little bit tongue in cheek; it’s a Lil’ Nauti.
$307.76

Paradise Palms Villa

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 5
Discover the perfect blend of comfort and convenience in this recently renovated 2 bedroom, 2 bathroom villa nestled within the intimate and lush Polynesian Gardens community on Siesta Key. With its quaint tree-lined streets and escape from the bustle of the city, this serene retreat is your gateway to the charm of Siesta Key.
$219.06

Sandy Toes Condo

City: Sarasota | Beds: 2 | Baths: 1.5 | Sleeps: 4
Feel the smooth warm sand between your toes as you enjoy a cold tropical daiquiri at our beautifully remodeled 2-bedroom Sandy Toes Condo, Siesta Key.
$171.89
Pet-Friendly

Serenity Beachfront Condo

City: Siesta Key | Beds: 2 | Baths: 1 | Sleeps: 5
Your tranquil escape is found at the Serenity Beach Condo.
$289.67

Siesta Garden Villa

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 5
Siesta Garden Villa provides you with all the luxuries and comforts you will need for the perfect beach getaway.
$175.47

Siesta Villa Coralline

City: Siesta Key | Beds: 2 | Baths: 1 | Sleeps: 5
Charming Hip Beach Villa To Call Home. 
$146.69

Siesta Villa Florencia

City: Sarasota | Beds: 2 | Baths: 2 | Sleeps: 4
Introducing Siesta Villa Florencia, a masterfully crafted 2-bedroom, 2-bath villa boasting Italian design and modern amenities.
$182.01

Siesta Villa Laughing Gull

City: Siesta Key | Beds: 2 | Baths: 1.5 | Sleeps: 5
Boutique Chic Villa. Steps From Pool, Pier, & Beach. Find Your Vacation Here.
$179.48

Siesta Villa Whispering Palms

City: Siesta Key | Beds: 3 | Baths: 2 | Sleeps: 6
Recently renovated 3-bedroom, 2-bathroom stand-alone villa. Discover the beauty of Siesta Key at Siesta Villa Whispering Palms
$264.82

Siesta Villa Zen

City: Siesta Key | Beds: 2 | Baths: 2 | Sleeps: 4
Welcome to Siesta Villa Zen, our stunning 2-bedroom, 2-bath stand-alone villa nestled in the enchanting Polynesian Gardens on Siesta Key
$195.77
Pet-Friendly

Surfside Condo

City: Siesta Key | Beds: 3 | Baths: 1 | Sleeps: 6
You can't get closer to the beach than this beachy 3 bedroom condo
$276.36
Pet-Friendly

The Banyan

City: Siesta Key | Beds: 3 | Baths: 3 | Sleeps: 6
Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool.  This tropical retreat is a single-family residence located at the end of a secluded dead-end street in the opulent neighborhoods of northern Siesta Key. Surrounded by water on three sides, the view of the Inter-Coastal Waterway is visible from the comfort of the upstairs patio.
$738.61
Pet-Friendly

The Beach Front Suites

City: Siesta Key | Beds: 6 | Baths: 3.5 | Sleeps: 14
Welcome to your ultimate beachfront retreat on Siesta Key, where the serene beauty of the Gulf of Mexico meets unparalleled comfort in our exclusive Beachfront Suites compound.
$1,052.66

Villa Krystal

City: Siesta Key | Beds: 4 | Baths: 3 | Sleeps: 7
Ease into the modern styling of the beautifully furnished stand-alone home, Villa Krystal. Located directly on Siesta Keys inter-coastal waterway in the highly desirable Polynesian Gardens neighborhood, Villa Krystal promises to bring you luxury stylings, amenities, comfort, and convenience.
$650.19

HAVE A QUESTION?

    FEATURED ACTIVITIES
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      Small Beach Access Paradise Exists on Siesta Key’s North End

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      Siesta Key Beach Come Play With Us

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      Fly Over The City With Sarasota Biplane Adventures

      Let the pilots lead you on a safe, smooth flight over one of the most stunning coastlines in the United States where it’s not unusual to see ocean wildlife.

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      Mortons Market Siesta Key

      Morton’s Gourmet Market is Sarasota’s premiere full-service specialty food store that offers a wide variety of products and services including: a bakery & coffee shop, prime meats & seafood, from-scratch…

    • 7d97f8b1e8d111d4b1b3229edf4b5a085adf0501

      Gilligan’s Island Bar

      You find yourself wandering into Siesta Key Village after an epic day on the #1 Beach in the USA. Sandy feet and salty skin, searching for shade and refreshment. You…

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      Gidgets Coastal Provisions

      An exceptional selection of products for those who live, love and relax by coastal waters.  

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      Siesta Key Oyster Bar

      Siesta Key Oyster Bar (or as the locals call it "SKOB") is the hangout with the laidback, beachy atmosphere that will get you right into the Island Spirit. When you're…

    FAQ for Guests
    What Home Supplies Will Be Pre-Stocked Prior To Our Arrival

    Altez Vacations pre-stocks all of our homes with the basic supplies and amenities to get your vacation started.

    Supplies include toilet paper, paper towels, hand soap, dish detergents, laundry detergent, spices and more.

    How Do I Complete My Payment?

    Please complete all reservation payments through the Altez Vacations website. Altez Vacations uses secure network encryption to ensure your personal information is kept safe at all times. At the time your payment deposit is due, an Altez Vacations team member will send you a secure link to complete the payment process.

    Will Someone Be Available to Assist Me During My Reservation?

    Our Altez Staff and Homeowners are always here to ensure we are providing you the best service and care. From broken or malfunctioning furnishings to general questions and concierge service, Altez Vacations is here to assist and maxamize the experience of your vacation.

    I Need to Cancel My Reservation

    In the event of a cancellation, all reservations are guaranteed a full refund minus $100 for banking and processing fee’s outside of the cancellation date agreed upon in your rental agreement. Reservations cancelled within the cancellation date, reservation date will receive no refund. Please check the cancellation policy for the property you are interested in reserving in our Rental Policy page. The cancellation policy changes depending on the property and the time of year you are reserving for.

    How Do I Access The Vacation Rental?

    Altez Vacations will send you arrival instructions within one week prior to your arrival date. The arrival instructions will include directions to the property, as well as instructions on accessing the property. Once inside the property. please see the home Welcome Compendium, that will provide you with all the information you will need for the home and surrounding area.

    How Can I Become An Owner?

    Do you have a vacation home that you would love to share? We would love to hear from you! Please, feel free to use the inquiry form found on our “Owners’ page to send us an inquiry regarding your vacation property. You may also email us directly at Info@altezvacations.com. We will have one of our Altez Vacations representatives reach out to you with 48 hours. You may also find out more information about Altez Vacations and our Owner services on our Owners Page.

    How Can I Become A Guest?

    Please click on our “Destinations” link in the header of our website. Our Destinations page will provide you with list of our current properties available arranged by location and the dates of stay you have selected. When creating a reservation, our secure online booking portal will guide you through our simple reservation process.